road trip italy 2 weeks

2 Weeks In Italy Itinerary, The Ultimate Italy Road Trip

Planning a trip to Italy for 2 weeks? You are at the right spot! I’ve been exploring Italy for decades. So I have all the hands on experience and tips to give you the best 2 weeks in Italy itinerary. 

Italy is located in the middle of the Mediterranean Sea and is home to some of the most beautiful towns, cities, and experiences on offer in Europe.

Italy is probably my favorite country to travel in. You’re engulfed in history, can admire some of the world’s best art, and eat some of the world’s best food. What could be better?

Overview Of 2 Weeks In Italy Itinerary

This 2 week Italy road trip itinerary starts in Venice and ends in Naples. It’s a perfect itinerary for first time visitors to Italy.

Venice’s airport is terrific and typically inexpensive to fly into. The city’s Santa Lucia and Mestre train stations connect to just about everything south with high speed service. 

You can pick up your car leaving Venice or leaving Bologna. Alternatively, you can also do the entire 2 weeks in Italy by train.

With this Italy itinerary, you’ll have 5 bases: (1) Venice; (2) Bologna; (3) Florence; (4) Rome; and (5) Naples.

If you need a break from the city, instead of staying in Naples, you can base yourself on the Amalfi coast for 3 days and day trip from there.

The cliff top town of Sorrento makes a perfect springboard for visiting the Amalfi Coast. From there, you can day trip to Pompeii, Positano, Capri, and even Naples.

• Day 1 : Venice
• Day 2 : Venice
• Day 3 : Bologna
• Day 4 : Bologna, day trip to Parma or Modena
• Day 5 : Florence
• Day 6 : Florence
• Day 7 : Florence, day trip to Siena
• Day 8 : Rome
• Day 9 : Rome
• Day 10 : Rome, Vatican City
• Day 11 : Rome, day trip to Orvieto
• Day 12 : Naples
• Day 13 : Naples, day trip to Pompeii
• Day 14 : Naples, day trip to Amalfi Coast

Where To Stay With 2 Weeks In Italy

Here are my hotel recommendations for the cities listed as bases.

Venice : Gritti Palace , Hotel Danieli , St. Regis , Aman Venice (my favorite), Bauer Palazzo

Bologna : Grand Hotel Majestic Gia Baglioni (my pick) Il Portici , Art Hotel Orologio

Florence : Il Touranbouni ,  Hotel Brunelleschi , Portrait Firenze , Palazzo Vecchietti , Villa Cora (my favorite in the Oltrarno)

Rome : Li b ert y Boutique Hotel ,  H o t el  M aalat ,  De co  Ro ma ,  Hotel H a s s ler Roma , Pa lazzo Man fr edi  (my favorite)

Naples : Grand Hotel Vesuvio , Romeo Hotel , Hotel San Francesco al Monte (my pick)

2 Weeks In Italy Itinerary: 14 Days Of Exploring

Ok, let’s dive right into this 2 week Italy itinerary. If you’re landing in Venice, the easiest way to get to the city is via a private water taxi transfer .

Day 1: Venice

Kick off your 2 weeks in Italy in the magical floating city of Venice. Even though Venice is very touristy, there’s a reason for its popularity.

Venice is a natural film set. It’s like no other city in the world.

Start your day in Piazza San Marco. Visit the pink marble Doge’s Palace, which is the very symbol of Venice.

You can traipse up the famed Scala d’Oro, the world’s fanciest staircase, admire the Doge’s apartments, and see the world’s largest painting by Titian.

Click   here  to book a skip the line ticket to avoid a long queue. I also loved the Secret Itineraries Tour , which take you to secret spots in the palace you can’t see on a regular tour.

Then, move on to one of the world’s most unique and stunning churches, St. Mark’s Basilica. It’s absolutely essential to book a skip the queue ticket . You can also purchase an  after hours ticket  for fewer crowds and to get access to some places you can’t see during the day.

The basilica is famous for its almost blinding golden mosaics from the 5th century B.C. They blanket the walls, covering 90,000 square feet.

Then, take a ride along the Grand Canal. It’s one of the most iconic things to do in Venice. You can also hop on and off the Vaporetto yourself.

Along the way, you can check out Ca’Rezzonico, Ca’ Foscari, and Ca’ d’Oro. In addition to housing some great art, the palaces offer up great views of Venice.

You can book a  1 hour guided boat tour . You can also book a  3 hour guided tour   of the St. Mark’s area that comes with a boat cruise.

Day 2: Venice

On day 2 in Venice, take a stroll through the Rialto neighborhood. Snap a classic shot on the Rialto Bridge, check out the Fish Market, and myriad shops. You can also take a  lunchtime tour of the Rialto Market and other foodie hot spots .

Next, head to the Dorsoduro neighborhood. Stroll around the pretty streets, check out the shops and eateries, and then go to one of the neighborhood museums.

The two I love are the Peggy Guggenheim Collection and the Galleria Accademia .

The Guggenheim is for people who want to see some of the greatest works of modern art from the 20th century. It’s a star studded lineup compiled by the eccentric American heiress, who helped launch Jackson Pollock’s career.

This museum will be packed. Click  here  to purchase a skip the line ticket. Click  here  to book a private guided tour of this extraordinary collection of art.

The Galleria Academia is for travelers who love old masters. It houses the world’s best collection of pre-19th century Venetian painting. You’ll find works by luminaries such as Veronese, Titian, Tintoretto, Tiepolo, Bellini, Canaletto, and Giorgione. 

The museum is not usually crowded, so you won’t have to worry about buying tickets in advance. But, if you’re a fan of Renaissance art, you may want to book a 2 hour  guided tour of the museum .

If you want to see the “Sistine Chapel of Venice,” head to the San Polo district to the Scuola Grande di San Rocco. It’s decorated wall to walk with dramatic paintings by Titian.

Then, spend some time in the Cannaregio district. you can escape the crowds, poke in and out of cute lanes, and grab some cicchetti , Venice’s version of tapas.

Cannaregio is an excellent neighborhood to sign up for a   f ood and  wine  tour . You can also book an  evening food tour and gondola ride .

For more information, you can check out my 2 days in Venice itinerary . It has detailed information on gondola rides, how to use the vaporetto, and how to get to the other Venetian islands in the lagoon.

Day 3: Bologna

On day 3, head to beautiful Bologna. This food-loving city is underrated and absolutely deserving of a spot on your 2 weeks in Italy itinerary. It’s sandwiched between 3 major cities — Venice, Florence, and Milan — and is often skipped.

Don’t skip it! To me, Bologna just oozes old world medieval charm.

It has all of the charm of Italy with none of the tourists! Bologna is filled with striking architecture, beautiful piazzas, endlessly photogenic streets, porticos, and a swathe of palaces and towers.

Most of the must see attractions are clustered in or around the city’s main square, Piazza Maggiore. On one end of the piazza is the massive Basilica of San Petronio, honoring Bologna’s patron saint. On the other is the swishy Palazzo dei Rei Enzo.

You can also climb Bologna’s leaning tower, Asinelli Tower, for views. Since it’s a rickety 500 steps to the top, you’ll deserve a gelato afterward.

Be sure to meander through shops in Bologna’s medieval Quadrilatero neighborhood. You can also visit FICO Eataly World . It’s part farm and part theme park, with 20 acres of food and livestock stalls, restaurants, grocery stores, and food labs.

There are lots of fun tours to take in Bologna. Naturally, most of them food related:

• classic food tour
• 3 hour FICO Eataly food and wine tour
• food tour with factory visits and a gourmet lunch
• history tour and learn food secrets
• e-bike tour with cheese and wine

Day 4: Bologna, Day Trip To Parma & Modena

On day 4, take a day trip from Bologna to either Parma or Modena. Both are foodie towns that are pretty and un-touristy.

Underrated Parma is just too cute for words. It’s one of Italy’s most beautiful cities , a foodie haven, and home to the greatest works of the famed Renaissance artist Correggio.

Parma has a gorgeous Romanesque cathedral and pretty pink octagonal Baptistery. The entire town is dotted with red, pink, and yellow walls. Purple flowers decorate the Ponte Verdi.

Parma is tailor made for art lovers. The town was home to Correggio, the opera composer Giuseppe Verdi, and the conductor Toscanini. In 2022, Parma was chosen as Italy’s Capital of Culture.

Precious frescos by Correggio literally blanket the city. There are art-filled palaces, a famous opera house, and a world class museum.

Parma will also appeal to traveling foodies. It’s home to some of Italy’s best known culinary products — parmesan cheese, prosciutto, fresh pasta, and other delicacies. All this goodness has led the town to be dubbed the heart of the “Italian Food Valley.”

You can easily spend one day in Parma just popping in and out of food shops, taking a food tour, and having some memorable meals. Check out these cool food tours in Parma:

• 5 hour prosciutto and parmesan tour
• 7 hour cheese, ham, and balsamic tour
• 3.5 hour traditional food tour
• 2 hour tour of parmesan cheese factory
• 2 hour tour of dairy and prosciutto factory

Modena is a hidden gem in Italy , an elegant little city that’s well worth a visit.

If you’ve heard of Modena, it’s probably because of its food. Modena is a foodie haven. It’s famous for hams, cheeses, and barrel aged balsamic vinegar. You can sample the dark elixir in shops around the town. 

But Modena isn’t just about food. Modena is beautiful and immaculate.

Piazza Grande is its eye catching main square. It’s home to several monuments, including a Duomo, town hall, a picturesque 15th century clock tower, and medieval relics.

The 12th century Duomo is one of the finest examples of Romanesque architecture. It comes complete with a slightly leaning bell tower called the “Ghirlandina.”

Modena was also the birthplace of Luciano Pavarotti. His titular museum,  Luciano Pavarotti Museum ,  is located about 20 minutes from city center on the estate where the famous tenor lived.

Since Modena is for foodies, you may want to book a  guided food tour , do a  balsamic vinegar tasting , or  tour Italy’s most famous cheese factory .

Modena is just a 45 minute drive from Bologna. You can also visit on an 8 hour guided day tour from Bologna.

Day 5: Florence

Ah Florence . It may be Italy’s most beloved city, even over Venice. The “Cradle of the Renaissance” is beautiful from every angle.

You can content yourself with just absorbing the beauty and street life. But there are so many amazing attractions in Florence, you won’t be able to resist them.

Start your day at one of Florence’s hotspots, the Galleria Academia . It’s home to the world’s most famous statue, Michelangelo’s David , and his prisoners.

The lines are epic here, so you should definitely pre-book a  skip the line timed entry ticket .You can also opt for a  1.5 hour guided tour with fast track ticket .

For even more Michelangelo, head to the Medici Chapels. Inside, you’ll see the over-the-top Prince’s Chapel and the New Sacristy with 7 Michelangelo sculptures.

You’ll need to  pre-book a ticket  with a time slot reservation. These fill up fast, so don’t delay. You can also book a  guided tour of the chapels . This isn’t a bad idea because there’s not much explanatory signage.

After lunch, it’s time to tackle the Florence Cathedral complex . This consists of 5 separate sites: Florence Cathedral, Brunelleschi’s dome, the Baptistery, the Duomo Museum, and the Giotto Bell Tower. 

If you buy the  Brunelleschi ticket , you have entry to all the sites. You can only enter each attraction once, but you have 3 days to use the pass. I suggest you visit them all this afternoon. 

There’s a lot to absorb at these wonderful attractions. You may want to  book a guided tour  to get the full scoop.

Go the Duomo Museum first. It’s the best cathedral museum I’ve ever visited. It’s chock full of stunning statues by Donatello and will give you a primer on how Brunelleschi built the iconic dome of the cathedral.

I would climb either Brunelleschi’s dome or the Giotto bell tower. It might be a bit much to do both in one day.

Giotto’s bell tower might offer slightly better views. But, if you climb Brunelleschi’s dome, you can admire the Giorgio Vasari frescos on the way up.

In the evening, take a stroll through Piazza della Signoria and admire the statues in the piazza.

If you want, you can visit the Palazzo Vecchio (right in the square) in the evening because it’s open late. Inside, you’ll find Medici apartments, a Michelangelo sculpture, and room after room of Vasari frescos.

>>> Click here to book a skip the line ticket for Palazzo Vecchio

Day 6: Florence

On day 6 of you 2 weeks in Italy itinerary, begin with a visit to the Basilica of Santa Croce . It’s Florence’s most stunning church and a mausoleum for its most famous citizens.

The basilica opens at 9:30. You should arrive with a pre-purchased  skip the line ticket . You’ll have to dress modestly with knees and shoulders covered or you won’t be let in. They’re very strict on this score.

Click  here  to book a skip the line ticket for the basilica. You’ll need one in high season unless you can brave the lines. There’s so much to see that you may want to  book a guided tour of Santa Croce .

After Santa Croce, head to the  Uffizi Gallery . The gallery is Florence’s premiere museum and one of the best museums in the world. This is where you come to admire Botticelli, Leonardo da Vinci, and Michelangelo.

The museum is huge and just stuffed with world famous masterpieces. You could spend hours there. The most popular rooms are the two Botticelli Rooms and the Raphael and Michelangelo Room.

You won’t be able to visit the Uffizi, almost in any season, without pre-booking a  skip the line timed entry ticket . Once inside, keep the ticket with you because they ask for it at several checkpoints.

You may want to book a guided tour of the museum. The last time I was there, I booked a  2+ hour private guided tour . My husband, who’s not an art lover necessarily, loved it!

After admiring the fine art, take a stroll through the Piazza della Repubblica and stroll over the iconic Ponte Vecchio. The bridge takes you to the Oltrarno neighborhood , which is a more authentic and less touristy part of Florence.

The main attraction here is the Pitti Palace . It’s another Medici palace stuffed with world class art. You’ll need to book a skip the line ticket in high season.

You should also hit one of Florence’s viewpoints for panoramic views of the city — Piazzale Michelangelo (or 10 minutes further uphill) San Miniato al Monte . I would opt for San Miniato. It’s less crowded and one of Florence’s most ancient buildings.

Have apertivo and dinner in the Oltrarno. I thought this neighborhood had some of Florence’s best restaurants. Check out my one day in Oltrarno itinerary for more details and restaurant ideas.

Day 7: Florence, Day Trip To Siena

It’s tough to leave Florence, I know, but Siena is also fabulous. It’s one of the most beautiful medieval cities in Italy and is effectively an open air museum.

Plus, Siena is full of first rate art and stunning architecture. It central square, Il Campo , is one of the most beautiful squares in Italy. This is where the annual Palio horse race is held.

You can admire the city’s art-laden  Siena Cathedral , gaze at a famous fresco cycle in the  Palazzo Pubblico , and stroll the vibrant streets full of artisan shops and boutiques.

You should  book a ticket to the Siena Cathedral complex . Then, I would add on a  ticket to the Palazzo Pubblico . It’s worth it just to see the stunning  Allegory of Good and Bad Government  frescos.

If you can, try to stay for dinner in the evening. The day trippers will be gone and you can stroll the pretty lanes in peace.

Siena is just a one hour drive from Florence. You can also  book a guided day tour   to save you the hassle of arranging transportation. This tour also takes you to the gorgeous medieval town of San Gimignano .

Day 8: Rome

From Florence, it’s time to move on to Rome, the Eternal City, where you’ll stay for 4 nights. I’ve been to Rome many times and written dozens of articles on the city, which you can check out on my Rome page .

On your first day, I would tour the imperial ruins. That includes the Colosseum , the Roman Forum , and Palatine Hill . I’ve linked my article on each place, which describe everything you can see at each stop.

You can’t really visit these sites without a skip the line ticket . You’ll also need to make a separate timed entry reservation for the Colosseum. There are plenty of tour options as well.

• 3 hour guided tour and entry to all 3 sites
• tickets & tour of all 3 sites + underground Colosseum access
• 4 hour private day tour of Ancient Rome
• skip the line private guided tour with an art historian
• skip the line private tour of all 3 sites + the underground Colosseum

When you’re done touring the ruins, head to the nearby Monti neighborhood for a stroll and lunch. You can also pop into the beautiful Basilica of Santa Maria Maggiore .

Then, head to Piazza Venetia. You can admire the Vittorio Emanuele Monument and take an elevator up for views.

Don’t miss the Capitoline Museums . It’s surely one of Rome’s ancient art museums . It boasts a vast repository of ancient sculpture that’s just incredible.

>>> Click here to book a ticket to the Capitoline Museums

In the evening take a stroll in Trastevere, Rome’s most beautiful neighborhood. You can admire the ochre colored buildings and ivy clad facades. This is also a great place to book a food and wine tour .

Day 9: Rome

On you next day in Rome, take a classic  walk through central Rome . You might consider booking a  3 hour walking tour  or  private walking tour to get the full historical backdrop on all the sites.

Start at Campo de’ Fiori and end at the Spanish steps. Along the way, you can stop to admire some of Rome’s most iconic monuments — Piazza Navona, the Pantheon, Piazza Colonna, and the Trevi Fountain.

Grab some lunch and then head to Rome’s best museums, the Borghese Gallery. It’s one of the world’s greatest small museums. You’ll find the most famous sculptures of the Baroque artist Bernini and paintings by Caravaggio, Raphael, Titian, and Correggio.

Here’s my  complete guide  to the Borghese Gallery . You’ve got to  pre-book a timed entry skip the line ticket  to visit this magnificent museum.

When you’re done admiring the art, I recommend heading over to the west side of the Borghese Gardens, towards the Piazza del Popolo. The view from the Pincio Terrace is quite beautiful, particularly at sunset.

Consider ending your day with a food tour. There are a bunch of great options:

• a  food tour of the trendy Testaccio district
• a  food tour in the off the beaten path Pratti district
• a   food tour in the beautiful Trastevere district
• a  market food tour and pizza class
• a   food and wine tour in the historic center

Day 10: Rome, Vatican City

On day 10 of 2 weeks in Italy, it’s time to explore Vatican City. I’ve written a detailed one day in Vatican City itinerary . So won’t repeat myself too much here.

St. Peter’s Basilica and the Vatican Museums are heart and headquarters of the Roman Catholic Church.

St. Peter’s Basilica is the most famous church in Christendom. Designed by Bramante, Raphael and Michelangelo, it’s a true Renaissance masterpiece.

The basilica is the burial place of St. Peter and past popes. It houses the famous Bernini Baldachine altar, scads of sculptures, and Michelangelo’s tragically beautiful  Pieta .

For a panoramic view of St. Peter’s Square and Rome, you should climb the dome. Here’s my complete  guide to St. Peter’s Basilica , with tips for visiting. You can take a  guided tour  of St. Peters. You can only visit the  underground grottos on a guided tour .

The Vatican Museums hold one of the world’s greatest art collections. Some of the most famous art works on the planet are there, including Michelangelo’s frescos in the Sistine Chapel .

You absolutely must pre-book a  skip the line ticket  for the Vatican. Or else you’ll be stuck in line for hours unless it’s the dead of winter.

Here are some sample Vatican tours you might consider taking:

• a  2.5 hour overview on a skip the line small group guided tour
• a  3 hour no  w ait tour that also includes the Raphael Rooms
• a  3.5 hour tour Vatican visit with a guided tour of St. Peter’s Basilica
• a  3 hour Friday night tour of the Vatican
• a  Vatican tour that includes a climb of the dome of St. Peter’s Basilica

Day 11: Rome, Day Trip To Orvieto

Day 11 sees you day tripping to Orvieto, a hill town in southern Umbria . I personally just loved Orvieto and you can check out my one day in Orvieto itinerary for the full scoop.

Orvieto’s most famous attraction is its glamorous Duomo, Orvieto Cathedral . It has one of the most colorful and art-filled facades of any church in Italy. Inside, you’ll find one of the most famous fresco cycles in Italy by Luca Signorelli.

You’ll also want to take a stroll through Piazza della Repubblica and climb the Torre del Morro.

But part of the charm of Orvieto is just aimless strolling. Wherever you look in Orvieto, there’s a picturesque lane, quaint shop, or terrific displays of flowers.

Every once in awhile the medieval lanes part and you can glimpse a brilliant slice of the Umbrian countryside.

Last time I was in Orvieto, I booked a  2.5 hour guided private walking tour . My guide was Emma and she was excellent, making the cathedral and its beautiful art works come to life. 

You can also book a  3 hour small group walking tour  that includes the cathedral, the old town, and Orvieto’s underground.

Day 12: Naples

From Rome, venture on to Naples. It’s about 2.5 hours by car or 1:10 by train.

This Mediterranean capital is lorded over by the still-kicking Vesuvius volcano. Naples is unpretentious with chaotic streets, Baroque excess, and layers upon layers of history.

The historic center is brimming with striking architecture, fascinating museums, and lively piazzas.

Naples Cathedral has a 13th century Gothic church with Baroque frescos. The Santa Chiara Cloisters are simply gorgeous, with hand-painted Majorca tiles covering benches and columns. The Basilica of San Lorenzo Maggiore is chock full of Greco-Roman ruins.

Art lovers will want to take the shuttle to the Capodimonte Museum , which is one of Italy’s best museum s . It features works by Caravaggio, Correggio, Masaccio, Titian, Raphael, El Greco, Bruegel, and Sebastiano del Piombo.

History buffs should head to the Museo Archeologico Nazionale , which is truly one of the world’s best archaeological museums. 

You can see original mosaics and frescoes from Pompeii and Herculaneum. The most famous piece is the  Farnese Bull , which once decorated Rome’s Baths of Caracalla . In high season, you’ll definitely need a skip the line ticket .

Naples is famous for its cafe culture and as the inventor of pizza. One of the most exquisite cafes is Caffe Gambrinus. For pizza, the two most famous spots are Gino Sorbillo and Antica Pizzeria da Michele.

Naturally, in Naples, you can go on a street food tour , take a walking tour of the street markets , or take a pizza making class .

As an alternative to basing yourself in Naples, you could stay in the Amalfi Coast instead and day trip into Naples to see the museums and sample the pizza.

READ : One Day In Naples Itinerary

Day 13: Naples, Day Trip To Pompeii

On day 13 of your 2 weeks in Italy, head to Pompeii. The site is Italy’s most famous archaeological treasure. It’s a 2,000 year old living museum.

In 79 A.D., Mount Vesuvius erupted and buried the city in 60 feet of ash. The city was entombed and preserved for many centuries. Beginning in 1748, archaeologists began painstakingly excavating the ruins.

Today, you can see dazzling frescos in ancient abodes. The House of the Vet just opened to the public in January 2023 and the frescos in the Villa of Mysteries are newly restored.

It’s definitely easiest to visit Pompeii on guided day tour from Naples . I recommend this  guided walking tour with an archaeologist  to learn everything abut Pompeii. But if you can do it yourself, you’ll at least need to book a skip the line ticket .

I advise getting the longest and best tour possible so that you can see everything at Pompeii (the new frescos) and not just walk down the main drag, as some tours do.

For the complete scoop, here’s my complete guide to visiting Pompeii .

Day 14: Naples, Day Trip To Amalfi Coast

On your last day of 2 weeks in Italy, head to the Amalfi Coast. It’s a stunning 30 mile stretch of the Italian coast where cliffs tower above pebbly coves and villages cling to steep slopes.

One day isn’t much time to explore this area. And it isn’t easy to get to. You will drive down a precarious road and take ferries and buses.

With one day, if you take a guided day tour from Naples, you can more efficiently get a quick peak at Positano, Amalfi, and or Ravello.

Positano comes complete with sherbet colored cliffside homes, stunning beaches, and tiny cobbled lanes. It’s considered Amalfi’s most picturesque town, cut into a cliff with views galore.

Called the “mountain pearl,” Ravello is suspended between the sky and sea. Ravello is known for its stunning views. You can get them at the town’s two stunning medieval villas Villa Cimbrone and Villa Rufolo.

Amalfi town is a lively port city. It’s known for the stunning Amalfi Cathedral , which is one of the most beautiful churches in Italy. You can visit the cloister, church, and the Diocesan Museum.

Positano and Sorrento are the most touristy towns. If you’d like to avoid crowds, you can try the towns of Ravello, Praiano, Maiori, or Minori.

Alternatively, you could visit the island of Capri from Naples. Capri is one of the most dazzling and seductive islands in the Mediterranean.

Capri is known for its soaring cliffs, shimmering emerald water, whitewashed towns, and historic landmarks. It’s a great place to hike. And it’s known for its natural wonder, the Blue Grotto.

You can take the ferry or get to Capri on a guided day tour from Naples .

Alternative 2 Weeks In Italy Itinerary

For a slightly different spin, here’s an alternative two weeks in Italy itinerary. This itinerary drops Bologna and gives you more time in southern Italy.

• Day 3 : Florence
• Day 4 : Florence
• Day 5 : Florence, day trip to Siena & San Gimignano
• Day 6 : Rome
• Day 7 : Rome
• Day 8 : Vatican City
• Day 9 : Rome, day trip to Orvieto & Civita di Bagnoregio
• Day 10 : Naples
• Day 11 : Naples, day trip to Pompeii
• Day 12 : Amalfi Coast
• Day 13 : Amalfi Coast, day trip to Capri
• Day 14 : Matera

Tips For Spending 2 Weeks In Italy

If you need tips for visiting Italy, you should check out some of my relevant articles:

• 40 tips for visiting Italy
• Tips for visiting Rome
• Tips for visiting Florence
• Tips for visiting Venice
• Tips for renting and driving a car in Europe

I hope you’ve enjoyed my 2 weeks in Italy itinerary. You may enjoy these other Italy travel guides and resources.

• 12 Ways To Spend 1 Week in Italy
• 5 Ways To Spend 1 Week In Sicily
• 10 Days in Southern Italy Itinerary
• 10 Day Tuscany Itinerary
• Tips For Visiting Italy
• 7 Day Road Trip From Venice To Milan
• 130+ Bucket List Experiences in Italy
• Historic Landmarks in Italy
• Most Beautiful Towns in Italy
• Best Museums in Rome
• Hidden Gems in Rome
• Best Museums in Florence

If you want to spend 2 weeks in Italy, pin it for later.

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Last Updated on October 17, 2023 by Leslie Livingston

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ITALY ROAD TRIP: Two Weeks Itinerary By a Local!

In BLOG , EMILIA ROMAGNA , ITALY , ROME , TRIPS IDEAS AND TIPS , TUSCANY , USEFUL GUIDES by Clelia Mattana 1 July, 2022 104 Comments

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Are you planning on visiting Italy? Then you can’t miss this excellent two-week itinerary for your Italy Road trip, created by a local Italian! You’ll love it, I promise!

Ah, Italy… my country, my pride, my love! Being Italian is truly a privilege, so let me transfer some of my knowledge to you with some fantastic tips to have the best Italian road trip experience of your life!

Starting from  Rome , my favorite city in the world, through the famous green hills surrounding all the Tuscany and Umbria regions, not to mention the jaw-dropping view provided by the  Cinque Terre  – What more can you ask from a country? Italy is simply magnificent!

If you want a truly unique Italian experience:  Road trip is the main word! Nothing beats a road trip in Italy, trust me . I took my driving license in Rome (crazy, I know!), and from there, I discovered every region by car. Slowly, savoring the panoramic scenery that only my beautiful country can offer. Using the train is also a great option, but nothing beats driving around Italy! 

Video of this two weeks Italian Road trip itinerary!

The main cities are well connected, but I suggest you take as many detours from the highway as possible because it’s driving across the countryside that you will find the real hidden gems of Italy!

Pro Tip:  You might want to see as much as possible of Italy during your epic road trip, but in my opinion is better to pick 3-max 4 cities or villages. You don’t want to miss any reason and leave the rest as a last-minute choice. 

TWO WEEKS IN ITALY ROAD TRIP: CONTENT

Click to check the relevant chapter

• Day 1 – 2 |Rome Itinerary and Vatican City
• Day 3 | Lazio  -Roman Castles
• Day 4 | Tuscany – Montepulciano
• Day 5 | Tuscany – San Gimignano
• Day 6 |Tuscany – Pisa
• Day 7 |Tuscany – San Miniato

SECOND WEEK + BONUS TIP TO SAVE MONEY!

• Day 8 – 9 | Tuscany trip – Florence
• Day 10 | Emilia Romagna – Bologna
• Day 11 – 12| Liguria-Tour Cinque Terre
• Day 13 | Piemonte – Turin
• Day 14 – 15 |  Milan and Lake Como
• How to save money when booking your hotels!

What is The best Italian road trip itinerary for 2 weeks?

-I will give you some great recommendations on where to stay and how to save A LOT on accommodation fees later-

I’m Italian, and before leaving my beautiful country to travel indefinitely, I explored it by car, discovering every Italian region, so we can safely say that you are in good hands here!  From Rome to Milan, ending in the enchanting setting of Lake Como for a 15-day epic journey that you’ll never forget. I promise!  

In This 2 weeks Italy Road Trip Article You Will Discover:

—  the best places you should include in your trip to italy  —, —  the most interesting things to do and see in italy —, — cool tours or experiences you can book directly online —, — my recommended hotels/b&b that are perfect for your tour of italy  —, — how to use a genius (free) tool to save money on your hotel bookings — .

Without further ado, here are the breathless places you must include on your Italian road trip.

The Italian Road Trip Itinerary Map

Click to enlarge the image

An article about a road trip in Italy wouldn’t be complete without showing you the map of the itinerary with the starting point, stops on the way, and ending point of this incredible trip around Italy.

Depending on what kind of flights you find, you can obviously do it in reverse, starting from Milan, with a little detour up north to Lake Como and back.

It’s just 1 hour and 30 minutes to get to Varenna, on a lovely route as well) and then go back to Milan and start your Italian Tour heading south and departing from Rome Fiumicino airport.

Either way, you’ll see spectacular landscapes along the road, don’t forget that on a trip like this, moving from one place to another is a massive part of it, so enjoy it , drive safely and slowly and let the beauty of Italy sink in! -Map data ©2022 Google-

2 WEEKS ITALY ITINERARY DAY 1 – 2 | ROME &  VATICAN 

Ah, Rome – It always makes me wonder: Is there a way to describe this city without using clichè words? I lived in the eternal city for more than 3 years, and I love it (and hate it) to pieces 🙂 Even if Rome is the most predictable stop on this itinerary, a trip to Italy wouldn’t be complete without a stop in its Capital, right? It would be like spending 15 days in the UK and not visiting London. Well, for as much as I love London too,  Rome is … Rome! Yes, being Italian, I’m biased, but not without reason.

Is it possible to have a glimpse of the beauty of  Rome in one day ? Definitely yes! I could even see the main attractions in the center, rushing a bit of course, in just 5 hours one time! I always find the time for a quick pit stop to Rome, and every time I discover something new!

WHAT TO SEE IN ROME IN ONE DAY:

Stroll around the historic center of Rome : It is a must! Driving can be challenging or better put: you must be fearless to drive in Rome, so park up and walk or take the buses or metro. Use public transport while you’re there. Remember to stamp your bus tickets once you get on the bus or subway, especially if you take the train! (more valuable tips for your first time in Italy in a post coming soon!) 😉

Most Famous Things To Do In Rome:

• Saint Peter’s Church and Dome
• Piazza Di Spagna /Pincio Terrace
• Piazza Navona
• Fontana di Trevi
• Colosseum and Via Dei Fori Imperiali (at night is a must!)
• Lungotevere Castel Sant’Angelo (At sunrise, I did it: Best experience in Rome ever)
• Pincio Terrace (At sunset, for the best view of Rome)
• Trastevere (For dinner, obviously!)

WHAT TO SEE IN VATICAN CITY IN ONE DAY:

I took two days to explore the inner part of the city – which gave me ample time to include a day in the Vatican City. Enclaved in the town of Rome, Vatican City is officially the smallest recognized state in the whole world . Home to the Pope, the Vatican is the beautifully preserved state of the Catholic Church. It is definitely worth a visit!

Most Famous Things to do and see in Vatican City:

• Visit the Musei Vaticani.
• Take a tour of The Sistine Chapel.
• Visit the Vatican’s beautiful gardens.
• Admire the view from the top of St Peter’s Dome!

Helpful Info : As with most famous sights, just remember to buy your tickets early or online. Otherwise, be prepared for a few hours waiting around peak times (still worth it if you ask me!)

RECOMMENDED BEST HOTELS IN ROME:

RESIDENZA MONFY

I could say it’s one of the best places to stay on a road trip to Rome. Gianluca, the owner, is helpful and will give you all the info you’ll need to have the best time in Rome.

Everything is clean and well arranged, and the location (Via Veneto, in the center) is  perfect for public transport or walking around the main attractions. Most importantly, it has a parking option.  Trust me: in Rome, you WANT to have that option. Finding a parking spot is a nightmare for everyone living or visiting Rome. Click to  Check the Hotel out!

RECOMMENDED BEST TOURS IN ROME:

Beautiful Castel Sant’Angelo, another spot (among the endless landmarks in the eternal city) you can’t miss! Tips: Go there at sunrise… trust me, I did it, and it was SURREAL, to say the least!

Do you think you don’t have enough time to see it all and/or are not keen on walking all day with the risk of missing something important?  Then an organized tour is what you need to set your mind at peace . Below are the ones I recommend the most:

Hop On-Hop Off Ticket:  

Super Touristy, I know, but when you don’t have much time is so worth it! I remember hating that red bus, and I ended up loving it when I had only one day in Warsaw, and I managed to see it all (at my own pace, but they don’t miss the important spots).  Check it out!

Three Hours evening Walking tour:  

As Suggested, Rome is even more magical at sunset, so this Tour will take you to the main attractions and to the Pincio Terrace right at sunset (I love that spot, you’ll see!). Highly recommended as the guides are usually locals.  Check it out!

Other Tours in Rome:

There are a million tours I could recommend, but you can  check them out   here   or below (click for more tours on the list) and see if something strikes your attention. I  love this website, and it’s the one I use the most when I have to book my tours online . Super convenient and hassle-free. I don’t like to spend my precious time waiting to buy my tickets, especially in touristy cities like Rome!

The “Skip the lines” tickets are exceptional, and you won’t regret buying them as they will save you SO MUCH TIME!

ITALY ITINERARY DAY 3 | ROMAN CASTLES

Rome itself has many sites to see even just outside the city itself! Roman Castles (or as we call it “Castelli Romani”) are an opportunity to leave the metropolis and  immerse yourself in the natural and artistic beauty of the small medieval villages outside Rome.

WHAT TO SEE AT THE ROMAN CASTLES:

Leaving Rome, you can drive by the  ruins of the Baths of Caracalla  and onto the  Ancient Via Appia by the Church of Domine Quo Vadis . This Tour of the Roman Castles will take you along the  ‘Road of the Lakes’  through one of the hilly areas of volcanic origin that characterize the outskirts of Rome, the Colli Albani, with its many growing villages.  

Most Famous Things to do and see in The Roman Castles:

Castel Gandolfo:   On the shores of a volcanic lake, this is the village where the Pope has his summer residence. You’ll enjoy a stunning view over the Lake and a great but tranquil atmosphere.

Rocca di Papa and Grottaferrata:   They are fascinating villages to visit in the Roman Castles area. Both are known for their culture, sights, and gastronomic delicacies, including the traditional “porchetta.”

Frascati :   Towards the northern part of the  Colli Albani , you can reach Frascati, popular with visitors for its beauty and wine production. Here you can stop for a taste of local wine and products in a local tavern and absorb the flavor of the authentic village life in the Lazio region.

RECOMMENDED BEST HOTELS IN CASTELLI ROMANI:

ATLANTIS INN 

A lovely central hotel with fantastic views over the Lake, the owner Francesco is friendly, like most people from Rome and surroundings!  Breakfast is included, and a parking space is available too , mandatory for a stress-free Italy road trip, right? 🙂 Click to  Check the Hotel out!

ITALY 2 WEEKS ITINERARY DAY 4 | MONTEPULCIANO

I’d like to take credit for “finding’” this town, but I accidentally stumbled across  Montepulciano, the medieval town in lovely Tuscany hills  by complete accident. It was a ridiculously beautiful town to stumble upon, providing a welcome opportunity to fill up on some fresh Bresaola and a little wine (for the non-drivers of course).   

WHAT TO SEE AND DO IN MONTEPULCIANO:

This lovely town is all about strolling around slowly admiring its beautiful historical buildings and the old medieval atmosphere, so take your time to enjoy it, find an excellent trattoria to eat, drink espresso and  take it “the Italian way” = EASY & SLOW 🙂  

Things To Do in Montepulciano:

The Main Square:   The lovely fountain on the side, the Duomo and Palazzo Tarugi, and Palazzo Contucci.

Palazzo del Comune Tower:  Do you want to admire the incredible views of the Tuscany Hills surrounding this lovely village? Climb the Tower, and you won’t be disappointed!

Gate Porta del Prato and Corso street:   Almost every medieval village in Italy has a main gate to the town. Cross “La Porta del Prato” and stroll around the “Corso street,” with its lovely shops, elegant palaces and renaissance buildings, the church of Sant’Agostino, and the Palazzo Cervini.

RECOMMENDED BEST HOTELS IN MONTEPULCIANO:

ALBERGO IL MARZOCCO

Located within the medieval walls of Montepulciano, this hotel is quite remarkable! Built in the 16th century, it is the oldest hotel in town. It has a bar, free Wi-Fi, rooms with views of Lake Trasimeno or the town, and free parking 🙂 Click to  Check the Hotel out!

RECOMMENDED TOURS IN MONTEPULCIANO:

Being a tiny town, after you have admired its historical center, there are many activities you can book for an even more memorable experience!

Montepulciano Terme: Wellness & Wine Experience:   Honestly? In my view, this is an absolute must (I’m a SPA and wine lover). After driving and walking for hours, you deserve a bit of relaxation! Check out this fantastic experience  here .

Montalcino/Pienza/Montepulciano Full day wine tour: This is one of the best-selling tours in the area and within reason! If you want to relax 100% and see 3 lovely villages instead of one (while tasting the best wines in the region), this is it! Check out all the details here .

TWO WEEKS ITALY ITINERARY DAY 5 | SAN GIMIGNANO

While many visit San Gimignano, the  town declared by UNESCO to be part of the World’s Architectural Heritage , for a very short time, there is plenty to do to keep you busy an entire day if not more!

How do you pronounce/spell “San Gimignano”?! Maybe the most challenging part is genuinely pronouncing its name correctly. Well then, I’m Italian, and I will help you out once and for all: San Gimignano pronunciation sounds like:  San jee mee NYAH noh . Try to repeat it a few times faster, and that’s it! 😉

THINGS TO SEE AND DO IN SAN GIMIGNANO:

I had the luck to discover the town I have declared the loveliest of the entire Tuscany Region during a Road trip from Rome to Florence. It was a super dark and rainy day, but my first reaction when I left the car in the spacious parking lot just before the town walls was:  WOW, WHAT IS THIS PLACE? 

As soon as you enter San Gimignano, you will feel like time has stopped, and you are either back to the medieval era or in a lovely fairy tale!

Things to do in San Gimignano:

A stroll down the entire town is required, as well as a visit to the Duomo di San Gimignano and the Palazzo Comunale to view the Pinacoteca of Medieval art.

Torre Grossa views:  C limb to the very top of the Torre Grossa, the tallest tower in town to enjoy the best view of San Gimignano ever. The green hills and spectacular Tuscany landscape will make it worth the effort!

Enjoy the food in Piazza della Cisterna:   From gelato to die for to a delicious lunch or dinner at the many restaurants specializing in Tuscan cuisine. I still remember the cute little restaurant in one of the small alleys, where I tasted the best spaghetti with clams (10 years ago!)

Montestaffoli Fortress:  Climbing up to the remains of the Montestaffoli fortress and lots of tastings of the local white wine, Vernaccia di San Gimignano, will round up your unforgettable visit to San Gimignano. You will fall in love with the town, I promise!

WHERE TO STAY IN SAN GIMIGNANO:

HOTEL BEL SOGGIORNO

One of the best hotels in San Gimignano! You’ll have everything at your doorstep: public parking just 50mt away, breathtaking views from the windows, and a superb location, right in the city center. This hotel will be the cherry on top of your fantastic experience in San Gimignano! Click to  Check the Hotel out!

RECOMMENDED TOURS IN SAN GIMIGNANO:

There are many tours, but they depart from other cities like Siena to visit San Gimignano, but since you are on your epic road trip, you don’t need those! The only one I feel I can recommend is actually a “detour” or a secondary option to your itinerary.

Visit Pisa and Lucca (and climb the lining Tower):   Your next stop on the map should be Pisa, but what if you want to slow down and stay a day more in San Giminiano? after all the beauty of these road trips is that you can change your itinerary on a whim. 

With this Tour, you’ll see both Pisa and Lucca; climb the famous leaning tower, and return to San Giminiano for another fabulous night before resuming driving the next day, heading to Florence via San Miniato.  If you like this alternative itinerary, check out the detail of the Tour  here .

14 DAYS ITALY TINERARY DAY 6 | PISA

An obvious choice for any visitor to Italy! Pisa and its famous leaning tower has become a symbolic representation of Italy across the globe.

WHAT TO SEE IN PISA IN ONE DAY:

Pisa’s historic town is relatively small and can be explored in as little as one day.  It’s the perfect place to stop en route between Cinque Terre and Florence. You can stop here for food and explore the Pisa Baptistry, The Leaning Tower in Piazza Dei Miracoli, and San Sisto. Don’t forget to strike “that cheesy pose” when you’re there! 🙂

Yes, I did it too… so why I didn’t put it in here? Because when I went there, digital cameras didn’t exist yet, so  we used the whole film to try and be in the right position for the photo. Only one had the right angle, but it was super blurry!  

RECOMMENDED HOTELS IN PISA:

HOTEL DI STEFANO

If you want to rest up and spend the night in Pisa, this is the perfect hotel for you; right in the city center, a mere 5-minute walk from the leaning Tower, it provides a parking space on-site, buffet breakfast, and has excellent reviews 🙂 Click to  Check the Hotel out!

ITALY ITINERARY FOR 2 WEEKS DAY 7 | SAN MINIATO

San Miniato is a gracious small town which is perfect as a quick (or long, it’s up to you!) pit stop on your way to Florence.

WHY YOU SHOULD SEE/STOP IN SAN MINIATO:

San Miniato has always given a warm welcome to (friendly) travelers! Hence why you should go! 🙂 As the main town was a major thoroughfare for medieval traders between Rome and the rest of Europe, San Miniato became shaped by its constantly changing population and exchange of exotic and sought-after goods.

Nowadays, the town still welcomes travelers from all over the world with  stunning sites like The Duomo, The Tower of Frederick, and the medieval precinct of the town . You can spend the whole afternoon here filling up on local olives! Isn’t that a good enough reason for you to stop in there? I know it would be for me 🙂

RECOMMENDED HOTELS IN SAN MINIATO:

HOTEL SAN MINIATO

Since this is YOUR road trip, you might decide to spend the night in San Miniato. In this case, I highly recommend this hotel, located in a former convent; it offers  free parking space and even a SPA and wellness center  to recharge your batteries 🙂 Pisa and Florence are only 45 min away by car! Click to  Check the Hotel out!

14 DAYS ITALY TINERARY DAY 8 | FLORENCE

I love visiting certain cities more than once, and Florence is one of my favorites for this purpose. I was 20 when one lazy afternoon my friends and I decided to hop on the first train available from Turin (I was studying at University then) to visit this glorious city!

It was a rather cold October weekend, and we slept without a tent at Piazzale Michelangelo, an amazing spot with amazing city views from the hill.  Florence may be an obvious choice to include on a road trip to Italy, but don’t let its popularity stop you from visiting . In fact, it’s never stopped me. Each time is completely different and unique.

WHAT TO SEE AND DO IN FLORENCE IN ONE/TWO DAYS:

This beautiful Tuscan city with its super friendly people has SO MUCH to offer that two days should be the minimum to fully enjoy it.

Best Things to do and see in Florence:

Oh my…where do I even start? Just like Rome, Florence is packed with unforgettable experiences and sights. I will try to give you a glimpse of what it can offer.

The Uffizi:   If you love Renaissance art, a stop at the Uffizi is mandatory. Obviously, the lines to get in are insane, but once inside, your jaw will drop from all the beautiful paintings by Botticelli, the statues, and the whole atmosphere.

Piazzale Michelangelo:   It will give you the most incredible view of Florence from above, especially at sunset. Perfect for photography lovers. If you go there, think about me sleeping with only a blanket on the ground. What an epic trip!

Giardini di Boboli:  We spent a whole afternoon there, and you can’t miss these gardens for anything in the world; the main word here is GREEN. So many green fountains, groomed trees, statues, and hidden caves. Go there and … RELAX!

OTHER THINGS TO DO IN FLORENCE:

Visit the “Duomo:   Famous for its red-tiled dome, colored marble facade & the Giotto tower. A beauty for the eye and impossible to miss when strolling around the beautiful historic center.

Santa Croce Church: Its gothic facade and the vast plaza are well-known landmarks in Florence, famous for being the final resting place of Galileo and Michelangelo. You can visit their tombs in Santa Croce.

Ponte Vecchio:   The oldest and more peculiar bridge in Florence, it still houses many jewelry shops and buildings, a typical practice back in the day. It is very suggestive to walk by the bridge or over the Arno river banks, especially at sunset, to admire it from the “outside.”

Ponte Vecchio at sunset. Such a peculiar and beautiful bridge. You won’t see anything like this anymore in Italy.

WHERE TO STAY IN FLORENCE:

HOTEL PITTI PALACE AL PONTE VECCHIO

This hotel has the most perfect location. It is easy to find at the very end of the famous Ponte Vecchio bridge. The hotel is spotless; it has a parking space available, and rooms have a super  view of the entrance to the bridge . Breakfast is served on the terrace on the 6th floor offers a lovely view of the Duomo and Florence skyline. What more can you ask for? Click to  Check the Hotel!

RECOMMENDED BEST TOURS IN FLORENCE:

If you stay for two days in this magnificent city, you will have some spare time to choose from some of the most incredible tours. Since there are so many to choose from, I put some of my favorites below, and  you can check out more tours by clicking on the whole list .

One I strongly recommend? The  “Fast line” ticket to enter the Uffizi Gallery ! You don’t want to waste your precious time waiting in an endless line, which will make you skip it, allowing you to discover much more of Florence.

14 DAYS ITALIAN ITINERARY DAY 10 | BOLOGNA

Often neglected on travel itineraries in favor of Italy’s more famous hotspots,  Bologna has plenty to offer tourists , from food (ah, the food guys!!) to art and hidden secrets.

Bologna is known in the Italian language as “la Dotta, la Rossa e la Grassa”: “ the educated one” in a nod to its University, Europe’s oldest; “the red one,” about the terracotta hues of its buildings and the city’s historic communist leanings; and most importantly, “the fat one,” about the delicious food.

THINGS TO DO IN BOLOGNA IN ONE/TWO DAYS:

I will give you one day in Bologna /Emilia Romagna only because I have to stay within the 2 weeks Italy Road trip Itinerary.  If you are free to change your plans a little (or are lucky to have more time), I would strongly recommend discovering Bologna and Emilia Romagna for at least 3-4 days .

Check out my article “What to do in Bologna and Emilia Romagna.”  I’m sure you’ll love it, I tried so many things, and the pictures speak for themselves!

Best Things to do in Bologna:

The Markets:   The markets in the center are great for fresh fruit and pastries. Via del Pratello is an excellent spot for lunch, and the student area near Via Zamboni has plenty of options for a filling “aperitivo” – but you can’t go far wrong wherever you choose to eat.

The Two Towers:   Believe it or not, Bologna’s leaning tower would put Pisa’s one to shame! The Two Towers are an iconic symbol of the city, and the shorter one, the Garisenda Tower, leans much more dramatically than Pisa’s leaning tower. It is well known (in Italy) that Dante Alighieri invoked this tower in his “Divina Commedia”, so look out for the plaque with the quote.

Giardini Margherita:   One of my favorites spot in Bologna to chill and relax to end the day after walking its gorgeous streets! You will find mostly local people, and there are so many hidden spots for a nice picnic while seeing the turtles in one of the ponds inside. Highly recommended (and easy to get there by bus too.

OTHER THINGS TO DO IN BOLOGNA AND EMILIA ROMAGNA:

Visit Ravenna: Lovely city easily reachable by train for a one-day trip and famous for Dante’s remainings and the many stunning churches.

Explore the Apennines:   Definitely, a must if you have some more time; it was the highlight of my trip to Emilia Romagna. Lake Baccio and Lake Santo are amongst the most beautiful places I’ve ever seen in Italy (and not a tourist in sight either!)

The beauty of the Apennines in Emilia Romagna. The tranquil landscape you can admire at Lake Baccio!

WHERE TO STAY IN BOLOGNA:

HOTEL CORONA D’ORO 

An excellent centrally located hotel with a private garage in a restricted traffic area, a great feature to have (since you’re in the middle of your Italian Road trip!). Friendly staff and great reviews. Abundant breakfast with lots of choices. The rooms are nice and clean, with comfortable beds, crisp linens, and many amenities.  Check this Hotel!

RECOMMENDED TOURS IN BOLOGNA:

As usual, in the most beautiful Italian cities (and Bologna is definitely one of them!), you will have plenty of choices if you want to book a tour online. What I recommend is going for the food tours . Bologna and Emilia Romagna are the top in terms of delicious dishes, so you can’t go wrong! Below are a few tour options, but click the button to see more and enjoy the experience 🙂

2 WEEKS ITALY TINERARY DAY 11 – 12 | CINQUE TERRE

One of my favorite coastlines in Italy and a must-see on any road trip around Italy,  Cinque Terre national park  is an area around 1.5 – 2 hours’ drive north of Pisa. The region is characterized by its dramatic, rugged landscape and of course, its 5 picturesque terraced towns that only beg to be explored (from North to South):

MONTEROSSO AL MARE  | VERNAZZA | CORNIGLIA | MANAROLA | RIOMAGGIORE

Even if not all the 5 villages show on this map, the train stops in each one of them. The road in white you see behind the red line is the road you should use my car, and it takes around 2 hours drive. Image credit: Map data ©2022 Google

One of the best tips I’ve learned is to leave the car at La Spezia city and take the train between these 5 towns . It’s usually the easiest way to discover them without the issue of finding a parking spot (unless you decide to choose one of the villages to stay in for the night).

THE 5 VILLAGES TO SEE IN CINQUE TERRE IN 2 DAYS:

Obviously the main attractions of the Cinque Terre National Park are the famous villages, so let’s check them out in detail to see what distinguishes one from the other, they are all marvelous and unique!

From the top: Riomaggiore, Manarola, Corniglia

1) RIOMAGGIORE:   The most southern village of Cinque Terre, Riomaggiore is a beautiful town to sit back and enjoy your afternoon. Grab some local food (especially fried calamari) from the street vendors and head for the rocky harbor front. Helpful tip: spend a good few hours dipping your feet and legs into the sea! This town is a fabulous place to watch the sunset, and why not take a swim and cool down after a day under the scorching Italian sun.

2) MANAROLA:   Arguably one of the most photographed towns in Cinque Terre, Manarola is a beautiful place to explore and, of course, grab a bite to eat! Every time I visit Manarola, I put on 4kg in weight! The gelato, the calamari, the wine … it’s all just too good!

3) CORNIGLIA:   Unlike the other four villages of the Cinque Terre, Corniglia is not perched on the seafront but at about 100 meters high on the top of a cliff. Warning: Trying to walk in the scorching midday heat is not the greatest idea – you could end up sweaty, hot, dehydrated, and no doubt looking a bit messy 🙂 you can use the connecting shuttle bus from the train station instead. It takes about 5 minutes to reach Corniglia. A perfect place to enjoy the views of this magnificent area!

Top: Vernazza – Bottom: Monterosso al Mare

4) VERNAZZA:   Dating back nearly 1000 years, the iconic Vernazza is still standing to show you a beautiful piece of historic Italian charm – that I fall in love with every time. This city really stole my heart! Don’t forget to see the Church of Santa Margherita and the hidden Vernazza beach just off Piazza Marconi.

5) MONTEROSSO AL MARE:   The westernmost of all the Cinque Terre villages is Monterosso al Mare, famous for its wider beach and for the many open spaces compared to other countries. What I love most about Cinque Terre is that it feels like a “personality test.” Everyone has their favorite village for very specific reasons. Monterosso al Mare is my least favorite town in the Cinque Terre, but that’s because my heart has already been stolen from Vernazza’s colorful houses (I love colorful houses) 🙂

BEST HOTELS IN CINQUETERRE AND LA SPEZIA:

LEVANTE RESIDENCE 

Just minutes from La Spezia center. Clean, spacious rooms with kitchen. A good option is to have a base there for your La Spezia Gulf or Cinque Terre trips. Safe, private parking and simple breakfast. The train station is within walking distance, and free parking is a plus. Highly recommended. Check out this Hotel!  

BEST TOURS IN CINQUE TERRE:

When you visit the Cinque Terre villages, you can take your time and explore them on your own or book a guided tour to discover the secret places, best restaurants, and panoramic views.

One of the best ones is definitely from Florence to Cinque Terre and it’s most suitable if you are flexible with your dates and are on an Italy road trip, coming from the south and ending in the northern part of the country, like in this case.

Depending on your budget, some of these tours, especially the boat ones, are worth the money . They will provide you with a completely different experience. As usual … it’s up to you to decide! Sometimes I like to opt for a tour, other times I prefer to discover an area on my own.

ITALIAN 2 WEEKS ITINERARY DAY 13 | TURIN

I lived in Turin for 8 years while studying at the University, and not only do I know the city well, but I love it pieces! Unfortunately, the city is one of the least known and appreciated by tourists. While most of those visiting Italy head for the Rome-Florence-Venice triptych, Turin remains off the tourist radar. What a shame.

Maybe is because the city has always been associated with Agnelli and his automotive empire (Fiat). However, people forget that another dynasty, not industrial but royal, chose Turin as its capital eight decades earlier.

Nineteenth-century Turin was also a favorite of intellectuals and artists such as Nietzsche, who loved the city for its austere elegance, atmosphere, literary cafes, and food. So, this seething city should definitely be on your wish list for your Italian road trip.

THINGS TO DO IN TURIN IN ONE DAY:

The beauty of Turin, compared to other Italian cities, is that it is easy to get around on foot and public transport is excellent . I have never used a car in 8 years, and I know every street as it is easy to walk to the city center and some of the most beautiful palaces and squares.

The beautiful Mole Antonellliana by night

Best Things to do in Turin:

Il Quadrilatero Romano: One of my favorite places in Turin for its many restaurants, aperitif bars, and lovely streets filled with history from the Roman empire. Great for an exciting night out in Turin!

La Gran Madre Church:   The “Gran Madre” is a Neoclassic-style church located in front of Piazza Vittorio. Straightforward to reach by foot from Piazza Castello through via Po (famous for its many shops, bars, and restaurants), it’s stunning at night.

Piazza Castello/Via Garibaldi:   Turin’s central square is lined with museums, theatres, and cafes. Dominating it is the part-medieval, part-baroque Palazzo Madama, the original seat of the Italian parliament. To the north is the beautiful facade of the Palazzo Reale, “The Royal Palace” built for Carlo Emanuele II in the mid-1600s. If you are up for some shopping, on the left of Palazzo Reale, you will reach Via Garibaldi, packed with high-end and budget shops (I used to live in the student house in that area!) 😉

OTHER THINGS TO DO AND SEE IN TURIN

Il Castello /Parco Del Valentino:   My favorite spot in town, a massive park with botanical gardens, statues, and, of course, the iconic castle. Perfect for a romantic walk or just to chill during the hot summer days. You can admire the spectacular views of the Valentino Castel by night just by crossing one of the bridges over the river PO. Highly recommended!

La Reggia di Venaria: Declared UNESCO Heritage Site, the Reggia di Venaria is a spot you can’t miss. The palace is marvelous, and during summertime, you can enjoy a wide array of events, from artists performing accompanied by relaxing music to video-mapping shows.

Basilica di Superga:   Another fantastic place to visit in Turin! The church is on a hill where you can admire the city from above. Perfect at sunset to see the city lights and chill after visiting the inside of the beautiful Basilica.

The beautiful Castello del Valentino in the “Parco Del Valentino (Valentine’s Park). One of my most precious places in Turin. Day or night it is truly marvelous!

Museo Egizio:   An excellent place for people passionate about Egyptian History, this museum is the most important one in Italy as it preserves some rare mummified human remains and several Egyptian statues.  

Palazzo Reale (Royal Palace):   Located in Piazza Castello; if you visit it, I promise that the inside will leave you totally speechless. I still remember the first time I saw it, admiring the beautiful dancing room, statues, paintings, and seemingly never-ending luxurious rooms in awe. No wonder it was included in the list of World Heritage sites in 1997. Totally worth it!

The beauty of Turin at sunset: Ponte Isabella over the River Po that divides the city in two.

WHERE TO STAY IN TURIN – BEST HOTELS :

HOTEL URBANI

Excellent location to head off in any direction and explore. The hotel itself is lovely. Accommodating and friendly reception staff. Delicious breakfast, charming rooms, and parking space. The perfect mix to set you up for the day and relax once back from your strolling in Turin.  Check out this Hotel!

14 DAYS TALY ITINERARY DAY 14-15 | MILAN & LAKE COMO

DISCOVER MILAN:

Milan is one of the trendiest cities in Italy . It is the city of fashion and the economic capital of Italy. Both traits are clearly visible when you’re walking around the city. Modern and trendy skyscrapers scattered here and there, surrounded by beautiful historical buildings throughout the city center.

Many of Milan’s most exciting sights and attractions are not readily apparent, so you’ll need to dig deeper to discover the gems that make the city unique.

Luckily, Milan is surprisingly walkable and, at times, feels more like a compact town than a major European metropolis. And once you start chipping away at its foreboding exterior, you’ll find untold treasures below the surface: priceless works of art, beautiful eccentric buildings, world-class restaurants, and oases of calm. Explore the best things to do in Milan and remember: appearances aren’t everything.

DISCOVER LAKE COMO:

Como is filled with luxury Villas you can visit, like Villa Balbianello here, a perfect setting even for weddings!

The itinerary for your Italy Road trip started in the glorious city of Rome, and it couldn’t end less gloriously in the fantastic Lake Como setting. Relax in the shade of a tree in front of the lake, admire its beautiful views … and, who knows? You might even spot George Clooney (owner of one of the most beautiful villas in Lake Como), his buddy Brad Pitt, Tom Cruise, or any other A-list celebrity, but there’s so much more to this destination than its famed visitors.

The glacial Lake Como is a mere 1.5-hour drive north of Milan and only 30 minutes or so from the border of Switzerland. The biggest draw to Lake Como is its natural beauty – especially the scenic mountainous region that always leaves me in awe.

Hop on the ferries that cross the lake; it’s a perfect way to explore the beautiful little towns surrounding it like Menaggio, Bellagio, and Varenna, to mention but a few of my favorites.

THINGS TO DO IN MILAN IN ONE DAY:

In Milan, as previously stated, it is super easy to get around by walking a bit or via their efficient public services (the underground system is excellent). This way you can do quite a lot in one day.

The most famous things to do in Milan are:

• The famous Duomo di Milano: The symbol of the city.
• Galleria Vittorio Emanuele II (on the left of the Duomo)
• Sforza Castle for a bit of history
• Parco Sempione to end your day in total relaxation!

THINGS TO DO IN LAKE COMO IN ONE DAY:

Honestly? If it was for me (personal taste!) I would spend just half a day in Milan and aim straight to Lake Como, but the itinerary is yours, so maybe you are a fashion addict and want to spend a whole afternoon shopping in Milan 🙂 Either way, Lake Como would deserve at least 2 days of exploring.

So, what to do and see in Lake Como?

• Visit Varenna, a lovely village with great views of the lake.
• Take the ferry! You’ll discover the hidden spots as well as the more popular sights.
• Visit Villa del Balbianello
• Discover Castello di Vezio for awesome views

Villa Del Balbianello, Lake Como

Best Things to do and see in Milan:

Il Duomo Di Milano:   Do I really need to tell you why you should visit it? There is so much information online, and the pictures speak for themselves. It goes without saying that this should be your first stop in Milan, no question about it. And it’s as beautiful as in the pictures. My only tip: go there early in the morning; you will make the most of the experience!

Castello Sforzesco: Nearby the Parco Sempione, the Castello Sforzesco (Sforza Castel) is a mandatory stop on your visit to Milan; apart from its famous towers, it hosts several museums from the Ancient Arts to the Pinacoteca and the Egyptian museum, just to name a few. If you love history, this is a great place to visit.

Galleria Vittorio Emanuele II: Just on the left side of the Duomo di Milano, its architecture (especially the roof) will leave you in awe. You’ll find many shops, from luxury ones to nice cafes where to sip an espresso and relax, bookstores, restaurants, and more. Since it’s in Piazza Duomo, you can easily make it your second stop in Milan.

Best Things to do and see in Lake Como:

Villa Del Balbianello: Located on the left wing of the Lake, near the village of Lenno, it is a must-see. Beautiful views of the Lake and the Villa with its terrace garden are genuinely out of this world! One of the best spots to admire Lake Como’s mighty beauty. It’s undoubtedly one of the most touristy and popular Villas to visit.

Villa Carlotta: Just a few kilometers away from Villa Del Balbianello (heading north of Lenno), it’s a true gem with its botanical gardens, museums, the staircase, and the stunning entrance to the Lake. Not to be missed! (I will write an article just for the villas to visit around Lake Como as they are jaw-dropping!)

Take the ferry:   One of the best ways to enjoy Lake Como is by Ferry. There are both public and private ferries. The public one is relatively cheap, but obviously, it doesn’t let you hop off to explore what you want. You can either find the private companies online looking for “private ferry lake Como” or, as I suggest below, I’d recommend the Tour from Milan without the hassle of driving there and back.

MORE THINGS TO DO AND SEE IN MILAN

I Navigli Di Milano: A system of canals running in the heart of Milan, surrounded by lovely cocktail bars, are the perfect location to spend your dinner and after-dinner time, not to be missed for an excellent aperitif. Great for a romantic walk at sunset as well. It’s easy to reach by public transport, which is always a bonus!

Parco Sempione:   Located in the heart of Milan, Parco Sempione is a lovely park where you can relax, chill and visit the Sforza Castel and the Arch of peace, two of the most famous landmark in Milan. 

Via Montenapoleone:   If you are in Milan and love fashion, via Montenapoleone is the place you want to be! Filled with luxury shops, whatever brand you are looking for, you will find it there! Splurge as much as you want and enjoy!

The famous Navigli Di Milano, great for the nightlife and the peculiar atmosphere

MORE THINGS TO DO AND SEE IN LAKE COMO

Trekking/hiking Lake Como:   If you have some time or, during your Italy Road trip planning, you decide to skip a place or two, this is one of the best and more rewarding activities to do, with breathtaking views over the lake. The most famous walks/hikes are the Greenway Del Lago and Spina Verde (suitable for everyone, they will take you to the top spots like Villa del Balbianello). For more advanced trekking and hiking, organizing with private companies is better.

Castello di Vezio:   Located in the middle of Lake Como, with an overview of Varenna village, it is a lovely spot for jaw-dropping sights of the lake and its history. It was built over a thousand years ago. Don’t forget to climb its famous tower to enjoy even more incredible panoramic views!

The stunning views you can admire at Lake Como are endless!

WHERE TO STAY IN MILAN AND LAKE COMO :

HOTEL BELLAGIO (LAKE COMO)

In the city center, accessed directly from Bellagio’s main square by 38 cobblestone steps, Hotel Bellagio is within walking distance of the town’s shops, cafés, and restaurants. Parking is available, free cancellation, and incredible views of the Lake.  Check out this Hotel!    If you prefer to take a day tour to Lake Como and base yourself in Milan, check out the  NH PORTA NUOVA hotel, which is convenient and well-located.

Considering the allure of Milan, not only as a tourist destination but also as a potential long-term residence, the prospect of renting an apartment in this trendy city opens up a world of possibilities. Imagine having the iconic Duomo di Milano as a backdrop to your daily life or strolling through the historic Galleria Vittorio Emanuele II for your daily dose of luxury and culture.

Beyond the famous landmarks, Milan offers a lifestyle that seamlessly blends modernity with history. Long-term rentals in Milan provide the opportunity to delve into the city’s hidden gems, from charming neighborhoods to authentic local experiences, creating a genuine connection with this cosmopolitan hub. As you embark on your exploration of the city, consider how  renting an apartment in Milan  not only grants you a comfortable abode but also an immersive journey into the vibrant tapestry of Italian life.

BEST TOURS IN LAKE COMO :

Given the proximity of Lake Como to Milan, you can opt for booking one of the grand tours from the Lombardy Capital instead of spending money (and time) using your car. Many people choose this option, and they can enjoy a full day in Lake Como without stress and see all the top sights stated above.

Usually, when talking about the tours, my advice is to decide which option is more suitable for you (car or tour) but in this case, the day trips from Milan are genuinely the best option, also money-wise. Highly recommended!

THE TAKEAWAY OF THIS ITALY ROAD TRIP ITINERARY

As you might have noticed, I tried to fit in as many “pit stops” as possible for your 15 days on the road in Italy. I know many people would rather rush a bit to see as many beautiful spots as possible.

That said, If you want to travel slower and stay more in one place, you can easily rearrange this itinerary by skipping a few places, no problem!

I hope you enjoyed my article and that you will be inspired to visit my beautiful Italy, loving my country as much as I do!

If you have any questions or locations you have visited that you particularly liked, shoot me a message in the comments below, I’d love to hear about your experience!

Images credits/attributions: Shutterstock.com (except for Emilia Romagna)

SAVE IT FOR LATER,  PIN IT!

This blog post has truly uplifted me and provided me with the guidance I was seeking. Thank you for sharing your experiences and insights in such an inspiring way. Your generosity and willingness to help others is greatly appreciated.

I like your blog! It is awesome! You give many information about travel! It’s really great! Also, Italy trip is great! I think We should travel to Italy.

I’m a foreigner living in Rome, and I must say that it is the greatest city in the world. The pros of living there are just too many, but one has to look for them. If you’re the kind of person that just wants a smooth, predictable life – let’s say 9 to 5 job, reaching home at 6 by train and finding your parcel delivered at the doorstep – then it’s not your kind of place. Rome is instead for the kind of people who like adventure, going out and having fun. You do your morning walk among the ancient ruins. You spend a lot of time in the bar with friends. You go to swim in the sea during summers, and to ski in the mountains during winters. You face day-to-day inconveniences, but in that situation you help each other, knowing that they’d help you too.

My personal take is that the things which distinguishes Rome and Italy from other parts of the developed world is that for better and for worse, there’s no “consumer” culture over there. The mentality is centered doing the bare minimum needed for survival, and not on getting the maximum output as is the norm elsewhere nowadays. Overall I wouldn’t say that Italians are (stereotypical) lazy, but just not hardworking and with generally modest expectations from life.

Hi Nicole, thanks for your insights! I agree with a lot of what you said and Rome no matter what will always be my favorite city in the world, with all its imperfections too. What I had to think about more is the work ethic and expectations. I would put it differently but I understand what you are expressing. The idea of us being stereotypically lazy is like everyone else thinking that in the US people are only driven by work and goals and can’t appreciate life. We don’t know if people don’t appreciate life there for real, this is our idea. Same with Italians (and you also need to do a big distinction between northern Italy and southern Italy) people might be thinking they have high expectations for their lives, also money wise but maybe compared to your personal experience we are not, and so on. So what I’m trying to say s that things are VERY relative and I try not no generalize a country (altough I know first hand how difficutl it can be) . Enjoy my beautiful Rome!!

VERY INFORMATIVE!! KEEP POSTING THESE ARTICLES!!!

Hey, thanks for sharing this fantastic information with us. Can’t wait to book our holiday to Italy! Thank you and please continue to share blog posts about Italy, they are very useful, especially coming from a local!

quite impressive

Thank you for a very interesting article. I greatly appreciate the time you take to do all the research to put together your posts. I especially enjoyed this one!!

What a great article! I have to say I did a bicycle trip in northern Sardinia, from Olbia to Santa Teresa passing by Maddallena. I have been to many many beaches in my life but I have never seen so beautiful beaches like in Maddalena. The colors of the sea was absolutely stunning! And the scenery in North Sardinia is unique, almost lunar.

This being said, we did a road trip in France from Nice to to Bordeaux avoiding the highways and going through the little villages. Back country road trip. In our mind, the road is as important as the destination. We prefer B&Bs (I think you call them agroturismo in Italy) where we can talk with the hosts and guests and get their ideas about the nicest places in their corner of the country..

So……we are planning a 3 weeks road trip in Italy, September 9 to 30, 2022 more or less. Probably from Venice to Rome and maybe going down to Sorento. We were planning to go to most of the places you mentioned in your article except for Milan and Torino which I’ve already been and not so keen to visit twice. So, adding a week to your 2 weeks itinerary, I was wondering if you have any suggestions for those additional days.

Thank you so much and keep on your good work!

Hey Stephan, wow I’m envious just reading all you will see on your road trip in my beautiful Italy! If you have 2 more weeks I would definitely go : 1) Val D’orcia in Tuscany, it’s BREATHTAKING, I want to make a photo post with the photo I shoot. Just that will convince you. I stayed in a lovely home rented in Castiglione D’orcia and it has been one of the best road trips ever. 2) South of Rome I’d go to Sorrento, Capri, and all the Costiera Amalfitana. It’s mainstream clearly but you can’t miss it! This would deserve a full week to fully explore all the little corners of this beautiful place.

There will be so many places I can add but I don’t want to overwhelm you. If I had these 2 additional weeks I would explore more of Tuscany in general, and the Val D’Orcia area in particular, and all the Costiera Amalfitana. It will make for a fabulous Italy Road trip!! Plus the time of the year is perfect, still warm but with fewer tourists. What can I add if not… Enjoy Italy!! 🙂

Cheers Clelia

Thanks for reaching out! We will definitely put Val D’orcia on our itinerary. Can you let us know what was the lovely home you stayed there? Always nice to go somewhere recommended by some one who stayed there. So 2 weeks from Venice to Rome and one week in the costiera Amalfitana, Right?

Hi Stephan, yes I’d say 1 week in the Costiera Amalfitana, not less… and the remaining 2 weeks you go from Venice to Rome. Oh, I envy you right now 🙂 Let me check the name of the place! I booked it with booking.com I remember so it still should be in my records 🙂 Ok, after a while I found it! It’s the lovely home called “ La Cantina di P ” I hope you didn’t book anything yet because this was a truly lovely place, especially the location was so amazing! Let me know if you need any more help and enjoy your road trip to Italy!

Fantastic! Thanks for the valuable information and we will definitaly book there, Covid permitting. Keep on the great work! Grazie

Thanks Stephan! I’m so glad you liked my Italy road trip itinerary, I’m supposed to create the second part, from Rome to … Sardinia because I had to leave out so much. Two weeks are not nearly enough to enjoy the beauty of Italy and everything it has to offer 🙂 Fingers crossed about the Covid yeah. We had some small trips in Italy so it’s not super bad but in winter it’s always a bit worse. With the proper precautions, I believe we will be able to have a sort of “normal” life again soon.

Wow what a wonderful article, spectacular pics. Italy’s a beautiful country and everyone should know this. I have been twice and looking forward to visiting it after the pandemic. Thanks for sharing with us this fab post.

Italy is Indeed a good place to visit in the world. Being a travel enthusiast I learn that Italy is a place where every city is beautiful as well as historical. You will find the different kind of travellers in Italy and its the place where you can meet new peoples and interact with them. Thanks for sharing this post with us.

Great pics and information. This is my dream destination, I would like to visit here someday. Hope to hear more from you. Thank you.

Very nice information thank you for sharing! We can’t travel to Italy right now but this will be a huge help for when we will be able to visit!

You should work for the Italian tourism department, they are in dire need of people like you. Unlike France and Spain who have done a great job in marketing themselves, in Italy international tourism is unfortunately restricted only to some areas of the country (city of Rome, Veneto, Lombardia, Liguria, Tuscany and maybe Sardinia). Nice to see that you mentioned Piedmont and Emilia-Romagna here. Then there is central Italy outside of Rome, and especially “Mezzogiorno” that I think is super underrated (I’m from Puglia and in my own biased eyes, it’s the closest thing to Paradise on Earth). Also, as much as I love Rome, my favorite city in the world will always be Napoli, which I would recommend to every visitor in Italy.

Ciao Gianmarco, thanks for your kind words, I sadly must agree with you about how we promote certain parts of Italy and completely disregards other parts, and actually this article is just part 1 of another than covers all the regions in Southern Italy. I have been to Puglia and LOVED IT!! (and it’s obviously included in the second article that Iìm going to publish). I’m from Sardinia so we can both say we are very lucky! Interesting about you loving Napoli so much! Why ? Mine is Rome (I have lived there for years) but also Napoli is beautiful for sure!

Napoli is just another city that has no equivalent in the world. First of all, it has the most beautiful landscape in all of Italy, if not the world (try searching “panorama più bello del mondo”). The city has the largest historic center in whole Europe, and just like Rome, it is full of castles, churches and ancient ruins (have you been to the underground areas). Despite everyone in the world consuming pizza these days, all others are fake except Neapolitan one. While the city center still retains it’s ancient vibe with narrow, chaotic streets full of people, some of the most beautiful metro stations of the world are located just below it, highlighting that Neapolitans and Italians in general continue to be great innovators of contemporary times, even if we are obsessed with with our past and aren’t obsessed with becoming “successful” by contemporary definition. Than of course the surrounding areas (Pompei, Amalifi, Capri, Amalfi, Sorrento) are also among some of the most breathtaking places. Overall, I find Rome and Napoli are very similar both in their good and bad aspects, except that Rome is less dense and more spread out. While I won’t trade Rome for any other city in the world, I give Naples the edge over it because of metro, surrounding areas and the overall vibe and sheer passion of the city.

I might say that Italy the most beautiful country in Europe and the world, considering that I’ve traveled to at least ten different locations in Italy, and that you have managed to mention so many amazing places despite touching only a quarter of whole Italy. But as a Frenchman, some things in Italy are really frustrating. Relying on public transport is a real pain, especially if you want to travel to smaller towns. Even if it is available, trains are poorly maintained and always late. Many places are dirty and not taken care of. And it gets crazier as you go southwards with Sicily being the worst, despite still being stunning and soon I’ll be there again. My Neapolitan friend jokes “To drive on roads of Naples, you must have the special ability to pray for San Gennaro”. And he’s so right. Sometimes, it really feels like the vehicles are there to hit you and traffic rules are meek requests. I think this can be said of almost all Italian cities. I do love Italy but I don’t see why Italians don’t acknowledge the clear superiority of the French.

I’m Spaniard and I’m a big fan of Italy. In Spain, Italy is seen as a dream girlfriend that drives you crazy yet you can’t stop loving her. Personally, my favourite Italian regions are the Alps, Veneto, Tuscany and Campania – but the country is very beautiful almost everywhere and there is no city or region in Italy that isn’t worth visiting.

Thanks Lucas, it means a lot especially now. I hope people will start to visit Italy again very soon. Be well!

I wish the same for Spain too. Just like Italy, we choose to ignore the warnings and go on with the fests and parties, and now we are in an even worse situation. Us Mediterraneans are too similar I think.

Indeed we are… I have no idea when this nightmare will be over. I hope people won’t fear traveling to our beautiful countries when all this will be over.

Great post. However, I would like to add my two cents. First of all, I think Milan and Turin, while fantastic, are probably the least breathtaking cities in Italy. Southern Italy and the two islands certainly feel less developed, yet they have an older and more exotic vibe, with better beaches. Finally, I think that something like a planned Italian road trip doesn’t exist. In Italy, you are always close to a centuries old streets and buildings. gorgeous landscape or beach. Apart from some must visit cities that are well known, one can simply drive anywhere between Bolzano and Reggio Calabria and easily discover a lot of magnificent yet unspoiled places all around the country.

Hi Clelia Thank you for your excellent road trip guide . We are travelling from Rome to Lake Como . We have booked most of the hotels you have suggested . We are doing a slight detour. Only concern i have is driving from Rome airport to Hotel Monfy in Rome. I know from visiting Rome previously the roads can be extremely dangerous if you are not a local. Thank you for your help.

Hi Paul! Glad you found my guide useful… As someone who actually took her driving license in Rome, I can relate with your concerns 🙂 I’m not going to lie, driving in Rome is an adventure! Dangerous, I wouldn’t say that maybe you will have to be super careful and prepared before you drive. Meaning knowing exactly your route, but these days using google maps as a navigator will do the trick. You have to be careful with the scooters driving around you but other than that, if someone like me with no driving license could take it and drive safely for 3 years in Rome, I think you won’t have a problem (and I didn’t even have any google maps navigator, at the time!)

Let me know if you need some more help! Cheers Clelia

I love Italy. It is, in many ways, a unique country where you can always find something amazing nearby regardless of the region where you are. From my experience with Italians in UK and Italy, I must say that they are group of humble, outgoing and loving people who are masters of enjoying life. What I don’t like about them is that most of them don’t value rules, work ethic and public property. But my general perception about Italians is quite positive.

I love Italy. It is, in many ways, a unique country where you can always find something amazing nearby regards of the region where you are. From my experience with Italians in UK and Italy, I must say that they are group of humble, outgoing and loving people who are masters of enjoying life. What I don’t like about them is that most of them don’t value rules, work ethic and public property. But my general perception about them is quite positive.

Hey Andre, thanks for your comment and point of view about Italy and Italian people. Just one thing (being Italian I might understand the dynamics a bit) 🙂 Many people think our work ethic is not good but it’s actually not entirely true. Sure there are “lazy” people everywhere and in Italy, we might seem lazy but we are not. We have simply a different approach when it comes to this part of our life, and when we are working we give 110% most of the time. Otherwise, we wouldn’t be able to be masters of “enjoying life” as you mentioned! Regarding the rules, yes you are right we don’t like them especially when they are stupid but also when they are ok. We tend to disregard them more but not in bad faith, we just give the rules less importance I guess. Right, wrong? It really depends on the situation I think. I remember when I first arrived in London people wanted to kill me because I didn’t know I had to stay on the right side of the escalator, while in Italy we just stay wherever we want, and funny enough, after a few years living in the UK, once back in Italy I was like “why people don’t stay on the right!!” so we are just laid back for a few things I guess. I’m sure you’ll find my next article coming soon about Italian culture quite entertaining then.

One of my favourite itineraries and absolutely right about staying at least 3-4 days in each location. Drives me mad to see people racing from photo op to photo op without taking the time to at least get a flavour of the locale…

Exactly my philosophy Gary, I understand that people want to squeeze as much as possible from their Italian Itinerary but going slowly is much more rewarding…

Hi Clelia, My husband and I have just decided to take a trip to Italy in May this year. We were not sure how we were going to travel thru the country but I found your blog and am convinced a road trip is the answer. I have read thru the itinerary and only wanted to know if in addition to the sites you highlight, are there any places that have recently become a no miss which you have not mentioned. We are travelling for 15 days. Thanks

Hi Lori! I’m so glad to hear that you’re taking a road trip to Italy because you read my article! (it took me forever to put it together so at least I know it’s useful) 🙂 As for your question…

oh my! I left out so much from this itinerary already because of the limited time but recently I visited a place where I left a piece of my heart: The “Val D’Orcia” and in particular the village of Castiglione D’Orcia where I stayed in a lovely house in the center behind the small piazza for one week. It’s out of this world. Not only the village but also the surrounding areas.

There are so many of the typical “Casali” with the famous Tuscan landscape and trees, I even spotted the gates of the house where the movie “The Gladiator” was shot and saw one of the best sunsets of my life. I usually never do this, but to give you an idea you can check this picture I took and put on Instagram and this other one which has a truly lovely story behind it. I even made a few Instagram stories of that place. I think I’m going to add this to the itinerary because I’m obsessed 😀

So yes, please Go to Castiglione D’Orcia ! If you want some advice about the accommodation, the place I obviously recommend is where I stayed LA CANTINA DI PI , cheap and lovely, everything was at walking distance and you can park the car for free in the parking lot at 5 min walk.

I hope you can make it and if you have time also visit Montalcino and, nearby Castiglione, also go to the (completely free) Terme called “Bagni di San Filippo” at just 10 min by car and super easy to reach. You’ll love it! If you need more info about it, given that I still have to write an article about my stay, feel free to ask in here!

Cheers! Clelia

Hi Clelia – thank you for the excellent information! I’m returning to Italy in May with friends and family for a 10 year anniversary trip and was hoping you might be able to help me. We are renting cars in Rome FCO and will be driving directly to a villa near San Miniato in the late afternoon 5/6pm. What would you suggest is the easiest route to take? We will not be making many stops or are concerned about scenery at this point – mainly just about getting there quickly and easily. Any suggestions?

Hi Aimee, glad that you liked my Italian guide! And what a lovely choice going nearby San Miniato, you’ll going to love it! As for your question, the easiest route is without a doubt to go towards Viterbo (the signs pointing to the E35/a1 towards Florence). before finding that road you’ll need to get into the Grande Raccordo anulare first and find the right exit. But If you have even google maps, you can put your point of departure and destination and let it guide you. But if it gives you more than one choice, you go with the E35.

It might be a bit tricky on the Raccordo Anulare, there are so many lanes and exits but if you drive carefully and study the indications on Google maps, you should be fine. Once you’re on the E35 you will go straight for at least 1+ hour, then you’ll have to stay alert again for the right exit (which depends on where you are heading exactly). The total time spent to get to San Miniato city is about 2:30 min with no stops, I’d say 3 hours with one stop and counting the traffic in the Raccordo Anulare.

Recently I took that road to get to a village in Tuscany but from Civitavecchia ferries port and it was a very pleasant ride even if you’re not looking for particular scenery. You still will find it quite nice!

I hope it helps and if you never drove in the Raccordo anulare, be careful because there are some crazy drivers in there so go at your own pace and everything will be fine! (I lived in Rome for years so I know the raccordo and the nearby roads quite well)

Italy is a fantastic country – I don’t think any other country can offer so much variety (natural, historical and cultural) in such a small area. But I must say that my favorite area in Italy is the south. I personally think that it is the most beautiful part of Italy, and as of now it is quite undiscovered, unspoiled and authentic. I also love people of that region – who have a “I don’t really care” attitude for most aspects of life, and seem to enjoy their lives in their secret paradise without having any ambition for the future. Apart from having been to the mainstream cities (such as Florence and Venice), I’ve enjoyed road trips from Naples to Reggio Calabria and Salento and it was fantastic to travel across the hilly countryside, beaches and old, magnificent towns.

Hey Oliver thanks for stopping by and saying so many beautiful things about my country! I agree the south is more relaxed (but hey we have ambitions, we are just not obsessed by them) 😉 You’ve been to awesome paces but you’re missing one…. my fabulous island Sardinia! I know I know, it might seem biased but trust me, not only we are also Italians but our culture and beaches are incredible! Cheers from Paradise!

Apart from so many great things, it needs to be said that Italy can surely improve infrastructures, customer service and cleanliness of public places (it isn’t bad, but not “top notch”). That prevents many potential northern European visitors who prefer Spain and France instead. But despite its flaws, I love Italy. It isn’t a place with a giant hotel in front of beaches, gentrified or renovated historic centers, fake friendliness just to please the visitor. In other words, it seems like a place which hasn’t sold it’s soul just to become richer. I’ll consider Sardinia in near future, for sure.

Oh you’re totally right. We are not that great when it comes to Infrastructures in Italy, in a way it’s bad, I reckon, but you know what? If it’s just a bit messy sometimes it’s because we are simply … ITALIANS 😀 We are chaotic, messy, chill out and we should clean up a bit more yes! Italy doesn’t even need to sell its sowl, there are so many beautiful places that we don’t need to overdo it! And if you complain about infrastructures in Italy, wait till you come to Sardinia… being an Island we are a bit behind and the public transports also are less than ideal, but when you see the beauty you tend to forget everything about it!

I totally get your point. And I won’t say it is as bad as some people say (Italians complain all the time). The worst, however are the large cities (Rome and Naples). I remember my first experience in Rome and it was a shock for me coming from Geneva. I learnt a few lessons : expect at least half an hour delay of any mode of transport, you DON’T really need to buy a ticket for getting into a bus, the concept of personal space doesn’t exist, don’t expect vehicles to stop for crossing the road, no one will mind you if you throw trash on roadside and that you may take three hours to reach your destination (but you’ll still be there before your Italian friends). I do get that the culture of Italy is different and organisation isn’t something to expect there. And as far beauty is concerned, no one can deny it.

How couldn’t agree with you? We are like this, some places like you mentioned more than others are affected by this. And you forgot to mention that for us there are no rules in the escalators. I discovered that in Europe is different the very first day I moved to London, innocently stayed on my left only to be hit by the rage of the English people saying that I was an animal basically 😀 I was in shock and didn’t understand why they were so mad at me. Then I realized that it’s just in Italy that we stay wherever we want 😀 The beauty and the irony of it is that after 6 years living in the UK, when I went back to Italy and used an elevator I felt our behavior was outrageous ahahahah, I’ve been civilized I think 🙂 Thanks for all these inputs, I should write a post about it!

Many good reviews here, we thoroughly enjoyed ourselves. Meeting up at the coach ‘station’ was a little disorganised but it worked and we had a great day out. Siena was beautiful, although we didnt read the small print – Cathedral guide not included. San Gimignano very pretty, the wine tasting was fun too, although with wine at 30 or 60 euros a bottle we didnt buy any. A good day out.

Glad that despite little not so perfect details, you had a good time in Italy! Cheers

Hi Clelia, your blog on road trip to Italy is just vividly marvelous. Further, I appreciate the pride you take in your country and I feel like visiting your fascinating nation very soon. Thanks a ton for your itinerary.

Thanks Albert! Indeed I am very proud of being Italian! Our country has so much beauty to be discovered, from north to South. A southern Italian Itinerary is coming soon (I couldn’t include that because of lack of time to visit everything of course). Italy is pretty big and even if people would love to have a taste of the north and the south on the same trip, if they use a car and don’t have at least one month or more, it is impossible.

Loved your blog, but what you have touched is barely the tip of an iceberg, and if Venice is added to the list, they are the places that are frequented the most by foreigners. Italy is SO MUCH more. Must visit places in the north include Alto Adige, Valle d’aosta and Trieste, all of which have a unique culture, even for a country as diverse as Italy. As you have not covered any part of Southern Italy (which, by any means, is NOT a region that can be left out), I must add that it is a region that is as worthy of visiting as the the places mentioned in this blog. As a Calabrese, I’ll say that it is arguably more beautiful, because the weather is better, cuisine is better and more diversified, beaches are much better than the north, the number of historical sites is higher (because of rich historical background) and people in general are very hospitable. Must visit places in South include Naples (a city that has probably no equivalent in Europe or World) and its surroundings (Sorrento, Costiera Amalfitana, Pompei, Caserta), Palermo, Catania, Siracusa, Reggio Calabria, Tropea, Pizzo Calabro, Matera, Ostuni, Alberobello, Brindisi and Lecce.

Hey Antonio, Thanks for your comment and of course I only touched the tip of the Iceberg! This was a specific Itinerary (and even a very crammed one to be honest) to include most of the popular sights, but I have another post or two coming for the rest of Italy, including the south (with all the places you have mentioned) and also another one for the mountain lovers. There is so much to see and do in Italy! By the way, I’m Sardinian and I visited Calabria more than once and loved it! We are very lucky indeed 🙂

Hi. I found your Blog by chance cause I’m searching for help with a road trip I’m taking with my husband and 10year old twins from Calabria to Puglia (excluding the heel) up to the whole east coast of Italy. Then cross quickly to Genoa to get the ferry down back to sicily. We have in total 28 days to discover and enjoy the East Coast. Whenever I search for tips, this area of Italy is hardly ever mentioned by travellers. Our trip starts soon, on the 1st August 2019, this is a short notice, but such an opportunity came up and we’re grabbing it. Do you have some recommendations of the NOT To MISS places and fun activities with kids?

THANK YOU Lorraine

Hi Lorraine, Thanks for stopping by! There are not much info about the east coast because the sea is not exactly nice for our Italian standards. I personally prefer the west coast with the exception of some places in Calabria and Puglia (not sure what u mean by not covering the hill as Puglia is definitely on it ). If you can, don’t miss Rossano Calabro, and in Puglia, the Gargano (and the national park of course), the “Trulli” and I also suggest to also take a day or two were you don’t plan and take the car exploring the little coastal villages along the way. I remember in Rossano Calabro there is a massive aqua park your kid would love, it’s called Odissea 2000, that could be a great place for you to relax and the kids have some fun! Unfortunately, it’s been a while since I last visited Calabria and if it weren’t last minute, most of my friends are from Calabria and Puglia so they could give you the real local insights, if you reply to this, tell me so I might try to contact them and ask for more precise info! Cheers Clelia

Your article was really helpful, 16 Day Itinerary Italy looks different and so amazing in this article. It was such a good read. Thank you.

Very nice, thanks for sharing! A very good overview of how to explore the north/northwestern part of Italy!

Thanks David!

HOW COME U DINT TOUCH UP ON VENICE?? AND AMALFI COAST

Good question! Italy has so much to offer that if I had made an Itinerary covering from north to south I would have needed to write a book 🙂 A second article with an Itinerary from Rome to Campania Puglia and Basilicata (including the Amalfi coast) is coming up soon! As for Venice, believe it or not, I’ve never been there and I am not planning on going because I see it as a trap for tourists. My friends who used to live close to the city can confirm that. Venice is like Disneyland to me, nothing truly authentic has remained. It’s certainly beautiful judging from the pictures but as an Italian giving advice to tourists, first I wouldn’t recommend a place I’ve never visited myself in Italy and second, I’d rather say what I think and then leave the last decision to you guys! Which means that if you don’t mind Venice being not the real Italy, by any means, go on and visit it! 🙂

Great info, Clelia, Gracie! Your country is my favourite country in the World (and I have been to a lot of places).. I am of Indian origin but have lived in the UK for 25 years. I agree. I have been to most places in Italy including Sardinia and Sicily. My favourite so far is Puglia- we cycled for 8 days around Puglia last year, ! Sardinia (again cycling !) is my next favourite!. We are planning to drive to Tuscany in our new camper van from the UK (with our bikes), in August 2019. This information will really help us.

We don’t want to rush it.. We want to spend two weeks in the region covering Florence, Pisa, Siena, Cinque Terre and maybe Genoa or Turin on the way in or back from the UK..

The villages of Italy,the country side, the food, the beaches would take up most of our time. We’ll spend hardly any time in tourist traps – though there are unfortunately must -do’s on most itineraries – Pisa, Siena, Florence ! Most Italian cities like Venice are now groaning under the pressure of mass-tourism.which is sad. Head away from the crowds, experience the lovely people of Italy and cover once region at a time -come back often, . – for a life time… that’s our plan !

Hello Clelia, these itineraries are just amazing for a traveler. Is it budget friendly for a solo traveler or its better to be with a group tour?

Hi Lydia, Thanks for your comment! To be honest with you, it really depends! As a general rule (and solo traveler myself) it is always slightly convenient to travel with friends or as a couple, if only just to share the hotel room bill, car rental etc. But this doesn’t mean that you can’t go on the cheap by yourself. I have done both and the freedom of just deciding where and when to go is so amazing!

Italy can be super expensive but also very cheap, you just need to research a bit beforehand for the best hotels or hostels if you are flexible, train or buses instead of cars and you are in business! I was able to have a great holiday in Sardinia (which is well known for being quite expensive) when I was a penniless student!

As for the tours, I recently came back from an amazing trip to Australia and generally I prefer to go by myself because I like the freedom of decision but due to Australia being soooo expensive and other practical reasons, in the end, I decided to go by tour for a few things I wanted to see and it was AMAZING. If you travel solo you also have the opportunity to meet new fun friends and exchange life experiences along the way. So if you think a tour around Italy is better for you, by all means, book that if it’s your cheapest option!

If you need some advice about tours, let me know! Being Italian I can guide you to the ones I think are the best value for money! Cheers Clelia

Lovely Post. Italy such a wonderful place to visit. All the photos are very good. This is an informative post. Thank you so much for sharing the list. I would like to share with my friends.

Thanks Gary, feel free to share the beauty of Italy and try it for yourself of course! 🙂

I have been reading your posts regularly.I need to say that you are doing a fantastic job by posting information regarding Italian beautiful and tour places.I will bookmark your site Please keep up the great work.

Please note that as per my comments guidelines I had to remove the name of your business and the link. Thanks for your understanding. Kind Regards Clelia

Amazing photos and information. thanks for sharing this! Love Italy!

Thanks Gabbar!

Oh man what a post! Lake Como, the italian tastes, the eye-candy accommodation… Have mercy!

Ahahaha I know, right! I was drooling over MY OWN COUNTRY while writing this post! Italy is just so beautiful 🙂

Never thought about a road trip round Europe but this looks amazing. I would want to take in San Marino for sure.

Hey Craig! Thanks for stopping by! Just for the records… San Marino is truly beautiful and it’s not on this list just because even being in Italian territory it is a state of his own, not politically part of Italy, just like the Vatican is. I mentioned the Vatican just because it’s basically inglobated in the city of Rome, but I should point out that it’s also a state of its own 🙂

Great list of things to do, really loved Florence and can’t wait to get to Venice

I also loved Florence, a marvelous city full of art!

Went to Italy in 2016, was one of our favorite countries to visit, need to get back ASAP!

Sounds a great way of giving a treat to myself and my wife for our anniversary! thanks for sharing this post, Italy is really very amazing and awesome, I can’t wait to visit one day!!

Italy is always a treat for every occasion I guess 🙂

Love this article! Going to Europe for a 2 month road trip this summer. This Italy road trip will fit in perfectly with my plan. Thank you!

Thank you! Glad you enjoyed it and I hope you’ll have a fantastic trip to Italy! 😉

Thank you for the article. We are going to visit this country with my wife. Hotels and cars have already booked. It remains only to have a good time

Hey Dylan, if you have everything sorted out, I’m pretty sure you’ll have a wonderful time! I have a friend now on a trip to Italy and he is having the time of his life apparently 🙂

I’ve mostly been a UK and France traveler, but the more I see and read about Italy, especially the ancient cities … ! Thanks for a great post. Your photos are amazing! I’m off to see what airfare looks like for next season!

Hey Phill, being Italian myself I might be biased but a friend of mine is currently traveling around Italy and he is sending me pictures of everything he sees in absolute wonder, you have to put it on your bucket list!! 🙂

Thanks for an informative post, Clelia! It is very well-written, as well. I love how you included a video to teach your readers on how they can make use of Pruvo. Italy has always been a place to visit and explore for me but have not gotten the chance to fulfill at this time. It’s also nice that lots of airlines these days are getting better with air travel services and amenities. Kudos!

Thanks Elizabeth! I hope you will be able to take an epic road trip to italy very soon, you will not be disappointed! 🙂

This was a really interesting post, thanks for sharing your travel experience.

Italy is the perfect place to visit and I would love to explore it more. You captured awesome pictures on your travel trip. Thank you so much for sharing this post.. Loved this!!

Thanks Samy! Italy is indeed a beautiful country and I’m a very lucky girl!

Wow! This post sounds amazing.. Italy looks awesome to explore. There are so many things to do. Love your post. I will be definitely adding to my bucket list. Keep posting!

Thanks Sammy! Italy should be in everyone’s bucket list and a road trip to Italy even more! 🙂

I think everyone would like Venice in Italy. Venice was my favorite place where I would like to hang out with friends.

I can’t talk about Venice as it is one of the few places in Italy I haven’t visited. Mostly on purpose as I see it as a place that has no real locals but just tourists. The pictures are surely nice and the atmosphere and views too, but somehow it never was on top of my list of places to see in Italy! Maybe one day I will. Just to see if I was right or wrong about my feelings towards Venice.

Extremely informative and well written. 🙂

Thanks! A lot of work went into it! Now on with the second part… the beautiful southern Italy, soon to be published (soon can mean 1 week to a month!) lol

It’s obvious by the quality that much effort was exerted to produce the article. I look forward to what part two offers..

The second part will also be a hell of a job but so worth it as it will cover some of the best parts of southern Italy like the Amalfi coast, Puglia, and other lovely places!

Italy sounds different and so appealing in this post. Loved the detailing! It was such a good read. Thank you.

Thanks Reshmaty!

I appreciate your blog post, Thanks for sharing. Air travel gets easier with airline sophistication. Its invention has revolutionized the entire travel arena.

Not sure how talking about airlines is relevant on a road trip article… but thanks for stopping by anyway!

Italy is a perfect place to travel as every city is to beatiful and historical. My favorite was Florence from the very well known ones but as I prefer less touristic destinations I enjoyed Bologna too for the students vibe.

Yes, Italy is beautiful no matter where you go you will always find something special! I also loved Florence and Bologna, they are less overwhelming than Rome and Milan for sure (even if my heart will forever stay with the eternal city!). Not sure if you have visited San Gimignano and Lake Como but they are seriously jaw-dropping locations! Now I’m preparing the southern road trip from Rome to the Amalfi coast, super excited as I love that part too 🙂

You did a lot of work to make this post. Italy is very beautiful, especially if you travell alone, without any excursion groups.

Thanks Jenny, Italy is beautiful no matter how you decide to visit it. Some people like you love to discover it without any guide but in certain circumstances, I recommend the tours (or at least using the services to skip the lines) as if you don’t have much time they can truly save a lot of time and some guided tours are also worth it because being the guide Italian you will have a fun experience and you will not miss the best parts or waste time to find them 🙂 to each its own! The most important thing is to just pack up and come to Italy no matter how you decide to discover it, it’s just too beautiful 🙂

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BEST of Italy in 2 Weeks: Detailed 14-Day Itinerary (+Map & Planning Tips)

By Author Jurga

Posted on Last updated: June 3, 2024

Planning a trip to Italy for the first time and getting overwhelmed? You are not alone! We get this question all the time: ‘What is the best Italy itinerary for a first trip’ ?

In all honesty, there is no one ‘best’ way to plan a trip to Italy. It’s a big and incredibly beautiful country and pretty much everywhere is worth visiting. But if this is your first trip to Italy and you don’t know where to start, I recommend focusing on the ‘musts’ – some of the most beautiful places in Italy that everyone should see at least once in a lifetime.

To help you plan a trip, in this guide, we share a detailed 2-week Italy itinerary that brings you to all the most famous places in the country : Rome, Florence, Venice, Milan, but also the famous Leaning Tower of Pisa, Tuscan countryside, Cinque Terre, Amalfi Coast, Pompeii, and a few other destinations that should be at the top of every Italy bucket list.

Will you see everything in Italy in two weeks? No, definitely not! But if you want to see the main highlights and get a good idea of what Italy is about, this itinerary is a great first introduction to this amazing country. And take my word for it – you will want to go back and explore more!

So why do we recommend 2 weeks? In my opinion, you really need at least two weeks in order to quickly see all the ‘musts’ in Italy. If you have just a week or ten days, don’t worry – Italy is still more than worth a trip (it always is!). But if you want to cover all the main highlights, you’ll really need at least 12-15 days.

In this article, we focus on helping you make the most of your first trip and plan the most complete Italy itinerary in 2 weeks. At the bottom of this guide, you can also find our additional suggestions on places to see if you have more time.

Good to know: You can visit Italy in any season and this trip itinerary is suitable for any time of the year. Some coastal areas might be a bit deserted in winter, but if you absolutely want to see them, it’s possible too.

Also, this itinerary is structured in such a way that you don’t have to change hotels too often . This will save you time for practicalities and leave more time to explore.

Since most of the places covered in this Italian itinerary are cities, we DO NOT recommend renting a car for this trip . You can’t do much with a car in Rome or in Venice and you can easily travel between the main cities by train . And for those few places where it would be useful to have a car, you can take day tours (you can find all this info in our article).

If you want to explore a few places in northern Italy deeper, you could rent a car after you visit Venice and then return it in Milan . Depending on what exactly you want to see, it might make sense to consider hiring a car for this part of the trip.

How to use this itinerary: As you’ll see, this 2-week trip starts in Rome and ends in Milan . Both cities have major international airports and it’s quite easy to find flights to/from Rome or Milan from pretty much anywhere in the world. Of course, you can do the trip in the other direction, or you can also make a round trip starting and ending at any of the cities mentioned below . This itinerary is solely meant to give you an idea of what can be done and how you can plan a 2-week trip to Italy.

MAP: To help you get a better idea of where all these places are located, we also created a map indicating all the places covered by our itinerary.

Take a look!

This is our recommended Italy itinerary that covers all the best places in two weeks:

Day 1: Arrival in Rome

There is no better place to start your Italian vacation than in the Eternal City – the capital city of Italy – Rome .

For this itinerary, I recommend that you spend at least 3 full days in Rome: 2 days in the city itself, plus make a day trip to Pompeii and the Amalfi Coast. This way, you won’t have to change hotels too often and can see (albeit very shortly) some of the best places in southern Italy as well.

Depending on when your flight arrives, you might be able to see some of the landmarks of Rome on the first day already.

TIP: If you can make it, I highly recommend joining an evening walking tour of the city’s highlights – it’s a great first introduction to the city!

Accommodation: Stay in Rome for 4 nights. Here you can find our guide to the best area to stay in Rome . We recently stayed at 9Hotel Cesari and loved it (especially the breakfasts on their rooftop terrace). On a bit lower budget, Hotel Accademia is an excellent choice, and you’ll find many other hotels in the same area.

Days 2-3: Rome

While two days are really short for Rome, if you plan well, you can see most of the ‘musts’ in just 2 days.

We recommend focusing on the main attractions, such as the Vatican , the Colosseum , and all the famous sights in the historic city center (Trevi Fountain, Pantheon, etc.). In addition, you can also add one or two more local experiences such as e.g. a food tour . It will make your visit more memorable and also a bit more relaxing!

Good to know: Be sure to book your tickets/tours for the Colosseum and also for the Vatican in advance!!! Both are extremely popular attractions and tickets often sell out (in high season, sometimes a few weeks in advance). Tip! This Rome Tourist Card allows you to book timed entry tickets for both these attractions in one place, so you’ll also immediately see what is open on the day when you are there (and can adjust your itinerary if needed).

TIP: If you didn’t get the tickets in advance and they are sold out, you can usually still join one or the other guided tour (they usually have access to tickets that are reserved for tour groups). In any case, at least for the Colosseum and the Roman Forum, we highly recommend going with a guided tour rather than on your own. We took this amazing tour that also includes the Colosseum Underground and Arena Floor (these levels are not included with the regular ticket).

For more info on what to see and how to best plan your time, please see our 2-day Rome itinerary below . This itinerary includes all the top sights that you absolutely shouldn’t miss, a detailed schedule, as well as our experience-based tips on how to make the most of your short visit. Check it out!

LEARN MORE: How to see the best of Rome in 2 days

Day 4: Pompeii & Amalfi Coast day trip from Rome

You could easily spend this day in Rome and find plenty to do too. But if you want to make the most out of your two weeks in Italy, we recommend visiting Pompeii and the Amalfi Coast as a day trip from Rome . You don’t necessarily have to do it on day 4 of this itinerary; days 2 or 3 would work too, so you can move things around depending on your preference.

It’s quite a long drive to get to Pompeii from Rome, but if this is your first time in Italy and you want to see as many of the most famous places, then it’s probably worth it.

There are various tours that visit Pompeii and either Mt Vesuvius , Amalfi Coast , or Naples from Rome in one day. Any of these tours will be rushed if you only have a day, but all are really nice and you can’t really go wrong with either option.

• If visiting in the warmest months (+-March to October), we recommend this tour . It includes Pompeii and the Amalfi Coast.
• If visiting in the lower season, we recommend this tour . In winter, it brings you to Pompeii and Naples.

TIP: If you’re just interested in the city of Naples, you can also easily come here for a day by train from Rome. In that case, see our recommended 1-day Naples itinerary . Here you can also find a more detailed guide to the best things to do in Naples .

And if you have a few days extra to add to your Italy itinerary, definitely consider spending more time in this area. In that case, you could probably better fly to Naples first, before going to Rome.

Alternative: If you don’t feel like doing a 12-13-hour day tour to Pompeii and rather stay in Rome, it’s a great choice too. In that case, we recommend getting a bit off the beaten path and visiting some of the most incredible ancient sites in Rome .

We recently did this amazing e-bike tour that brings you to the famous Appian Way, Roman aqueducts, and catacombs.

And with the extra time left in the city, you could visit some of the hidden gems of Rome or see some of the best viewpoints .

Day 5: Rome to Florence & visit Florence

Next on your Italy itinerary is Tuscany , one of the most beautiful regions in the country. We recommend basing yourself in Florence for the next few days. Florence is one of the most beautiful cities in Italy and is well worth a visit, but there are also some really nice places that you can see nearby. With just a few days here, you’ll have difficulties choosing where to go and what to skip!

Florence is just a short ride from Rome (+-1.5 hrs by train). Try to get an early train so you have enough time to explore the city after you arrive and drop off your luggage at your hotel.

On the first day in Florence, be sure to visit the musts, such as the Duomo Cathedral, the Uffizi Gallery, and/or Accademia Gallery . Depending on your interests, you can visit one or all three, but be sure to plan it well.

Good to know: All these places require a ticket and are extremely popular, so it’s essential to get tickets/tours in advance! Having your sightseeing itinerary well-planned upfront is the only way not to miss any of the most important sights and keep your Italian vacation enjoyable without feeling overwhelmed.

TIP: If you want to see as many of the musts in a short time, we recommend this popular tour that includes both – Uffizi Gallery and Accademia Gallery. Afterwards, visit the Florence Cathedral and climb the Dome (be sure to get a timed-entry ticket !).

Then, stroll the streets of the city center and see some of the main highlights that don’t absolutely require tickets or reservations – such as Ponte Vecchio, Piazza della Signoria, Basilica Santa Croce, etc.

LEARN MORE: One Day in Florence

You’ll still have some additional time to explore Florence in the next days, but – depending on the day trips you choose – it will likely be just a few hours in the evenings after you get back from a tour. That’s why we recommend visiting the places that require a ticket on your first day already.

In the evenings, you can also enjoy some of the best sunset views from the nicest rooftop bars in Florence .

Needless to say, if you can add an extra day in Florence, you’ll be able to explore the city at a much more relaxed pace. But this counts for pretty much every place in this itinerary…

READ ALSO: Best Things to Do in Florence

Accommodation: Stay in Florence for at least 3 nights. Florence city center isn’t that big, but – to make things easier with the luggage and tours, stay somewhat close to the railway station. For one of our recent trips to Florence, we booked Hotel Croce di Malta – the location is excellent, they have a pool, and you can’t beat those rooftop views! On a bit lower budget, B&B Le Stanze del Duomo is one of the best price-quality hotels in the center!

Day 6: Tuscany day tour from Florence

While there’s plenty to see and do in Florence to fill a few days, you’ll likely want to see some of the famous Tuscan countryside as well.

So on your second day in Florence, we recommend taking a day tour to some of the nicest towns of Tuscany .

You could just take a train and visit the cities like Siena or Pisa on your own, but you would likely only see one town that way (and waste too much time in transit). Also here – if you want to make the most of your time, it’s best to go with an organized tour that visits a few of the very best places in a day.

TIP: We recommend this highly-rated day tour . It brings you to the Leaning Tower of Pisa, the beautiful city of Siena, the charming medieval town of San Gimignano, and more. You could never see all these places in just a day on your own.

If you rather not join a tour, then take a train to Siena. Here you can find our guide to the best things to do in Siena , including a sample itinerary for your first. As an absolute minimum, don’t miss the Siena Cathedral !

Day 7: Cinque Terre day trip from Florence

Next is another place that’s probably high on your Italy bucket list – Cinque Terre . The famous 5 villages on the Ligurian coast are among the most visited and most photographed places in Italy.

If you plan well, it’s possible to see the best of Cinque Terre in just a day, also if you are visiting from Florence. You could take a train to La Spezia and on to Cinque Terre, following our detailed 1-day Cinque Terre itinerary . If you decide to go on your own, be sure to also read our practical tips for visiting Cinque Terre .

However, Cinque Terre is very popular and extremely busy (especially in the high season from March to October). So planning a quick visit here might be overwhelming…

TIP: If you want to see all the best places without having to plan anything, you’ll be glad to know that there are also some organized day tours from Florence to Cinque Terre. This highly-rated tour is one of the very best options for a day trip from Florence and covers all the musts in Cinque Terre.

Alternative/ addition day: If you are visiting Italy in the low season, you may want to skip Cinque Terre and visit Bologna instead (it’s just 40 minutes by train from Florence). Or, you could also add a stop in Bologna when traveling between Florence and Venice.

One day is enough to see the main sights in Bologna and it’s worth it if you can squeeze it in. But – as already mentioned before – you can add extra days pretty much everywhere in this itinerary and still not see it all…

READ ALSO: Florence to Bologna Travel Info & Best Things to Do in Bologna

Day 8: Florence to Venice & explore Venice

The second part of this 2-week Italy itinerary takes you to northern Italy. The next stop is Venice , just about 2.5 hrs from Florence by train. Venice is one of the most unique cities in the world and so no Italy trip itinerary would be complete without visiting here!

If you take a train early in the morning, you’ll be in Venice by noon, which leaves you plenty of time to get acquainted with the city and see some of the main highlights. We recommend spending 2 nights here, so you have 1.5 days, plus two evenings in Venice. Venice is magical at night – the city is so pretty and you can appreciate it so much more without all the day tourists around.

On your first day, you could tick some of the must-see places on your Venice bucket list. One of the musts is St. Mark’s Square and Cathedral (one of the most beautiful churches in Italy ), and the other – Doge’s Palace , just next door. Needless to say, these are very popular attractions, so also here you have to book your tickets (or tours) in advance.

TIP: We recommend a tour like this that covers some of the musts in the most efficient way. Ideally, opt for an afternoon tour, so that you don’t have to rush in order to get there on time.

After that, explore the city center on foot, see Rialto Bridge and the Grand Canal. You should also take a Venetian gondola ride , which is another must-do in Venice!

READ ALSO: How to see the best of Venice in 1 day

Accommodation: Stay in Venice for 2 nights. To make things easy for yourself, you could stay close to the railway station – e.g. Hotel Carlton On The Grand Canal is a very good option and usually great value for the money. Alternatively, if you don’t mind taking a water bus to the more centrally-located places, check out H10 Palazzo Canova close to Rialto Bridge or Bauer Palazzo not too far from San Marco Square. For the ultimate Venitian experience, take a look at the famous luxury Hotel Danieli .

Day 9: Venice

Today, you have an entire day to explore Venice and its surroundings . You could opt to spend the day in the city, or you could also take a half-day trip to the nearby islands Murano, Burano, and Torcello (there are various boat tours that visit the islands in 4-6 hours ).

While not an absolute must, a visit to these islands is a nice opportunity to see some smaller Italian towns. Murano is famous for its glass-blowing factories, Burano – for its lace, and Torcello – for its Byzantine basilica. In addition, the towns are very colorful and picturesque, and completely different from Venice.

There is so much to see and do in Venice that you will easily fill the entire day in the city. So it all depends on your interests and how many activities you want to pack into your itinerary.

As a minimum, in addition to the places mentioned before, we recommend going to the top of St. Mark’s Campanile for some of the best views over the city and the Venetian Lagoon. In some seasons, it is now possible to reserve the tickets in advance (do it!). Otherwise, you’ll have to queue and wait a long time. If you can do it first thing in the morning or in the late afternoon, it will be easier to plan the rest of your day.

TIP: If you are looking for something special to do in Venice in the evening, check out this dinner cruise on the Venetian lagoon . Alternatively, see if there’s something interesting going on at Teatro La Fenice .

And if you can squeeze in an extra day in your itinerary, Venice is definitely worth a longer stay. In that case, check out our 3-day Venice itinerary for some inspiration on what to see and do depending on how much time you have.

READ ALSO: Best things to do in Venice

TIP: Next on your itinerary is Verona, Lake Garda, and Lake Como. If you want to explore these areas deeper, Venice would be a good place to rent a car for the remainder of this trip (we use and recommend this website for the best car rental deals ). You can easily visit Verona by car, drive to (and maybe even around) Lake Garda, visit Lake Como, and then return the car in Milan.

Renting a car in Italy is normally not expensive, but driving and parking in the small towns by the lakes – especially in high season – can be very challenging.

Anyway, the rest of the itinerary below is created assuming you take a train. But you can easily adjust it if you decide to drive.

Day 10: Venice to Verona & explore Verona

The next stop on this Italian itinerary is Verona , one of the most romantic cities in Italy. It gets this reputation because of Shakespeare’s “Romeo and Juliet”, and Juliet’s House is one of the top attractions in the city.

The train ride between Venice and Verona takes about 1.5 hours, so you’ll have a big part of the day left to explore Verona. The city is quite compact and you should be able to see all the musts in a day.

As a minimum, be sure not to miss the Verona Arena , built 2000 years ago (best get a priority ticket for this one). Also the views from Torre dei Lamberti and the earlier-mentioned Juliet’s House with its famous balcony are must-see in Verona.

Just as in all the other cities, you can also find some really nice Verona city tours led by locals. There are walking tours , a very nice bike tour , and this food tour is very popular as well. The nice thing about Verona is that it’s not that big, and so you can see a lot at a rather relaxed pace.

LEARN MORE: Best Places to See & Things to Do in Verona

Accommodation: Stay in Verona for 2 nights. We recommend Hotel Milano & SPA***S – it offers excellent price/quality in the city center. And yes, it also has a beautiful rooftop terrace with an amazing view – something we recommend in every city in this itinerary because we love staying at hotels with nice rooftop terraces ourselves. It makes any city visit so much more memorable!

Day 11: Lake Garda day trip from Verona

Lake Garda is one of the most beautiful lakes in Italy and if you have an extra day in your itinerary, it’s well worth planning a short visit here as well. This is especially the case if you are traveling in the warmer months.

If you don’t mind changing hotels more often, you could stay in Sirmione on your way between Verona and Milan. However, keep in mind that there is no direct train from Verona to Sirmione, so you’ll have to travel by bus or train + bus, or arrange a private transfer. To make it easier and simpler to plan, you can just visit Lake Garda as a (half) day trip from Verona. It’s good not to have to pack/ unpack every day.

You can come here by public transport and explore on your own. In that case, be sure to decide in advance where you’ll visit – just Sirmione or also some other towns along the lake, and research the public transport options to get back to Verona in the evening. See our Lake Garda itinerary suggestions on how to spend a day here.

There’s also a nice half-day tour from Verona that visits Sirmione town and includes a short boat ride on the lake. Sirmione is one of the best places to see at Lake Garda and the one that’s the easiest to visit if you don’t rent a car and/or don’t have at least a few days in the area.

TIP: If you take a half-day tour to Lake Garda, you’ll have a free afternoon in Verona. If visiting on weekends in summer (Thursday to Sunday, from +- mid-June to early September), you can attend an opera at the Verona Arena . It’s a really special experience!

Alternative: If you decide to skip Lake Garda altogether, then you could add an extra day in Florence or in Bologna as mentioned before. Or – if you visit Lake Garda with a half-day tour, you could take a train to Milan in the afternoon already and save some time in your itinerary this way.

Day 12: Verona to Milan & explore Milan

The final destination in this 2-week Italy itinerary is Milan , where you can also visit the beautiful Lake Como nearby.

One of Italy’s biggest and richest cities, Milan is also one of the most fascinating places in the country. It has such a unique mix of old, historic places and modern contemporary lifestyle and architecture. Plus, if you like Italian fashion and want to do some shopping, Milan will not disappoint either.

The train ride from Verona to Milan takes about 1.5 hours, and since you have almost two days for the city alone, you should be able to see all the musts in a rather relaxed way.

On your first day in Milan, you could visit the two main attractions – the Duomo Cathedral and see Leonardo Da Vinci’s Last Supper . There are also some great tours that visit The Last Supper and some of them also bring you to the Cathedral. It’s also well worth visiting the Duomo rooftop , but you can leave it for the next morning as well.

Good to know: Also here, whatever you decide, be sure to book tickets/ tours for the most popular places in advance! Tickets for The Last Supper are often sold out a few months upfront, but finding a guided tour is much easier (they pre-book tickets and can usually accommodate last-minute bookings as well).

Accommodation: Stay in Milan for 3 nights. Hotel Dei Cavalieri Milano Duomo is a great option right in the heart of the old town.

Day 13: Milan

Today, you have an entire day to explore Milan . Visit the highlights in the old city center, but don’t miss the modern part of the town either!

For more information on what to see and do and how to plan your day, please see our recommended 1-day Milan itinerary . It includes all the musts and the details on how to best plan your time.

If you already visited the Duomo and/or Duomo Terraces and/or Da Vinci’s Last Supper the day before, just adjust your itinerary accordingly.

If you have some time left, you can go shopping in the center or visit Designer Outlet Serravalle (although this one will likely require an entire day).

In the evening, head to the Navigli district , aka the canals of Milan. It’s a very nice and lively neighborhood with lots of restaurants, bars, and cafes – a perfect place to end the day of sightseeing.

LEARN MORE: Best Things to Do in Milan

Day 14: Lake Como day trip from Milan

On the last day of your 2 weeks in Italy, we recommend visiting another famous lake in northern Italy, Lake Como . Located just near Milan, it’s an easy day trip destination and a wonderful addition to any Italian itinerary!

Just as with Lake Garda, you could visit Lake Como on your own. In that case, simply take a train from Milan to one of the towns (Como or Varenna are both good options) and then explore further.

However, ideally, you also take a boat trip on the lake and visit several of the nicest towns of Lake Como instead of one. And for that, it’s easier to join an organized tour and have them guide you to all the best places without having to plan or arrange anything.

TIP: We recommend this highly-rated day tour. It brings you to Como (including Villa Olmo), Bellagio , and Varenna – some of the most scenic places on Lake Como. It would be very difficult to plan a similar trip and see all of these sights in just a day on your own (mainly because tours use private transportation and don’t have to waste time waiting for trains or delayed ferries).

Also here, you could easily spend more time at Lake Como than just a day. In that case (or if you rather not take a tour even if visiting for just a day), you may want to read our guide with tips for visiting Lake Como .

READ ALSO: Top Places to See & Things to Do in Lake Como

So, this is it – the ultimate Italy itinerary that allows you to see ALL THE BEST PLACES in 2 weeks. Of course, there’s much more to see and do in Italy than the destinations covered here. But if you want to visit all the ‘musts’, this sightseeing itinerary does exactly that.

We planned this Italy itinerary in such a way that it starts and ends at the biggest towns with major international airports, Rome and Milan. There are lots of direct flights to/from both of these cities to many other places in the world. So it should be quite easy to plan your trip in such a way that you can fly home from Milan.

And if you absolutely want to make a loop, a round trip starting and ending in Rome, you can simply take a train from Milan to Rome, and fly out of there. The fast train between the two cities takes about 3.5 hours.

Good to know: If you take regular trains in Italy, you can just get a ticket at a station. However, if you opt for high-speed trains between the main cities (recommended), it’s best to reserve your seat in advance. You can use the official Trenitalia website for that, but keep in mind that standard tickets are usually non-refundable. We also recommend checking this website for all the best options for train tickets .

If you have more time…

If you have more time in Italy, you could add extra days pretty much anywhere in this itinerary and you’ll find plenty to do. We already included some additional recommendations above. And here are a few extra suggestions:

• You could add some extra time at the Amalfi Coast and also visit Capri Island and Naples . So instead of visiting this area on a day trip from Rome, you could stay here for several days. See our Amalfi Coast itinerary and Naples day trips for more suggestions on what to see and do there, and this guide for more information about the best areas to stay in Naples . You could easily add at least 5 days to your Italy trip itinerary just for this area – there’s so much to see!
• If visiting in summer, I also highly recommend adding at least a few days in the beautiful Italian Dolomites . You could rent a car in Venice and visit the mountains for a few days, continuing past Verona and Lake Garda and on to Milan. Here you can find some Dolomites itinerary suggestions and our guide on where to stay in the Dolomites .
• Tuscany is another area where you could easily add a few extra days. There are so many beautiful places to see! See our Tuscany itinerary for some additional inspiration for the best Tuscan towns .
• Bologna , one of the foodie destinations in Italy, is another nice addition to any Italy itinerary. You could just visit for a day from Florence, or spend several days here as well. Also Rimini , Ravenna , and San Marino are all worth a visit. See our Emilia Romagna itinerary for more information about these places.

…. I could go on and on. As you can see, there’s plenty to see in Italy to fill another few weeks or months. And once you visit this incredible country, you’ll definitely want to come back and explore more.

But for your first trip, this is a very complete itinerary that shows you the best of Italy in two weeks .

Yes, this itinerary is quite packed and yes, you’ll probably want to stay longer at many places you visit. But it gives you an amazing overview of what Italy is about, and you can always plan a repeat trip to the areas that you liked the most. You can also find a lot more travel inspiration in our Italy travel guide .

READ ALSO: Italian Food – traditional dishes to try in every region

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Tuesday 5th of March 2024

Please offer your ideas and suggestions for a 1-week trip to Italy in May 2024. We only have a short time to visit so any guidance to enjoy Italy in a few days will be so helpful!

Thursday 7th of March 2024

Hi Shannah, there are so many options, so pick the places that interest you the most. And don't overdo it in terms of too many different locations. With a week in Italy and if it's your first trip, you could visit Rome (2-3 days + potentially a day trip to Pompeii/Amalfi e.g. like this), Florence (1 day in the city and one day trip, e.g. to Tuscan towns like this or to Cinque Terre - see this tour), and Venice (1-2 days). Of course, you can just visit one specific region, but there are literally thousands of options, so you have to see what interests you the most. Hope this helps. For more details about all these places, please see our article above.

Monday 26th of February 2024

We are to Italy/Switzerland for 3 weeks in August. We are starting in Switzerland for a week then two weeks in Italy starting with Milan and working our way down as far south as the Amalfi Coast. We are a bit stressed because we finally booked our flights and then read that August is the worst time to travel to Italy due to the weather, horrendous crowds and Italy national holiday starting August 15 when Italians and other Europeans go to the coastal cities (where we wanted to end our trip) an overcrowd those areas.

Do you have any tips on places to go to make an August trip most enjoyable? We prefer some areas that are beautiful, nice to stroll around, eat and see some sights, but don't have to go to all the main tourist attractions. We'd love some suggestions that help us get off the beaten path vs. all the main highlights. I've been to Venice, Florence, Rome once before and my husband has not been at all, but doesn't care too much about all the 'must sees' besides Rome. We plan to leave from Rome airport, but want to try to make it further south to Amalfi coast first.

Any suggestions would be super helpful!

Tuesday 27th of February 2024

Hi Erica, I'm afraid that what you read is correct. Italy can be crazy busy in August, especially in coastal areas. That being said, the cities are usually deserted (=locals are gone), but places like Rome are full of tourists so you won't be alone. The best way to avoid the biggest crowds is to skip the most popular seaside destinations. Amalfi Coast, Italian Riviera, Cinque Terre, Capri, Rimini, etc. will be crowded at that time of the year. But if you book accommodations in advance and plan your sightseeing activities in the mornings, it could be manageable. Of you visit places like e.g. Amalfi Coast, you will have to pre-book everything, not just hotels and excursions, but also restaurants. If you go more inland and stay in smaller villages, you can have a perfectly enjoyable trip. A few years ago, we were in Tuscany in the second half of August and it was great. But we started our days early, did most of the sightseeing in the mornings, and when it started to get busy everywhere, went back to our accommodation and spent the warmest hours by the pool. In the evenings, we usually visited smaller towns, but it was really busy everywhere, parking was not easy, etc. So you need more patience, especially if you go to the main tourist hotspots. Take a look at these articles for some additional tips: Amalfi Coast Travel Tips (don't rent a car here!!!) Where to Stay on the Amalfi Coast Where to Stay in Capri Rome Travel Tips Lake Como Travel Tips If you like nature, consider spending some time in the Italian Dolomites. It will also be very busy, but different than at the sea. Also there, top places and most popular hikes will be crowded, so start your days early. Or avoid the top places and you can have a very enjoyable visit. The nearby Trentino region is much quieter, but it's popular with locals = August is the peak season. You can find some inspiration in this article - most activities are definitely not just for kids. Having said all this, when you travel somewhere from the other side of the world, it's just normal that you want to see the top spots. The best tip I can give you is to try to get a bit off the beaten path in addition to the top places, AND book as much as possible in advance. Good luck and enjoy your trip. Italy is always a good idea and I'm sure you'll have a wonderful time!

Sunday 22nd of October 2023

Hello Jurga,

A great article to read through! Me, the wife and two kids (11 and 14) are planning a trip through Italy next Summer. He have 6 weeks off for summer, so we're looking at a 2-3 week trip through Italy probably. With the kids I don't want to be rushing so do you recommend staying longer in some of these locations? More hotels don't phase us.

Monday 23rd of October 2023

Hi Matthew, so much depends on your interests! With the kids in the summer, you may want to spend some more time in the nature rather than sightseeing in big cities. So you could add Italian Dolomites to your itinerary. Also, you could spend more time at the Naples/Capri/Amalfi Coast and/or Italian Riviera (around Cinque Terre). Also places like Lake Garda and Lake Como offer a great mix of nature, sightseeing, and some relaxing time by the pool. There are so many options. That's why it's really difficult to help our readers with specific itineraries. Pick the places that interest you the most, plan a few longer stays once in a while so that you can all wind down and relax a bit, and realize that whatever you do, there is no way you can see everything in Italy in 3 or even 6 weeks. You'll want to go back ;). Good luck with the choices!

Madonna Hanes

Thursday 19th of October 2023

I'm thinking of coming out to Italy for 10 days, 2 days for flights, and 8 days for touring Italy. What do you recommend and where? Thanks advance.

I was thinking September.

Hi Madonna, so much depends on your interests and on the season when you travel and - as you can probably imagine - the possibilities are endless. But if it's your first trip to Italy and you want to see 'the musts', then I'd probably concentrate on the main cities - Rome (3 days), Florence (3 days), and Venice (2 days). In Rome, I'd probably just stay in the city - there's a lot to see. Take a look at this itinerary for some ideas. In Florence, take a look at these suggestions on what to do in a day. In addition, you can always take one or two day trips from Florence like this day trip that visits Siena, Pisa, and Tuscan countryside, and/or a day tour to Cinque Terre. In Venice, see this itinerary. In addition, you could take a (half)day trip to the nearby islands. Hope this helps.

Friday 11th of August 2023

Hello, Jurga. Your article is an absolute gem!!! I learned so much from it. I am planning a trip to Italy and i was going to follow your itinerary but we are only going for 12 days not 14. What do you recommend skipping? Thank you in advance

Hi Maya, that's a tough one since there is so much to see. You also didn't say when you are traveling. For example, in the winter you could skip some of the coastal areas/nature (e.g. Amalfi Coast from Rome on day 4, Tuscan countryside or Cinque Terre (days 5-6), or Lake Garda and Lake Como (days 11 and 14). In the warm season, the choice is much more difficult. Just see what interests you less and let it go. There is no way to see everything in Italy in 3-4 weeks, let alone 12 days, so you always have to make choices. Good luck!

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The Ultimate Italy Road Trip: 2 Weeks Itinerary (with Amalfi Coast)

by Drifter Planet | May 17, 2022 | Italy , Most Popular Blog Posts , Road Trips

How can anyone not fall in love with Italy? Not only it is picturesque, but there’s so much more to it that just the visual beauty. It is the feeling one gets when they visit this country which makes it special. Italy is romantic, culturally beautiful, and offers delicious food.

There is a reason why some of the most famous books and movies are set in a backdrop of famous Italian towns. Rome, Venice, Florence, Naples – some of the most famous historical cities and towns in the world are in Italy. Not just that, Italy also has the Italian Alps, the Dolomites, and a massive coastline on three sides! Yep, it has it all.

The first time I visited Italy, it was just North Italy. We landed in Venice and drove to Trentino in our rental car. The second time was in South Italy where we spent one entire month in Puglia. We actually drove from Germany to Puglia but realized it would have been easier to just fly to Bari or Brindisi and drive a rental car from there.

For the purpose of travel, it is important to understand what are the regions of Italy. You can pick and choose some of them or get a taste of them all. Here are the regions in Italy that you can visit –

• Northeast Italy, (the Dolomites,  Trentino , Venice and Bologna)
• Northwest Italy, (Cinque Terre, Milan and the Alps)
• Central Italy, (Tuscany region and Rome)
• Southern Italy, (Naples,  Puglia , Amalfi and Capri)
• The islands – Sicily and Sardinia.

If you ever see the list of the most visited countries in the world, Italy usually is in top 5 year after year. It is because there is so much to see & experience in every single region of Italy.

Keep in mind that to properly explore each region of Italy, you would probably need at least two weeks each. However, this itinerary focuses on the entire Italy, so I will help you move from one region to another and tell you the best of each. That’s the difference between a region-specific itinerary and a country-specific itinerary.

If you think you will get to visit Italy multiple times, then by all means pick just one region or maximum two for each trip. If you’re going to visit Italy just once or twice in your life then I suggest you visit more than just 2 regions because they all have something to offer.

Don’t try to cover it all , it isn’t possible to do so. Instead, pick a few destinations and spend some quality time in each place that you visit so that you don’t feel rushed or drained out.

Starting Point for Italy Road Trip:

So where should you start your epic Italian road trip? It depends on a few things. The starting points will change based on how you enter Italy – flying or driving.

Italy has many airports from the North to the South. If you want to start your trip in North Italy then I suggest you fly to Venice or Verona and  rent a car from there. You can also fly to Naples or Bari to start your trip from South Italy and make your way to the North. Or fly to the middle – Rome, Florence, or Pisa and just do the North or the South for your Italy road trip 2 weeks.

Alternatively, you can also pick a section of Italy and do a smaller road trip that focuses on just that area. For example, the North Italy road trip would include the top three points that I have mentioned below, the middle would include Tuscany and Rome and South Italy road trip would include Rome and below like Puglia and Amalfi Coast.

For ease of understanding, we have created this route that starts in Venice. It is very easy to rent a car from Venice airport and drive from there. We did that already!

Table of Contents

Circular italy or straight route for italian road trip.

If you’re driving to Italy, then it will make a lot of sense for you to follow a straight route. You can enter Italy from the North and move to the South. Or the other way around.

If you are able to rent a car from one place and return it to another, then I highly recommend you go for a straight route. It will save you a lot of time. However, this option isn’t usually available, so most of you will end up following a circular itinerary.

This is a fast-paced itinerary that includes a lot of destinations within Italy. Some of them are optional, so you can figure out which ones to leave and skip. For example, you can pick one out of the Cinque Terre or Amalfi Coast and spend a long time in other destinations.

1) Venice (and Burano) – 2 Days – the Canals of Italy

You can’t drive inside Venice, so why is it a part of this itinerary? Because Venice is the most romantic city of Italy and it needs to be a part of this epic itinerary.

If you’re flying to Italy and renting your car, then I suggest you rent your car on the day you leave Venice to save money. You can check for prices here or book one  and pick it from Piazzale Roma. However, if you’re driving to Italy from another country then you will have to park your car in one of the below options.

In order to visit Venice, you will drive to the entrance of the city Piazzale Roma or Tronchetto , and park your car there. Don’t worry, there’s plenty of space and it is Europe’s largest car park. Yes, it is expensive to park here because it is EUR 30 per 24 hours.

[Box] Want to save some money? Park your car near Mestre Railway Station and take a 10-minute train ride to Venezia St.Lucia. This way, your parking costs, and journey will be less than 5 euros. [/Box]

There aren’t any roads beyond Piazzale Roma, so you will have to continue by walking or by getting on a boat.

I have included two days in Venice but if you want, you can take half a day to explore Burano. It is smaller, colorful, and very close to Venice. Here’s what to do in Venice:

Walking is the easiest way to explore Venice. The most popular spots in Venice are around St. Mark’s Square and Rialto Bridge. However, I suggest you get lost on purpose and explore the narrow alleys. Here you will find the best photo spots because of fewer tourists. If it gets sunny, cover your head and eat gelato to beat the heat.

Sunset Gondola Ride :

You can’t visit Venice and not do a Gondola ride. Yep, Gondola rides are super expensive so you make the most of it by doing it at the most romantic time – the sunset. The point of a gondola ride isn’t transportation but enjoyment.

You can save money by doing the Gondola ride with 1 or 2 other people and doing it before the sunset time. Here are the options I have handpicked for you:

• Gondola Ride with Commentary : Skip the line ticket for a Gondola ride. Duration is 30-50 minutes. Price in May 2022 is EUR 33.
• Gondola Ride with App Commentary : Skip the line ticket for a Gondola ride. Duration is 45 minutes. Price in May 2022 is EUR 28.

Find a restaurant with a view:

Most of the restaurants with nice views are going to be very expensive but I can help you find a moderately affordable one. To actually get a table with a view, you need to always book in advance. Once you’re here, try the squid ink pasta. Try one of the following:

• Trattoria Altanella in Giudecca,
• Gianni in Giudecca,
• Da Fiore in Campo S. Polo,
• Osteria Enoteca Ai Artisti in Dorsoduro.

See Scala Contarini del Bovolo

Climb the spiral stairs and click a few photos of the view from the top. It is a famous building that was once a gothic palace.

Visit Rialto Food Market

Venice is touristy but visiting a famous food market will give you somewhat a local experience. The locals come here to buy fresh fruit, veggies and fish. It is best to arrive here early because the market hours are 7:30 am to 1 pm.

Campo Santo Stefano

Find an outdoor cafe on Campo Santo Stefano and enjoy your afternoon or evening with cicchetti & Spritz. Cicchetti is a small snack plate. You don’t need to order cicchetti, but the servers will bring it for you if you order your drinks (Spritz).

See Doge’s Palace

Doge’s Palace is an important historical landmark in Venice. This was once an official residence for the Doge of Venice (the elected leader of the historical Venetian Republic). It was originally designed to be a residential palace for Nepolean.

Doge’s Palace is an interesting spot for those who like history, but it is also a photographer’s dream because of its stunning interiors, especially in the Chamber of the Great Council. Believe it or not, the world’s largest canvas painting is located in this room. But remember, you can’t use flash when you photograph this.

While inside the Doge’s Palace, you should also walk on the iconic Bridge of Sighs, which is located here. You will also see St. Mark’s Square and Correr Museum.

I have handpicked two entry ticket options for you for Doge’s Palace:

• Doge’s Palace Entry Reservation Ticket : This is the official ticket and costs EUR 28 in May 2022. It is a “skip-the-line” ticket.
• Doge Palace with Terrace Access : This is also a “skip-the-line” ticket but it also includes an expert guide, who will not just take you to Doge’s Palace but also St. Mark’s Basilica. Please be aware that the entry to St. Mark’s Basilica is free but this tour includes the access to the terrace of the Basilica for the views. The cost is EUR 79 in May 2022.

Scuola grande di San Rocco

See the interiors of Scuola Grande di San Rocco . Your jaw will actually drop when you see the grandeur and the arty details.

Day Trip to Burano

Burano is a cute little canal-side town with stunning colorful houses. It has become popular over the recent years because of Instagram.

You can prebook your boat ticket for Burano for a day trip from Venice and the boat will also take you to the nearby Murano and Torcello.

• Murano, Burano and Torcello boat trip  – 6 Hours, EUR 25
• Murano, Burano and Torcello boat trip – 4.5-5.5 Hours, EUR 25
• Murano, Burano and Torcello boat trip – 4.5 Hours, EUR 20

How to save money in Venice?

Eat in Pizzeria ae Oche – a chain with affordable pizzas. Don’t eat or drink in the main touristy areas, head to Dorsoduro for cheaper eateries and buy your own supplies from bakeries and supermarkets to save money. Another way to save more money is by skipping the Gondola ride.

2) Cinque Terre – 2 days – the Colorful Fishing Villages

Riomaggiore, Manarola, Corniglia, Vernazza, and Monterosso are five colorful fishing villages that are collectively called the Cinque Terre. The entire Cinque Terre is a UNESCO World Heritage Site.

In order to arrive at the Cinque Terra, you can drive to Riomaggiore, Manarola, or Monterosso and park your car there. If you’re nervous about driving in this hilly terrain, then park in La Spezia and take a train from there. In any case, if you want to move from one village to another, the best way to do it is by train.  It is easy and affordable.

Remember – don’t get your car inside the Cinque Terra. Leave it outside and take the train.

Five villages at on cliffs and little hills, so there’s a lot to do in the Cinque Terra. Don’t get overwhelmed by the list of things that you can do. Just pick 1-2 villages and enjoy your time there.

Here’s a bit of an introduction about the five villages, so that you can pick the one that suits you and book a room there.

Riomaggiore

It has a fun vibe for nightlife, unlike a few others on this list. Riomaggiore is closest to La Spezia so it can sometimes feel crowded. It has budget accommodation options. It is as stunning as Manarola.

There’s a lot to do in Riomaggiore – you can do cliff jumping, enjoy the bar scene or just go for a stroll and get lost. The main street is called Via Colombo, and that’s where you will find everything. You can also check out the ancient Castello, which is one of the monuments of the Parco Nazionale delle Cinque Terre.

If you’re into hiking, then hike to Monte Nero, which is right above Riomaggiore. This hike takes around 50 – 60 minutes. Here’s some information about it.

You can also hike from Riomaggiore to Manarola – these two are actually the most famous villages of the Cinque Terre. This hike should take you normally 15 minutes but check the information because sometimes this path is closed .

Manarola is quieter and is normally visited by couples and photographers. Out of them, the one the most photographed one is Manarola because of the above-pictured sunset spot. But don’t underestimate the beauty of the other 4.

Make sure you click epic sunset photos while you’re in Manorala. No, I don’t mean photos of the sun when it is setting, but the golden hue on Manorala’s pastel houses on the cliff. You will find this spot as soon as you’re there. Photographers line up here with their fancy gear and tripods at sunrise and sunset time.

If you like swimming, then you can find some caves and swimming holes on the Blue Trail in Manarola. To access all of it, you will need a swimming pass. But there are some you can do without the pass too.

It is the highest village and is therefore famous for its views. You need to climb 365 steps in order to reach Corniglia – yes one for each day of the year. There’s a bus that’s run by the Cinque Terre National Park that takes people up to Corniglia and back. 

Corniglia is less visited as compared to the other four but is popular amongst hikers. It is possible to find budget accommodation here.

While you are in Corniglia, hike the Blue Trail, and you will find a stone beach with easy access to water. Doing the entire Blue Trail can be challenging but if you do, you will arrive in Vernazza.

Vernazza is often called the most beautiful of the five Cinque Terre villages. It is also visited by a lot of photographers and couples. If you visit Vernazza then spend some time enjoying the stunning views that this village is famous for.

If you arrive in Vernazza from Corniglia by hiking, then you will cross Prevo – it has a stunning viewpoint that overlooks Guvano Beach. At 208 meters above sea level, it is the highest spot of Sentiero Azzurro.

You will be surprised to know that Vernazza has a great bar scene. It also has a small sandy beach, which makes sense for family travelers to visit since it is comfortable for children. There are two clock towers in the town and the maze of small streets will be a delight to anyone who loves getting lost in small places.

While you’re in Vernazza, visit Franco’s Ristorante “La Torre”. It is in a castle on the trail to Corniglia.

Monterosso al Mare

Monterosso has a proper big sandy beach and fancy hotels. It is a bit flatter compared to the others so is a good option for those who have mobility issues and families with small children.

Monterosso is actually two towns – Old Monterosso and New Monterosso (Fegila). The big sandy beach is in New Monterosso. The new town is flatter but the old town has that typical Cinque Terre looks and vibes.

You can walk from one village to another – check the list of walking trails here + useful information .

Where to stay in Cinque Terra:

3) Tuscany – 2 days – Art, Culture, and the rolling hills

Tuscany is romantic, arty, historical, and naturally beautiful. But wait, isn’t most of Italy? True but Tuscany is special because the Renaissance art movement began and flourished before it moved on to most of Europe.

Being a nature lover, I’m also interested in the other side of Tuscany – the rolling hills. So, when you visit Tuscany, drive around here and see the small villages because here you can truly admire the natural beauty of Tuscany. Get yourself a nice villa, see the vineyards and castles.

Honestly, if I were visiting Italy for the first time and I wanted to just focus on one area, I’d do a Tuscany road trip. There’s everything in Tuscany that Italy is famous for – historical buildings, art, nature, castles, and vineyards. On top of that, Tuscany is a little laid back.

Here’s what you can do while you’re in Tuscany. You can pick and choose some of the activities that I have mentioned below.

Visit one of the Old Cities – Florence / Lucca / Siena

Tuscany’s old cities are stunning for art lovers because of the Renaissance art and sculptures. Out of all of them, I suggest you pick just one to keep your itinerary easy. For that purpose, I suggest Florence.

See the Statue of David by Michelangelo in Florence

Michelangelo’s Statue of David is a Renaissance masterpiece and shouldn’t be missed while you’re in Tuscany. This 17 feet marble statue is the star of Florence, the way Mona Lisa is to Paris.

Michelangelo’s Statue of Liberty is located in Galleria dell’Accademia in Florence. This museum also has some other pieces by Michelangelo and many other Florentine artists.

Art lovers would enjoy Leonardo Da Vinci Museum, Uffizi Gallery, and Museo Galileo

Val d’ Orcia – the Rolling Hills

Tuscany’s most famous landscape are the rolling hills and one of the best way to see them is by driving to Val d’ Orcia. The rolling hills landscape is not just Instagram famous but also depicted in many Renaissance paintings.

Val d’ Orcia is a UNESCO World Heritage site and is a 2 – 2.5 hours drive from Florence. You can stay in Florence during the entire time of your time in Tuscany, or split your time between Val d’ Orcia and Florence.

Pienza is the place that you would want to check out in Val d’ Orcia. This village is situated very high so you can get a good view of the rolling hills from here.

Saturnia Hot Springs or Terme di Saturnia

While in Tuscany, visit the stunning thermal springs of Saturnia. They are actually 3 hours away from Florence city, so it makes sense to visit this place on your way out of Tuscany but before you arrive in Rome. Alternatively, if you decided to stay in Val d’ Orcia, then Terme di Saturnia is just 30 minutes drive.

Believe it or not, there is no entry fee and these thermal springs are open 24 hours a day every day. It can’t get better than this. Just find the parking spot and put it on your navigation system to arrive here. Spend half a day here or more, depending on how much you love being in the water.

The best time to reach Saturnia hot springs is before 9 am so that you can miss the majority of crowds.

Leaning Tower of Pisa

Visiting the leaning tower of Pisa is on many people’s bucket lists because of the Leaning Tower. Yes, it is a very touristy thing to do and there’s nothing else to do in Pisa BUT that shouldn’t stop you from visiting it if you really want to. After all, it is just 45 minutes from Florence by car or train!

Pisa is a small city, and you can cover most of it by walking. Most of what you would want to see is situated in Campo dei Miracoli . It is a student town and as a result, the nightlife is fun.

The Leaning Tower of Pisa is called Torre Pendente in Italian. Go ahead and click a super silly touristy picture here. Believe it or not, you can actually climb the tower but you need to reserve your tickets in advance.

If you’re in Pisa in the middle of June, you can actually stay to watch the stunning Luminara festival . Thousands of candles are lit at sunset time along the Arno River. Watch this spectacle if you can.

Hike to Lake Calamone

If you’re not visiting Terme di Saturnia, then you can consider visiting Lake Calamone. It is located in the TEA National Park, at the base of Mt. Ventasso.

To start your hike to Lago Calamone, park your car at Bar il Faggio. The walk from there to the lake is just one hour. For more information, check this page .

4) Rome – 1 day

Rome can’t be fully explored in a day, but also Italy can’t be explored in 2 weeks!

Honestly, it makes more sense to do Rome properly on an entirely separate trip. It isn’t the best Road trip stop because of the parking, so if you want to skip Rome, then you should. I just wanted to include Rome for those who would want to do it anyway, considering it is on the way when you move from Tuscany to Amalfi.

Rome is high-priced in terms of stay and food, therefore it gets expensive to stay here longer. But if you can afford it, extend your trip by all means. Did you know there are more than 900 churches in Rome?

Honestly, I wouldn’t even include the Vatican City and the churches in this itinerary because of time constraints. But just so you know, the most famous one is St. Peter Basilica. To enter this, one has to walk up to the Vatican and stay in a long security line.

Like many other famous cities ( Lisbon , Moscow, Porto , Pula , Istanbul , San Fransisco, Edinburgh, etc.), Rome is built on seven hills. It means, there are plenty of viewpoints that can be found. Also, unlike most touristy European cities, Rome is massive. The entire historic center of Rome is a UNESCO World Heritage Site. It is also one of the fashion capitals of the world with an amazing shopping scene and buzzing nightlife.

If I were to spend just one day in Rome, I’d forget about the top things to do, and just walk around because there are interesting sights everywhere.

Trevi Fountain 

This is probably the busiest part of Rome and yet it is a legendary landmark. This fountain is in modern Rome, right next to the main train station. Walk around here but keep your belongings close to yourself because Rome has many pickpockets.

Explore the ruins of ancient Rome – Colosseo

The most obvious thing to do in Rome is to explore ancient Rome, it is the area around Colosseo. For this, get via dei Fori Imperiali Street and everything you would want to see is on both sides of this street.

Start with the Colosseum, then move on to Piazza Venezia. Next, you can check the Roman Forum, Trajan’s Forum, Arch of Constantin, and Flavian Palace.

Old Rome – Pantheon

Pantheon dates back to 125 AD. Of course, if you’re a Dan Brown fan then you would have probably read about all these places in the book called Angels and Demons. Yes, the book does make sightseeing more interesting but remember, it is just fiction.

There are other attractions that are nearby, like Castel Sant’Angelo – but I don’t want to include too much in the list because it will just overwhelm you.

You can skip South Rome but if you have time, then you can check out the Baths of Caracalla, Rome City Walls, and the Circus of Maxentius.

Viewpoints in Rome

Since Rome is built on seven hills, there isn’t a shortage of viewpoints. You can look for Janiculum hill in Western Rome, the Pincio at the end of the Borghese Gardens, Vittoriano in Piazza Venezia, and Zodiaco in Monte Mario.

Campsites Near Rome

Let’s face it, you shouldn’t enter Rome in your car because of parking problems. Instead, find a camping spot that’s just outside Rome and then explore the city by public transport. Here are two camping spots that I recommend:

• Happy Valley
• Camping Tiber

Check this post for a list of places to stay in Rome .

Optional: Stop in Naples for a pizza on your way

The Pizzas of Naples are world-famous. If possible, try to stop here for a meal or a snack on your way to the next spot to experience a legendary Neapolitan pizza. It is essentially Margarita Pizza that’s made with a particular kind of tomatoes and mozzarella.

The Napoli Pizza follows the guidelines of the Associazione Verace Pizza Napoletana. It has the protected status granted by the Italian Standardization Body.

I won’t go into the technicalities but keep your mind open and embrace the simplicity of this pizza. The beauty of the taste of this pizza lies in the best quality ingredients and an amazing base.

5) Amalfi Coast – 3 days – Positano

How can you visit Italy and not see the most praised coastal area – the Amalfi Coast? Keep in mind that it tends to get very busy even during the shoulder months because of its popularity. Amalfi Coast is an expensive destination because it attracts mostly high-income travelers.

The Italian road trip itinerary is designed in such a way that you can skip a part of it. If you think Amalfi Coast is blowing up your budget, then feel free to skip it because the other destinations are equally stunning too! Honestly, if you are visiting the Cinque Terre or Puglia, then you can safely skip the Amalfi Coast.

Ever seen pictures stunning coast with colorful houses, bougainvillea flowers, and low-hanging lemon trees all around? That’s Amalfi Coast. It actually is a group of 13 fishing villages, all of which are collectively UNESCO World Heritage sites.

Whether you decide to stay here or not, make sure you experience driving on the “Amalfi Drive”, which goes along the coast from Vietri sul Mare to Positano .

In order to explore the Amalfi Coast, we suggest you make your base in Positano. Don’t overwhelm yourself by trying to see even half the villages, just focus on one or two and enjoy your time there.

See my post about exploring Sorrento and Pompeii on a day trip from Amalfi .

Positano is situated horizontally on the face of cliffs that face the sea. It is a better idea to find a place to stay here instead of in Amalfi Town. From here, you can visit Amalfi Town by ferry.

The two beaches of Positano are Spiaggia Grande and Fornillo. Spend some lazy hours here to enjoy the landscape.

Do the Path of the Gods hike that is from Bomerano to Positano with stunning views. You can reach Bomerano on a bus from Positano to start the hike.

While in Positano, try the Limoncello. It is a locally-produced lemon liqueur.

Where to Stay in Positano?

Consider booking the picturesque Villa Rosa in Positano , which is 150 years old. This luxurious villa has epic views of the sea and lovely terraces.

Amalfi Town

Amalfi Town is the heart of Amalfi Coast. Take a ferry from Positano and spend a few hours here to see what the buzz is all about. The main Amalfi town beach gets crowded but you can spend some time here to enjoy the vibe.

Where to Stay in Amalfi Town

Amalfi is expensive but if you can afford it, then you should consider  Locanda Costa D’Amalfi , which is a seriously stunning hotel with a private beach.

This property faces the sea and some rooms also have a view of the water. The rooms feature terraces with panoramic views.

6) Puglia – 3 days – Bari, Matera, and Polignano a Maren

Having spent a month in Puglia last summer, I can claim that this is a place that you wouldn’t want to leave. There are stunning beaches, old cities, the Instagram-famous Alberobello village, and Florence of South – Lecce city . The seafood in Puglia is mind-blowing!

Puglia was once Italy’s secret but has come up with a bang in recent years. It has risen to prominence in popular culture.

The 2021 James Bond movie (No Time to Die) was shot in Puglia’s stunning Matera. Moreover, the Red Bull cliff diving championship took place in Polignano a Maren. Of course, people googled the location for the next days and Puglia went high in Google searches!

Honestly, 3 days are not enough for Puglia, but if you want to include it in your Italian road trip itinerary, then I will tell you exactly where to go.

You can’t do them all, but pick just 2-3 places and enjoy your time well.

Bari is Puglia’s largest city and it has a stunning old town. Sure, this itinerary already has many old towns but this one is very different because it is in South Italy.

Bari’s old town is called Bari Vecchia. It was the heart of the city even in pre-Roman times. Explore the maze of narrow streets here and enjoy the sights.

Many people make Bari their base as they explore the nearby destinations of Puglia. But I don’t suggest Bari as your base, check the next point.

Polignano a Maren

Instead of Bari, I suggest you make Polignano a Maren your base. It is a stunning beach town with historical buildings that are situated on the cliffs. You can just cover almost the entire city on foot because it is small.

Almost every restaurant or bar in Polignano a Maren faces the sea.

Alberobello

Alberobello is just 30 minutes from Polignano a Maren. It is a Trulli village and is a UNESCO world heritage site. So what’s a Trulli? It is an architectural feature of Puglia, a unique way of building temporary or sometimes full-time houses.

You won’t need a lot of time for Alberobello. Just arrive here and spend 1 hour walking around to see the Trullo. You can combine Alberobello with 1-2 other places that are in your South Italy road trip itinerary, like Matera or Lecce.

Alberobello is unique! You won’t see a place like this in all of Italy, so try to include this in your Italy road trip itinerary if you can.

If you thought Alberobello was unique, wait till you see Matera. It has rock-cut settlements and they are well-preserved. These settlements are a UNESCO World Heritage Sites.

Matera’s cave houses are called Sassi, and they are dug into limestone rocks. Yes, a little like Turkey’s Cappadocia . They are believed to be some of the first settlements in the Italian peninsula because some of them date back to 7000 BC.

While in Matera, see Sasso Caveoso and Sasso Barisano. This is where you will see the loveliest landscape. Matera was the main shooting location for the James Bond movie – No Time to Die.

Sant’Andrea

Drive to Sant’Andrea from Bari or Polignano a Mare to visit my favorite beach in Italy. The drive will take you around 1 hour 45 minutes so leave early.

Torre Sant’Andrea beach is stunning and it has many sections. There is a nice sandy part that’s perfect for families and several rocky parts that are super stunning.

Make a day trip here and spend a few hours here exploring this area. You can also cliff jump here.

Lecce is called the Florence of the South. It is an ancient city that I absolutely fell in love with! All the buildings here are beige and it is amazing to walk in Lecce’s old town. It definitely isn’t as busy as Florance.

Lecce has its own style of Baroque architecture, it is called Barocco leccese (Lecce baroque). Be sure to see Basilica di Santa Croce. It looks like it is right out of a Dan Brown book, and as per Marchese Grimaldi it looked like a lunatic was having a nightmare. Makes you curious to see it?

I have an entire post about visiting Lecce , be sure to check it out.

If you do end up visiting Lecce, walk around here and enjoy the stunning old town. Get a table outside in one of the restaurants and enjoy Lecce’s famous foods – Cozze Gratin, Frutti de Mare Pasta/risotto, or Pizza and Pasticciotto.

Tips for Italy Road Trip:

• Keep a small overnight bag ready in your car for places where you need to park your car and move further by train, like the Cinque Terre or Venice.
• You will find free water in designated water fountains in every single town or village in Italy. Make the most of it and drink this water.
• Parking can get very expensive in famous cities like Rome, Venice, etc – so feel free to skip them. More than just difficult, sometimes it isn’t possible to find a parking spot at all.
• Observe the traffic rules, even if the locals around you aren’t doing so. The fines are heavy and sometimes people also receive a 1-3 day driving ban.
• The alcohol limit is 0.50g/L and is zero for those who are under 21 or have a driving license that’s not older than 3 years.

PS: Drifter Planet  contains affiliate links. If you make a purchase through these links, we will earn a little commission at no extra cost to you.   We are a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for us to earn fees by linking to Amazon.com and affiliated sites.

Related Posts:

Thank you for your in depth work and sharing your personal experience! This is our first visit to Italy and always like to drive where possible to give me the flexibility to change my itinerary where needed!

Thank you! I’m glad you enjoyed our Italy itinerary and I hope you include our suggested places in our road trip route.

Heyy, very excited to have come across your blog. My partner and I are planning on following your route this April/May.

I just wanted to ask as we are planning/booking things, with the car rental you linked. It’s the Discoverers.com site, did you find this site to be reliable easy experience? We have read mixed reviews, so wanted to double check.

Thank you, Carrie x

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Hello Travelers!

Namaste, Guten Tag! I'm Sonal from India, living in Germany and exploring Europe. I've been writing about my travels since 2015. I often travel alone (and sometimes with family of 3).

I love European city breaks, nature, adventure, hiking to viewpoints, Yoga, and road trips. I have a knack for creating the most amazing travel itineraries and in-depth destination guides which will help you make the most of your trip.

Not sure where to start? Start with some of my most popular posts .

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Last Updated on April 18, 2024 by Drifter Planet

How to Spend 2 Weeks in Italy (Itinerary for 14 Perfect Days!)

Planning your first trip to Italy may feel overwhelming–but this (repeatedly) tried-and-tested itinerary for 2 weeks in Italy will have you relaxing into la dolce vita in no time!

For those who are new here, we are Kate and Jeremy Storm, travel bloggers and Italy travel addicts who have cumulatively spent more than a year each, over the course of many trips, exploring Italy in-depth.

After more trips (and plates of pasta) than we can count , our desire to return to Italy just keeps growing: there will always be more villages to explore, natural beauty to marvel at, and, of course, pasta and wine to enjoy.

Helping travelers plan their Italy itineraries is one of our passions, and we have repeatedly tested this guide to 14 days in Italy on friends, family, and ourselves many times over the course of several years!

So far, we have personally made our way to 14 of Italy’s 20 regions, from the imposing Dolomites of South Tyrol to the beaches of Sicily.

We’ve also “lived” for 2 months in Rome, and one month each in Florence and Bologna , enjoying a slower pace of Italy travel.

Suffice it to say that after all the time we’ve spent in Italy, we have some opinions about how to make your first trip to Italy truly unforgettable… and this Italy itinerary is what we suggest.

Some links in this post may be affiliate links. If you make a purchase through one of these links, we may earn a small commission at no extra cost to you. Please see our disclosure policy for more detail.

For first-time visitors, 2 weeks in Italy is the perfect amount of time to hit the country’s most famous and classic spots, see which ones you love, and (if you’re anything like us) fall head-over-heels in love with the country to the point that you’ll leave planning your next trip back.

This is the 2 week Italy itinerary we recommend to first-time visitors, including our friends and family, and we won’t be straying off the beaten path much here.

These first 14 days in Italy will be all about the classics–follow this trip and you’ll be spending a lot of time watching postcards come to life!

(And yes, this is a fairly long Italy blog post–feel free to use the table of contents below this paragraph to jump around as needed.)

Table of Contents

After Planning Your 2 Week Italy Itinerary…

How we structured this itinerary for 14 days in italy, the perfect itinerary for 2 weeks in italy, more (or less) than 2 weeks in italy, getting around italy, when to visit italy for 2 weeks, what to pack for italy, your 2 week italy itinerary map.

… we’d love to help continue to plan your trip to Italy in more detail here on Our Escape Clause!

We have been writing about Italy travel since 2016, and have amassed a collection of 100+ Italy blog posts available for free on this website, covering everything from the best hidden gems in Rome to what a coperto is (and why you should expect to pay one).

Cities like Rome and Venice are among our absolute favorites in the world, and we write about them extensively–but if you’re interested in getting off the beaten path in Italy, we have lots of options for that, too, from enjoying the mosaics of Ravenna to taking a road trip in Puglia .

One of my favorite things to write is detailed itineraries (like this one!), and we have suggestions for  Rome ,  Florence ,  Venice ,  Cinque Terre , the  Amalfi Coast ,  Milan ,  Naples , and more (and in the cases of some cities, several versions depending on how long you have to explore!).

I’ll link relevant blog posts throughout this 2 week Italy itinerary, but of course, I could never hope to include links to them all!

Head to  our Italy archives  to view all of our Italy blog posts in order, or if you’re looking for details on a particular destination, the search bar at the top right of the page (or at the top of the pop-out menu on mobile) is a great tool to use.

You also may want to check out the comment section at the bottom of this post–over the years, dozens of travelers have refined their own Italy itineraries there!

We structured this 2 week Italy itinerary as a point-to-point trip covering Rome, Florence, the Tuscan countryside, Cinque Terre, and Venice.

In this way, you’ll have a chance to experience many of the most popular places to visit in Italy over the course of 2 weeks, without doubling back or over-stuffing your schedule.

While some travelers like to include Milan, Lake Como, and/or the Amalfi Coast over the course of 2 weeks, we have found that with roughly 14 days (and often some jet lag) to work with, less is more.

We’ve opted for Venice over Milan and Lake Como due to personal preference, and opted for Cinque Terre over the Amalfi Coast due to geographic convenience and the ease with which it can be seen over a short period of time.

However, ultimately, the destinations that appeal to you most should be at the top of your Italy bucket list, and this itinerary for Italy in 2 weeks can be adjusted accordingly.

Days 1-4 in Italy: Rome

Rome’s highlights rank among the most famous sights in the world: who hasn’t dreamed of seeing the Colosseum in person, of walking across St. Peter’s Square, and of admiring the masterpiece that is the Sistine Chapel?

Three full days in Rome (excluding travel days) will give you plenty of time to see the best of what Rome has to offer, while also leaving plenty of time in your 2 weeks in Italy itinerary for all of the other destinations along the way.

If you happen to be lucky enough to have an extra couple of days in Italy, though–say 15 or 16 days, or perhaps less jetlag to contend with than some visitors–we highly recommend extending your time in Rome before adding time to any other destination on this 2 week Italy itinerary.

It’s simply impossible to run out of incredible things to do in Rome, which is why we have happily spent months there!

(It’s also worth pointing out that if you do have a bit of extra time in your schedule, booking an organized day trip to the Amalfi Coast is doable, if a long, day that is popular with ambitious travelers!).

Top Things to Do in Rome

Tour the colosseum + palatine hill..

Strolling through the center of Ancient Rome for the first time is an unforgettable experience!

Definitely don’t miss it during your first trip to Italy: you can buy skip-the-line tickets here (highly recommend for people visiting during summer/high season), or book the tour we enjoyed here .

Visit Vatican City.

The magnificent Sistine Chapel, the iconic St. Peter’s Basilica, the lovely St. Peter’s Square: for being such a tiny country, visiting Vatican City has a lot to offer!

We recommend using skip-the-line passes here as well, you can purchase them here .

We wrote a full guide to visiting Vatican City , so won’t repeat ourselves too much here, but in short, plan ahead, cover your shoulders, and touring the Vatican Museums on Friday night is worth it if you have the chance.

Stroll through Centro Storico.

The Trevi Fountain, the Pantheon, the Spanish Steps, Campo de Fiori: what do all of these famous things to do in Italy have in common with each other?

They’re all within walking distance of each other in Rome’s Centro Storico!

We also recommend seeking out a few of Rome’s hidden gems as you explore, including easy-to-access spots like Galleria Sciarra and Galleria Spada .

One of the best things about visiting Rome is just how much beauty is hidden in plain sight.

Things to Consider When Visiting Rome

Rome has two major downsides for a tourist: crowds and heat.

You can beat the bulk of both by traveling in the shoulder season (we personally think that October is the perfect month to visit Italy, and Rome is remarkably uncrowded in winter ), and/or waking up extra early to enjoy the city before everyone else gets out of bed.

For example, some of the best photos of the Trevi Fountain, Colosseum, and Spanish Steps that we’ve taken were snapped around dawn!

That being said–there are a million ways to get off the beaten path in Rome no matter when you visit!

While touristic hotspots like the Colosseum and Spanish Steps are nearly always crowded, fascinating places like the Capuchin Crypt, the Palazzo Doria Pamphilj, the Basilica of St. Paul Outside the Walls, plus the neighborhoods of Testaccio, Ostiense, and Monti in general, are just a few of the many great places to enjoy Rome without dense crowds.

Where to Stay in Rome

La Cornice Guesthouse  — We loved this little guesthouse! It was extremely clean and comfortable, and VERY affordable for Rome.

La Cornice is set slightly outside the main tourist areas, but an easy 5-minute walk to the metro and a 20-minute ride got us to the Colosseum and other major sights.

Our favorite part of La Cornice? Eating a nearby Joseph Ristorante for lunch, which we not only enjoyed during this trip but have returned to repeatedly in the years after.

Check rates & book your stay at La Cornice Guesthouse!

Hotel Condotti  — Located just around the corner from the Spanish Steps (and consequently the Piazza di Spagna metro station), you couldn’t ask for a better location in Rome!

Well-reviewed and boasting exceptionally clean rooms, Hotel Condotti is the perfect choice for a traveler with a midrange budget (or even a luxury traveler–this hotel also holds some impressive-looking suites!) who would like to be within walking distance of the best that Centro Storico has to offer.

Check rates & book your stay at Hotel Condotti!

Pantheon Inn  — If you’re looking for a building with classic Italian charm in the heart of Rome, this is it.

Located right behind the Pantheon and within reach, the Pantheon Inn offers a quiet, peaceful escape in the middle of bustling Rome.

You will need to walk a bit to the metro stop–but since the walk will take you through the heart of the beautiful Centro Storico, we doubt you’ll mind.

Check rates & book your stay at the Pantheon Inn!

Days 5-7 in Italy: Cinque Terre

No first trip to Italy would be complete without a visit to this beautiful coastline!

After leaving Rome, head north to Cinque Terre for coastal views, hiking, adorable fishing villages, and plenty of fresh seafood.

We recommend traveling from Rome to Cinque Terre (specifically Monterosso al Mare) via train , which should take about 4-6 hours depending on the route.

Since all 5 of the Cinque Terre villages are easily connected by train (or ferry during the summer!), feel free to stay in whichever one appeals the most, or even in nearby Levanto or La Spezia to save a tiny bit of cash.

Top Things to Do in Cinque Terre

Hike between the villages..

Sadly, many of the hikes at Cinque Terre have been closed for landslides–but the magnificent Blue Path trail between Monterosso al Mare and Vernazza (which is highly recommended!) and between Vernazza and Corniglia are open and ready for visitors!

We recommend stopping by one of the visitor centers for the latest information on available hikes.

Watch the sunset from Manarola.

Arguably the most famous of Cinque Terre’s villages due to its postcard-worthy view, Manarola is the perfect place to watch the sun sink behind the sea (preferably with a glass of local wine in hand).

Eat all the pesto and seafood.

Pesto is local to the Ligurian coast, and that makes Cinque Terre one of the best places to indulge in it in all of Italy!

Pesto happens to be one of my favorite foods, so I may be slightly biased, but in my opinion, it’s an unforgettable part of visiting Cinque Terre.

As the villages of Cinque Terre are fishing villages at their heart, the seafood here is also absolutely delicious.

Things to Consider When Visiting Cinque Terre

While it would be tempting to bring a car to Cinque Terre to have access to your own transportation and a more direct way to get to Cinque Terre from Rome and to Florence after your visit, the roads do not make for an easy drive.

Parking can also be a challenge around the villages–if possible, we’d recommend relying on the train, ferry, or the famous trail to get around Cinque Terre .

Keep an eye on closures to both the trains and the trails between the villages, however.

Strikes can happen that will shut down the train (which happened to us way back in May 2016!), and the trails can sometimes be washed out and therefore closed.

The trails also often close during the offseason, so if you’re planning a winter trip to Italy, don’t count on being able to hike between all the villages.

Why Cinque Terre instead of the Amalfi Coast?

I addressed this above, but it’s understandably a popular question when planning a trip to Italy for 2 weeks, and I wanted to expand on it here!

Italy’s Amalfi Coast is truly a marvel, but it makes less geographic sense for this itinerary than Cinque Terre.

Visiting the Amalfi Coast would require traveling south from Rome when the bulk of this 2 weeks in Italy itinerary focuses on the northern half of the country.

If you have your heart set on visiting the Amalfi Coast, you can certainly swap it out for Cinque Terre, but bear in mind that the travel times involved would be cumbersome, especially if you don’t want to cut days from the rest of the destinations on your Italy itinerary.

Cinque Terre also has the benefit of being smaller than the Amalfi Coast, making it easy to explore most or all of the villages over a short amount of time.

If you absolutely don’t want to cut any destinations and are determined to visit both Cinque Terre and the Amalfi Coast, handing the reins to the experts and booking and organized day trip to the Amalfi Coast from here is your best bet ( this one gets rave reviews ).

Where to Stay in Cinque Terre

Of the 5 villages of Cinque Terre, the only one we would recommend not staying in is Corniglia, as it’s the most difficult to get in and out of.

Other than that, all the villages have their perks–Monterosso al Mare has the biggest beach, Manarola has the most Instagram-famous viewpoint, and Vernazza and Riomaggiore are simply drop-dead gorgeous.

Bear in mind that many properties in Cinque Terre can involve a climb to reach them, so if mobility is a concern, be sure to double-check the location.

Most properties will offer porters to carry your luggage for you for a small fee, so if clamoring through town with your luggage doesn’t sound like fun, be sure to ask your hotel about their services!

Here are a few very well-reviewed properties to consider during your time in Cinque Terre:

Luciano Guesthouse (Riomaggiore)  — This is where we stayed during our most recent visit to Cinque Terre, and we can’t recommend it enough!

The property was clean and lovely, and the customer service offered by Francesco and his wife during our stay was absolutely top-notch. We would be thrilled to stay again!

Check rates & book your stay at Luciano Guesthouse!

Scorci di Mare (Riomaggiore) — Want to stay a 3-minute walk from the beach and see the sea from your window?

If so, the popular Scorci di Mare is the perfect spot for you!

Check rates & book your stay at Scorci di Mare!

Da Baranin (Manarola) — Cinque Terre is expensive, there’s no getting around it.

For a budget option, consider Da Baranin–you’ll need to climb up and down a steep hill as a trade-off, but you’ll get to stay in Manarola for a very affordable price tag!

Check rates & book your stay at Da Baranin!

Days 8-11 in Italy: Florence + the Tuscan Countryside

Tuscany is one of our favorite regions in Italy–and not just because we could spend a lifetime eating and drinking there (though we could).

The towns are beautiful and distinct, Florence is a dream of a city, the history is interesting, and the golden tinge to the light that you see in pictures of Tuscany isn’t photoshop–it just really looks like that.

While there’s no such thing as too much time in Tuscany, 3 days in Tuscany will give you a chance to explore the best of Florence in about 1.5-2 days, and also give you time to visit at least one other Tuscan city or small town, and/or head out wine tasting.

Pisa is a popular choice that is close to Florence, but unless you’re truly dying to see the leaning tower, we’d recommend Siena, Lucca , or Montepulciano instead.

If you’re looking for small-town day trips from Florence , San Gimignano, Volterra , Arezzo , and Montefioralle (near Greve in Chianti) are all stunning, and though it is in Umbria rather than Tuscany, we adored our visit to the village of Orvieto as well.

If you’re hoping to enjoy some wine tasting and town-hopping, this is an excellent opportunity to get a lot of value out of a guided tour: this wildly popular day trip from Florence is a fantastic way to taste a variety of what Tuscany has to offer (literally and figuratively).

Top Things to Do in Florence

Visit some of the best renaissance art on the planet..

The Uffizi Gallery (home of the Birth of Venus) and the Galleria dell’Accademia (home of Michelangelo’s David) are both home to undisputed world treasures that deserve to be admired during your 2 weeks in Italy.

We definitely recommend booking skip-the-line tickets to both galleries to avoid waiting in their very long lines (we once showed up to the Uffizi without pre-booked tickets and ended up giving up on visiting after nearly an hour of waiting).

You can purchase skip-the-line tickets to the Galleria dell’ Accademia here and to the Uffizi here .

Try your hand at a cooking class.

We may be a bit biased, given how much we adore Tuscan food, but if you want to take a cooking class during your 14 days in Italy, we recommend doing it here.

We adored our day taking this cooking class and years later, we still talk about it being one of our favorite days spent in Tuscany!

From the views of the countryside to the beautiful farmhouse the class is hosted in, to the sublime food, it is truly an experience to remember.

Seek out the best views of the city.

From the ever-popular viewpoints of Piazzale Michelangelo and the cupola of the Duomo to lesser-known spots like the Rose Garden and Palazzo Vecchio, there’s no doubt that Florence is a city that deserves to be admired from all angles.

We’ve rounded up the best views of Florence here –personally, we have a soft spot for the view from the top of Palazzo Vecchio.

Take a day trip to the Tuscan countryside.

Wine, plus incredible Tuscan food, plus rolling countryside, plus stunning villages–a day trip to some of Tuscany’s remarkable villages and wineries is bound to be a day that you’ll never forget.

This incredibly popular day trip is a fabulous option!

Things to Consider When Visiting Florence and Tuscan y’s Countryside

Three days in Tuscany gives you a couple of options as far as lodging: you can either stay in Florence the whole time and take day trips out, you can stay in a smaller city the whole time and simply take a day trip to Florence, or you can split it up–two nights in one city, and one in another.

Personally, we’d recommend sticking with one place to stay–this Italy itinerary is already fast-paced, so there’s no reason to take up extra time moving hotels in Tuscany.

We’ve visited Tuscany many times with both structures , and love both for different reasons .

You truly can’t go wrong with either option–I’d stay in Florence if you’re more of a city person, and in a surrounding Tuscan town if you’re more interested in the countryside.

If you stay in the countryside, you will definitely want to rent a car for this portion of your Italy itinerary.

Where to Stay in Florence

B&B Le Stanze del Duomo  — Though Florence hotels can be a bit pricey and stretch the definition of “budget”, B&B Le Stanze’s beautiful rooms and impeccable location in Florence will be sure to have you swooning!

Check rates & book your stay at B&B Le Stanze del Duomo!

Hotel Silla — Located just a hop, skip, and jump from the Arno River, we loved our stay at Hotel Silla!

The hotel itself is lovely and quiet, the included breakfast a nice touch, and the location perfect: you have easy access on foot to all that Florence has to offer, without having to worry about crowds or noise.

We’d be happy to check in again!

Check rates & book your stay at Hotel Silla!

Hotel Lungarno  — Nestled right against the Arno River and home to one of the best views of the Ponte Vecchio in Florence (not to mention some of the best views of the rest of Florence from their top deck), Hotel Lungarno is our personal “if we ever  really  want to splurge” hotel in Florence.

You can’t go wrong using Hotel Lungarno as your base during your Italy vacation!

Check rates & book your stay at Hotel Lungarno!

Days 12-14 in Italy: Venice

Canals, canals, and more canals: Venice is simply a ridiculously beautiful place, and despite its somewhat controversial reputation, we absolutely adore it (yes, even during the summer !).

Definitely make sure that you climb St. Mark’s Campanile for an amazing view of the city, check out Libreria Acqua Alta (one of our favorite bookstores in the world!), walk across the Rialto Bridge, and spend ridiculous amounts of time wandering aimlessly around the small streets and lesser-known canals–that is truly Venice at its best.

If you have good weather while in Venice, also consider a day trip out to Murano or Burano for another view of Venetian life!

We’ve written extensively about Venice, in large part because we adore the city and know that unfortunately, not everyone walks away with the same impression.

We recommend taking a look at our suggested 2 day Venice itinerary and guide to the best hidden gems in Venice as you plan your trip here!

Top Things to Do in Venice

Tour the doge’s palace + st. mark’s basilica..

Venice has a truly fascinating history–for a city that is now known mostly for its beauty, flooding, and risks of sinking, it can be hard to recall that once upon a time, there was a true and powerful Venetian Empire.

Learning about the history of Venice’s government (it included  many  councils) and how it acquired its wealth is a fabulous way to get to know the city on a deeper level–and the buildings themselves are incredibly impressive, too.

We recommend taking a tour here if at all possible–it truly adds so much context.

This tour of the Doge’s Palace + St. Mark’s Basilica is very popular and a great option!

Stroll through Venice’s beautiful sestieri.

Venice is divided into six districts, or sestieri, and each sestiere has its own distinct flavor and beauty.

San Marco and San Polo are the most popular (read: crowded), and while they are absolutely gorgeous, we recommend making time for a walk through some of the others as well.

Castello, Cannaregio, Dorsoduro , and San Croce all have a lot of beauty, canals, and quiet streets to offer.

Hit the water and enjoy Venice’s canals.

While the gondolas are (deservedly) famous, there are indeed ways to experience Venice’s canals on any budget.

Whether you want to splurge on a private gondola ride, opt for the mid-range shared gondola option, or stick to a budget and tour the Grand Canal via Vaporetto , there’s a canal option open to you!

Our guide to gondola rides in Venice will help you know what to expect, or, if you want to find a way to enjoy a gondola ride for just 2 Euro (not a typo!), here’s how to find a traghetto .

Things to Consider When Visiting Venice

Especially if you’re visiting during the summer, Venice will be both crowded and expensive.

It’s still absolutely worth it to go, but like in Rome, consider early wake-up calls to get the most out of your experience.

Some of our best memories of Venice are of walking through the city before the shops even start opening–and we’ve often found that we get our best photos of Venice then, too.

Keep in mind that if you want to take an iconic gondola ride, you’ll be paying a pretty penny–80 Euro/gondola worth.

After enjoying more than one gondola ride in Venice, we can confirm that they are worth it to the right traveler–but you can absolutely have a fabulous trip to Venice without one, too.

Where to Stay in Venice

Hotel Casa Boccassini  — This cute hotel easily met our needs during our first trip to Venice!

The room was simple but clean, and the shared bathroom was a fair trade in exchange for their competitive prices in a great location in Cannaregio.

The bathroom was clean and we had a sink in our room, both of which always make shared bathroom situations much easier.

The courtyard of the hotel was beautiful!

The hotel was a simple and beautiful 10-minute walk from the Rialto Bridge and just a 5-minute walk from the Vaporetto to the airport.

Check rates & book your stay at Hotel Casa Boccassini!

Hotel Lisbona  — We decided to check into Hotel Lisbona for one reason: we wanted to stay on a canal!

If you’re looking to stay right on a canal in Venice without paying luxury prices, we can heartily recommend Hotel Lisbona.

The building is beautiful and definitely has that oh-wow-I’m-in-Venice effect (especially when you look out the windows), the customer service is great, and the included breakfast is tasty.

The central location (it’s around a 5-minute walk to Piazza San Marco) couldn’t be better.

The downside? The room we stayed in was  tiny –but to be staying right on a Venetian canal in such an amazing location, we definitely considered the trade-off worth it.

Check rates & book your stay at Hotel Lisbona!

Hotel Danieli  — If you’re looking for a true luxury experience for your 2 days in Venice–the kind of hotel stay that you’ll remember for the rest of your life–look no further than the iconic Hotel Danieli, located inside 3 former palazzos along the Riva degli Schiavoni.

Every detail has been looked after here, and everything from the furniture to the breakfast to the location (mere steps from the Bridge of Sighs) to the truly stunning lobby will ensure you have an absolutely unforgettable trip to Venice.

Even if you don’t check in, consider dropping by the bar to see the beautiful lobby for yourself!

Check rates & book your stay at Hotel Danieli!

Italy has an endless amount of places to see, and no 2 weeks in Italy itinerary could dream of covering the whole country.

If you’re visiting over the summer (or over the winter and you like to ski) and find yourself with more time in Italy, consider heading to the South Tyrol region to experience the Dolomites (also known as the Italian Alps).

You could also head to Lake Como and stop off at Milan along the way, or stay further east after leaving Venice and hit up the stunning Verona .

Bologna , which is known as one of Italy’s great foodie cities, is another wonderful choice, and also includes the option of a day trip to the microstate of San Marino .

And, while Bologna is the most famous place to visit in Emilia-Romagna, we’d be remiss not to point out Ravenna (home to absolutely incredible UNESCO-recognized mosaics) and Parma (the origin of parmigiano-reggiano and a delightful city) as well.

South of Rome, you could head to the incredible Amalfi Coast or the stunning island of Capri , and stop off for a day along the way to eat pizza in Naples .

Further south, the stunning beaches and towns of Puglia make for a memorable summer trip to Italy.

Even with all that, you’re still barely scratching the surface of Italy (and of course, every single one of the destinations included in this 2 week Italy itinerary could easily take up more time as well)–but that’s ultimately a good thing.

If there’s one thing that we’re certain of after more than a year of exploring, it’s that there is always a reason to plan another vacation in Italy.

With One Week in Italy

If you only have roughly one week to spend in Italy, we–heartbreaking though it is–recommend cutting at least one of the destinations suggested on this 2 week Italy itinerary. 

Personally, we’d first cut Cinque Terre (especially if you’re visiting outside the summer season), leaving the trifecta of Rome-Florence-Venice intact.

We go into this further in our guide to spending a week in Italy , as well as provide other suggestions on how to make the most of a short Italy itinerary.

If you need to cut a second destination, let geography be your guide, and trim off whichever destination will take the most time to reach based on your travel plans.

I know it’s incredibly hard to cut destinations, but rushing to a new place almost every day will eat up way too much time that should be spent experiencing Italy.

And ultimately, any given two, or even one, of the destinations covered in this Italy itinerary, could make for a magnificent trip.

With 3 Weeks in Italy

If you have an extra week to tack onto this 2 week Italy itinerary, lucky you!

You’re in for a real treat with a whole 3 weeks in Italy.

Our personal recommendation would be to use that extra week to add on Naples, Pompeii , and the Amalfi Coast.

If you’re a fast-paced traveler, you could cover those destinations in 4-5 days and spend the remaining time sampling Milan and Lake Como ( the town of Bellagio is just as picturesque as the pictures imply).

With that, you’ll cover the vast majority of the country’s best-known sights on your trip to Italy!

Alternatively, if you’re more of a slow, immersive traveler, use the extra week to really dig into one of the regions already included on this Italy itinerary.

Tuscany or Rome would be our pick (and you can technically take a very long day trip to Pompeii or Naples from Rome if you want to try to get the best of both worlds).

Within each of the destinations outlined in this 2 weeks in Italy itinerary, walking will likely be your most common method of getting around, and also half the fun of traveling Italy!

You’ll probably want to mix in some public transportation as well, particularly in Rome, but strolling through destinations like Venice and Florence is by far the best way to explore them.

Getting between destinations, however, is a different story–here’s a quick outline of transportation within Italy.

Trains rule on-the-ground travel in Italy: if you’re not going to rent a car, it’s likely you’ll be getting around Italy by train.

Every train we have taken in Italy has been comfortable and pleasant, but keep in mind that strikes can occasionally interfere with travel.

We definitely recommend booking your train tickets in advance if you’re traveling on Italy’s high-speed trains, as these tickets can increase in price as the dates get closer.

If you’re traveling on the regional train, you don’t need to worry about booking ahead, as the prices are fixed. 

We typically travel Italy by train with Trenitalia, Italy’s national company, but Italo (a private company) is also excellent for some routes.

In Lombardy (where Milan and Lake Como are located), you’ll also see Trenord-branded trains.

You can check prices and compare rates, schedules, and more on Omio to ensure you’re getting the best deal on train (or bus) travel in Italy.

We use Omio regularly throughout Europe and have always had good experiences with it.

If you do happen to buy a train ticket at the station (for a day trip, perhaps), keep in mind that paper train tickets  must  be validated before boarding the train in Italy, and failing to do so could result in a hefty fine, being thrown off the train at the next stop, and an enormous headache.

As far as we’re concerned, that’s another reason to book online, as showing the tickets on your phone to the conductor is just fine.

Shop train tickets for your 2 week Italy trip today!

Renting a car to drive through Italy is a popular option, especially in places like Tuscany, but there are a few things you’ll want to consider before you do.

Keep in mind that cars are restricted from driving into the historical centers of most cities, including Florence and Venice, and failure to adhere to these rules (even accidentally) can result in strict fines that you sometimes find out about through the mail months after the fact (my dad and a good friend have both been fined for driving in Italy via a summons after returning home).

For that reason, as well as issues with extremely limited parking in cities, we recommend limiting car rental when possible to time spent in smaller villages and towns.

While we love taking road trips in Italy , this itinerary for 14 days in Italy doesn’t require one, with the possible exception of renting a car for a couple of days to explore smaller villages in Tuscany.

If you do want to rent a car in Tuscany, know that an international driver’s permit is required for renting a car in Italy and must be obtained in your home country before arriving.

Sometimes car rental companies ask for it, sometimes they don’t (same with the police), but in our opinion, it’s not worth taking the risk–add this to your list of things to take care of being starting your 2 week Italy trip if you plan on renting a car.

Also, keep insurance in mind!

Thanks to Italy’s (somewhat deserved) reputation for less-than-cautious drivers, some travel insurance companies will not cover you while driving in Italy, or charge an extra fee to do so. Be sure to double-check before you book.

If renting a car is the right choice for you, we recommend browsing Discover Cars , and aggregate for finding rental cars in Europe (and beyond, though they’re most popular in Europe).

Discover Cars will search both local and international brands that have available cars for your dates, and allow you to compare prices, reviews, and inclusions side-by-side.

Shop rental cars for your Italy vacation today!

Bus travel in Italy is much less common than in some other European countries, mostly because of their well-developed train system.

You can find some buses available, however, especially among smaller cities and villages (we’ve used local buses in South Tyrol several times), as well as throughout certain parts of southern Italy.

If you’re having trouble deciding how to get around a certain destination.

In addition to trains, you can also browse some long-distance buses via Omio .

If you’re hoping to be careful of your budget during your 2 week Italy trip, we recommend looking into flights for the Rome to Venice (or vice versa) leg of this itinerary.

Trains are a comfortable, romantic, and easy way to travel, and they also often cost more than budget flights do!

There’s no such thing as a bad time to spend 2 weeks in Italy, but some seasons are definitely more convenient to travel in than others.

Summer is the most popular season and will bring warm weather, lots of sunshine, and lots of tourists.

Prices will be at their highest, but the beaches will be at their best–if you’re hoping to swim at Cinque Terre, you’ll want to plan a summer trip.

Winter is the offseason and will bring colder temperatures, rain, and gray skies.

Prices will be at their lowest, and crowds will be as small as they ever get.

The Christmas season can bring increased crowds, but also the benefit of experiencing Christmas decor and markets (though fair warning–these have nothing on the Christmas markets in Austria and Germany! Check out Bolzano for something close.).

Personally, our favorite times to travel to Italy are the spring and especially the fall.

T he crowds are less than in the summer, spring brings beautiful blooms, and fall brings the olive harvest (after tasting fresh olive oil in Tuscany, I don’t know how we ever lived without it).

The weather is a bit riskier during the spring and fall than during the summer, but we have never had much of an issue with it.

T he occasional rainy or cool day is worth it to us for the tradeoff of not being hot and crowded, and October is our personal favorite month to visit Italy.

Ultimately, though, whenever you have a chance to plan a 14 day Italy trip, take advantage of it: every month of the year brings distinct upsides and challenges, but each and every one of them is worth the trade-off.

Planning a packing list for 2 weeks in Italy can be a challenge of its own!

We have a full Italy packing list here, but to get you started here are a few things to be sure to bring on your trip to Italy.

These days, we prefer just to leave valuables in our Pacsafe during the day.

Option C: Hope you get lucky with the weather (but fair warning, we’ve never been avoided rain entirely during a trip to Italy!).

Bring a small pack of tissues, toss them in your day bag, and you won’t have to worry about it.

I’ve been using it for more than 5 years now and am now working on my second volume, and I absolutely adore it!

I use them on all boats and the occasional bus, and if things get really bad, take some Non-Drowsy Dramamine as well.

Before heading off for your 2 weeks in Italy, be sure to read through our complete Italy packing list !

Take This Map With You! Click each highlight to pull up the name of the destination. To save this map to “Your Places” on Google Maps, click the star to the right of the title. You’ll then be able to find it under the Maps tab of your Google Maps account! To open the map in a new window, click the button on the top right of the map.

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About Kate Storm

In May 2016, I left my suburban life in the USA and became a full-time traveler. Since then, I have visited 50+ countries on 5 continents and lived in Portugal, developing a special love of traveling in Europe (especially Italy) along the way. Today, along with my husband Jeremy and dog Ranger, I’m working toward my eventual goal of splitting my life between Europe and the USA.

148 thoughts on “How to Spend 2 Weeks in Italy (Itinerary for 14 Perfect Days!)”

I’m in Veneto, and so am biased about what I write about Italy. You covered some great places like CInque Terre and beautiful Toscana. I totally agree about heading to see the Alps, the Dolomiti is a must too. Beautiful photos to accompany the post too!

Thanks, Lisa! We’re hoping to make it back to see even more of Italy in 2018–maybe we’ll make it to more of Veneto this time!

Do the 3 chimney hike, you will not be disappointed!

Italy, why can’t I quit you… I have been reading about how dreary Italy can be in the winters. I think you are right that fall would be the best time to visit. I loved how clear all of your photography was.

Thanks, guys! I know what you mean–we can’t quit Italy, either.

I went in October 1-14, 2021, we had one evening of rain in Venice but we went to a concerto and the rain was over when we came out of the concert!!! I had the best trip ever!!!!!! My daughter planned it and she did an excellent job, Naples to Rome to Florence to Tuscany to Venice to Cortina to Venice train to Naples to Mt. Vesuvius to Pompeii to Verti to Amalfi Coast. It was an amazing trip and I want to go back too.

How many days did you stay in each of these places on your trip to Italy?

What was your itinerary day to day. What method of transportation? Thanks!

Could you please share more details? would love to do this itinerary Summer of 2023!

A great article for first timer to Italy. I have sent this to my partner and I hope he reads it, I have dreamed of coming to Italy since I was a young girl. My parents went to Italy and always spoke of Venice and Muranos Island and of course glassware. Your photos are spectacular.

Hope you get to make that trip happen soon, Nicole! Italy is as amazing as advertised. 😀

Italy is such a cool destination and this is the perfect guide to plan a trip in two weeks. I have been to Rome once and your pictures of Trivi Fountain is amazing as during my visit it was mainly crowded. Did you explore the islands near Venice too ?

No chance to go to the islands, sadly–the weather didn’t cooperate with us too well in Venice. Hopefully next time! We’d especially love to go to Burano.

I was actually wondering where you were off next, after reading your Rome post 🙂 although not a big fan of Italy overall, I am a huge fan of Tuscany… I only got to spend 2 days in Florence a few years back, so it is definitely on my travel list! Love your pics!

Florence is definitely worth a return visit–the food alone would be, in our opinion! 😉

I visited Italy for the first time last year, travelling to Rome and it was magical. The amount of culture is unbelievable, I would love to travel to Florence or Naples next time!

I hope you get that return trip, Lottie! Italy never gets dull, that’s for sure.

Your pictures are really enticing. A trip to Italy would be incomplete without taking up a culinary class or 2 in Tuscany. Cinque Terre looks particularly interesting too. Will get back to you for travel-planning. 🙂 Cheers!!

You’re totally right, Aditi–our cooking class in Tuscany was one of our highlights of our month there this year! Food in general is such a big part of traveling in Italy, it really adds something to the whole experience.

I agree with you that one cant get enough of Italy…and this time I really mean it! So much cosy villages and site to explore…and not to mention the food! I have been to Italy many times before living in the country next to so I think you have chosen a great destinations for a two weeks itinerary for a first-timer! I hope to visit the northern and souther part of Italy this summer!

Oh, it must be so much fun to live in Italy! I’m sure it comes with its challenges as well, like any destination, but if we could pick somewhere to live for a year, Italy would be VERY high on the list!

Eat, Pray, love put Italy on my map. And, I am so glad it did. I really enjoyed my time in Italy. And, without knowing I almost followed your first-time visitor itinerary. The country is so beautiful that one time is not enough. I am aching to go back. Maybe this year it will happen.

Hope you get to go back, Archana! No such thing as too many trips to Italy, right?!

A nice itinerary that you have suggested. Did all these except for cinque Terre. Wish someone had advised me then to do that. I hope to go back to Italy again to see this. Cheers

Agreed–we hope we get to go again soon, too! 🙂

Curious, how did you decide the order of your destinations? We’re doing 15 days in Italy and flying into Rome. We’re trying to visit Venice, Florence, Cinque Terre, Tuscany then Amalfi Coast before returning to Rome for our flight home. Any advice on the best order?

We actually put this itinerary together based on a couple of months worth of travel in Italy, so we didn’t follow these steps exactly in order (though we’ve visited all of these destinations, some more than once!).For your trip, assuming you’re flying out of Rome as well, I’d personally probably structure it as: Rome to Cinque Terre, Cinque Terre to Florence/Tuscany, Florence/Tuscany to Venice, and Venice to the Amalfi Coast (you’ll need to stop by Rome again) before returning home.

No matter what way you do it, you’re going to have a lot of travel time in there–you’re covering quite a bit of the country.Honestly, I’m tempted to say you should skip either Cinque Terre or the Amalfi Coast (the Amalfi Coast would make more sense to cut geographically, hence why it didn’t make this itinerary) and slow the pace a bit, but I know that’s much easier said than done–when you have a limited number of days, you want to see it all!

Not sure how you’re planning on getting around, but I’d consider saving some time and flying from Venice back to Rome–budget airlines (including Ryanair) fly in/out of both those cities, and if you plan in advance, you may be able to get very low fares. Also consider booking any train tickets you need in advance–fares go up dramatically the closer your dates get.

Hope you guys have an amazing trip! Italy is absolutely incredible. ?

Hi Jeremy and Kate, Warm greetings from India. I discovered your blogsite recently and this is really amazing 🙂 I wanted a favor from you guys, I will be travelling to Italy soon, for some office work in mid march. I will stay at Siena for 14 days. Can you please please please recommend me a travel plan or at least help me with details of rail travel? I intend to see Rome on one weekend, Venice and Milan on other weekend. I intend to travel Florence and Pisa during weekdays, when we get time off. I wish to hear from you guys… Love from India <3

Hi, Akshay! That’s not a service that we offer, but I can say that we used Trenitalia for our train tickets and were very satisfied with them. I recommend booking as soon as you know your dates, because prices do get more expensive over time. I think seeing Venice and Milan in a single weekend will likely be too much–unless you’re dying to see Milan in particular, I’d recommend skipping it and heading right to Venice. Good luck!! Hope you have an incredible trip.

We leave for our first Italy trip next week! I am so excited! When we were first planning our trip we were trying to pack too much into 14 days. We settled on flying into Venice for two days, heading to Modena for two days, traveling to the Umbria region for 5 and ending in Rome where we fly out.

Oh, that is so exciting! It’s definitely tempting to try to stuff too many destinations into too few days, but your trip sounds wonderful. I hope it helps you fall in love with Italy!!

Hello- We are traveling to Italy for first time in August 2018. Flying in to Venice and staying for 3 nights. Then to Florence for 4 nights, and on to Rome for 6. Flying back to US from Rome. Question– Should we decrease time in Rome to add 1-2 nights in Naples or Sorrento to see Amalfi Coast? We will do day trip from Rome –> Naples –> Pompeii, but just curious if we should try to squeeze in Amalfi Coast. Thank you!

Hi Vicki! It’s hard to say without knowing your general travel style (how badly do you want to see the beach?), but our recommendation would be to stick with Rome for 6 nights, or to add on an additional night onto Florence and potentially use that as a day trip to Cinque Terre (you’ll need a car to do that, but it’s a shorter drive than Rome –> Sorrento). Good luck with your planning–your trip sounds fabulous!

Thanks so much Kate! The attraction to Amalfi Coast is b/c we have heard how beautiful it is- but it does does sound far for a day trip from Rome. I keep reading about Cinque Terre but we are not big hikers (knee issues…!). Would Cinque Terre be worth a day trip (train?) on the way to Florence from Venice? Thank you so much for your help! Vicki

A day in Cinque Terre on the way to Florence, perhaps… but you’d need a whole day, and likely need to spend a night. There’s no direct train from Florence to Levanto (the larger village near the Cinque Terre villages), unfortunately, so traveling by train between the two without a car is harder than it appears looking at a map. Travel from Venice to Cinque Terre will likely take an entire day as well, but you could add one Cinque Terre day in between two travel days if you’d like! 🙂

Kate, Thank you so much– this has been enormously helpful! I think we’ve decided to take the train from Venice to Florence, spend 4 full days in Florence and just explore that beautiful area. We know we need at least two full days in Florence, but welcome any/all suggestions about surrounding area day trips. Grazie!!

Hi Vicki! Some of our favorite Florence towns include San Gimignano, Volterra, and Lucca–all great day trips. 🙂 Siena is also popular. If you have a car, there are natural hot springs in Tuscany that are supposed to be beautiful, but we haven’t made it there ourselves yet. Our “Romantic Things to Do in Tuscany” post has some great ideas as well–you don’t necessarily need to be traveling with a partner for them, either! 😉

Vicki- who are you booking with. This is the exact trip myhusband wants but couldn’t find it. flying to venice for 3 nights, florence for 4 nights, then Rome.

I’m not sure what Vicki is planning, but if you guys are planning the trip yourselves, I’d fly to Venice, take the train to Florence, and then the train to Rome before flying home. I’m not sure of any group tours that follow that route, though I’m sure they exist!

Hi Kate, in your scenariou do you fly back home from Venice or Rome back home

It’s up to you and how the flights work to/from your destination.

In a perfect world, it’s easiest to fly into Rome and out of Venice.

However, if flights are much more expensive that way vs booking a round trip ticket, you can also take the high-speed train from Venice back to Rome to fly out. The fastest trains on that route take just under 4 hours, but you’d need to book those tickets in advance.

This post is a great guide for traveling through Italy. My friends and I traveled to Italy on a rented car and visited some of these places. I advise everyone to visit here!

Thanks, Dylan! So glad you guys had a great time.

Parking can also be a challenge around the villages–if possible, we’d recommend relying on the train or Cinque Terre’s famous trail to get between the villages. And it is very good, because in Ukraine it is big problem!^(

Yes, absolutely, but it can be convenient to drive to La Spezia and take the train into the 5 villages from there. 🙂 Easier than taking the train all the way from Florence for sure!

This is amazing blog! My husband and I are traveling to Italy for our honeymoon in June. Could you guys shed some light on car rental and driving in Italy? Is it driver friendly with interpretable directions? My husband wants to bring a GPS – is this too ridiculous? Thank you!! Also, have you been to Capri?

Hey Natalie! Congrats on your wedding–we got married 5 years ago this June. 🙂 🙂 Italy is reasonably simple to drive in when you consider the quality of the roads (decent) and navigation (decent). That being said, drivers are aggressive and driving in cities is a headache–at the very least, I’d ditch the car in major cities. Depending on your itinerary, I doubt you’ll need a car for your whole trip–I’d consider where it would be more of a hindrance than a help (basically any large city and any surrounding smaller cities/towns that you can connect to by train) and go from there.

I am so happy I came across your blog! We leave 9/8/18 from California and arrive in Rome on Sun. 9/9 @ 6pm My initial thought was to take the fast train to Venice on Mon. 9/10 and then work our way down to Florence, CT, Rome.. but now i am wondering if i should fly to Venice on 9/10 after a good nights rest instead of train to save time.. its the same price! Or do you suggest head straight to CT from Rome, then on to Florence, Venice and fly back to Rome to finish our trip there?? I saw you suggested above to go to CT from Rome..

I am trying to not overwhelm ourselves as i really don’t want to spend all my time on a train or stressed out.. But i feel like these are the 4 places we want to see this time around.. (i had to talk myself out of Amalfi, Lake Garda, etc.!.. i want to see it all!) Also, this will be our honeymoon! We will be there for a total of 13 nights.

Hey Amanda! Congrats on your upcoming wedding!!

September is the perfect time for a honeymoon in Italy, it’s one of our favorite months here. 🙂 I definitely understand the difficulty of cutting things down, lol–there’s never enough time!

As far as starting in Rome or Venice, it’s mostly personal preference. I wrote the itinerary this way for two reasons: 1) most people fly into Rome, and 2) If I had to choose, I think Venice makes a better last destination than first. They’re both crowded and touristy, of course, but seeing the best of Rome requires a lot of effort and activities–the Colosseum, touring the Vatican, etc.

Venice definitely has some great sights, but you could also spend a couple of days strolling aimlessly around the city while eating endless gelatos and still come away feeling like you “saw Venice”–in other words, it’s not as demanding as Rome IMO.

Plus… after flying all the way from California, I’m guessing you’ll be ready to see Italy once you get here, not jump on another train/plane! But ultimately, it’s your call–I don’t think either direction would be a mistake.

I do definitely recommend flying over train travel for the Rome to Venice route, as it’ll definitely save you time–anything that saves you time and stress on a honeymoon is a good idea. 🙂

Hi there, I am taking my wife for 2 weeks coming up next month. We are staying in Cortona, Italy in Tuscancy and making day excursions to Florence, Pisa and other towns within a day of Cortona. For the second week, would it be better to start off in Venice and make our way to Rome and/or Cinque Terre or do I see about a last minute cruise from Venice through the Mediterranean. Downside would be that we wouldn’t see as much of Italy. We don’t want to be on the go 24-7 but we do want to experience Italy. Your comments are appreciated!

Both of those options sound amazing, so it’ll really just be down to personal preference!

I don’t know the cruise itinerary, but I would imagine that the cruise will focus more on natural beauty + beaches, and a a trip to Rome would be more focused on history (with still a sprinkling of beaches in that week if you hit up Cinque Terre).

If this is your first trip to Italy, I personally would forgo the cruise to focus on Italy itself, but there is definitely no right or wrong answer to that!

Great advice and itineraries, thanks so much! We’re planning an 8-10 day trip to Italy during the last 2 weeks of August and are thinking Venice, Florence and Rome (not necessarily in that order). I’m wondering if it would be a better plan to split the time between Venice and Florence and plan to see Rome during a trip during a shoulder season (we also have 2 weeks available to travel after Christmas ). Your thoughts on whether to cut the itinerary to 2 vs 3 cities during the hotter “touristy” time of year? Thanks!

That’s a tough question! Knowing you have another opportunity to travel after Christmas, I would probably lean toward cutting one city and sticking to two–it’ll be a more relaxing trip that way, and there’s more than enough to do in any two of those cities to keep you entertained for 8-10 days. I know it’s a hard call, though!

Hello, it was nice reading your and other people’s ideas. We are going to be 71 and 72 this coming April-May when I am planning our trip to Italy. I have been before and love the trains and agree with all. But, dealing with luggage on trains is not the easiest especially as we get older. I need to book lodging before the flights and we have enough miles. If we take the train, are there taxis at all the stations to get us and luggage to where we stay? And, any idea how much or if they take credit cards like I know they do in NYC? He suggested driving for that reason, but I think finding parking with the lodging, or at the sights, would be the worse problem. Do you agree? I was thinking of mid May, but have read that May is pricey. Do you think late April is warm? I don’t want to lug jackets. My idea for 2 weeks: fly to Rome, 3 days; to Assisi, Perugio, Siena- find a place in either area for a day or 2; Florence, 3 days;Pisa 1 day; Cinque Terre/LaSpezia, 2 days; Venice -maybe drive thru Verona, 2 days.

Hi Roberta! Yes, I can definitely see how the luggage on and off trains can be difficult. There are taxis at most of the stations, but they don’t tend to take credit cards. Uber is available in Rome, but no other city on your itinerary. I would say that driving is definitely more trouble than it is worth for larger cities like Florence, Rome, and Venice–you could consider driving to Cinque Terre, but you’ll likely just be leaving the car at the hotel the whole time.

I’m not sure what your budget is, but some hotels will also offer an airport (and possibly train station?) pick up service–for a fee, of course, but they would be able to help with the luggage.

Late April is a bit unpredictable with the weather–it may already be getting warm in Rome, but Venice will almost certainly still be jacket weather. You never know, though! We were in central Italy during late April this year (Bologna/Emila-Romagna) and we still wanted light jackets until around the beginning of May.

Hope this helps! 🙂

Hey! Came across your blog and this is super helpful. Even reading through all the comments.

My wife and I are flying into and out of Rome in September and have 14 days in Italy. We were thinking after arriving in Rome hopping on a train to Venice and staying there for about 3 and a half days then taking the high speed train to Naples and spending some time in Sorrento and that area for about 4 days and ending in a Rome for about 4-5 days. I’m not counting the days where it’s mostly traveling.

Do you think this is feasible? Should we add a city worth seeing or is it too spread out to really enjoy it? We want to make the best of it since we may not get back there soon but I also don’t want us running around so much that it becomes in enjoyable.

I appreciate your feedback!

It is feasible! You’ll be tired, but it looks like you have enough time to work with. If you have your heart set on those destinations, I’d look at a budget flight instead of a train for Rome/Venice and back–round trip fares can be quite inexpensive on discount airlines like Ryanair, and I know they have lots of flights between both cities.

With a 14 day trip, I would personally be tempted to trim a day from each of those destinations and add in another city (Florence/Tuscany would be my personal first pick), but you certainly don’t need to, and you guys know your pace best.

If you’re 100% sure on dates, I’d check on flight and train prices *now*–the high-speed trains that go between multiple regions of Italy (ie, the Rome–>Venice and Venice–>Naples trains) can be pricey, and the prices do increase as the dates get closer. With regional trains that stay in one area (just Lazio or just Veneto, for example), the prices are fixed and you can just buy whenever. 🙂

Have fun!! September is a magical time to be in Italy, I’m sure your trip will be wonderful.

Hi I Loved your itinerary, am thinking of something similar in October for my family. Could I ask what your final budget was for travel and accommodation / tickets etc please? Many thanks Carly

We put this itinerary together based on several months traveling in Italy, so it’s hard to extrapolate out what we would have spent. Speaking generally, I would say 140 Euros/couple/day, adding additional funds for kids, is a comfortable midrange budget in Italy, though you can easily do it on a far smaller or far bigger budget as well. If you plan to rent a car in Italy, that will eat into costs and you may want to budget extra for that.

Your travel blog is perfection! We are looking to surprise our daughters with a trip next summer and you have covered everything on our wish list.

Thanks, Jodi! That sounds like so much fun–I would have been thrilled to have my parents surprise me with an Italy trip! 😀

Hello I am in the process of planning a summer trip to Italy with our kids. We are flying into Venice ( award travel) and was planning to stay 2 nights, then stay 5 nights in Tuscany and then head to Positano for 5 nights. Will fly home from Naples or Rome. On our first trip to Italy we did Florence, Cinque and Rome. I was dreaming of a farmhouse/villa stay in Tuscany but so far they are all a Saturday to Saturday stay. We arrive in Venice on a Monday and was planning Tuscany for a Wednesday arrival for 5 nights. Wondering if we should skip Positano and go somewhere for 5 nights before Tuscany? Or should we fly from Venice to Naples , visit Amalfi area and then head back to Tuscany? Or maybe you know a place that doesn’t require a week stay in Tuscany? Is there a Tuscan town you recommend for a good home base? Trying to make the best use of our time. I am getting confused 🙂 Our kids are teens. Appreciate your thoughts!

Hi Sally! It all depends on what you’re looking for–Positano is beautiful, but if you’d rather stick to a closer geographic area, Verona and Emilia-Romagna (possibly based in Verona) would be good options between the two. For beaches, there’s always Elba in Tuscany (though that can be a little harder to get to). I don’t know of any Tuscan villas offhand that aren’t only Saturday-Saturday, but I would guess that VRBO and maybe Airbnb would be your best bets for that. We use VRBO for our multi-generational family trips to Tuscany. 🙂 Tuscany is one of our favorite places, so I’d have a hard time saying you can go wrong with a base there! Siena and Lucca are both great options if you’re wanting something smaller than Florence, but you’ll definitely need a car for day trips if you’re wanting to explore the region (and especially if you’re staying outside the city center).

I enjoyed reading your blogs very much. My family and i will have only 5 days in Italy, as a side trip from Germany. Where would you recommend that we must visit, as a first timer to Italy? Also, are there flights/trains that go directly to Florence?

Ahh, that’s a hard one! The answer is, of course, wherever you are most invested in going–but in my personal opinion, I’d pick Tuscany. It’s easy to navigate, incredibly beautiful, and very classically “Italian” for first-time visitors. It’s also one of our favorite places in the world, so I’m a bit biased. 🙂 There are flights and trains that go directly to Florence, but on that timeline and coming all the way from Germany, I’d definitely fly. If you’re open to budget airlines, be sure to check Pisa–it’s about 20-30 minutes outside of Florence, and most of the budget airlines fly there instead of directly to Florence.

We are heading to Italy (first time for me) next fall with 2 other couples and are just now starting to research. Your blog is amazing and really is helping us formulate our trip. Have you ever cruised the coast of Italy ( i want to see as much as possible going for 2 weeks) and know we cant see it all but wondered how a cruise (small less then 300 people) might help us see all those amazing sights on the water – 7 day then heading into shore and seeing the other parts of Italy.

We haven’t had the chance to cruise the coast of Italy (yet), but it’s actually on our list of Italy trips we hope to take one day.

If your goal is to see as much as of Italy as possible, I would say the benefits of the cruise depend on where exactly it goes and what your priorities are. I’d check and see how much land time there is vs cruising time, etc. It’ll definitely cut into your time in Italy itself, but it would also undoubtedly be a beautiful and unforgettable experience in its own right. The coast of Italy is incredibly gorgeous!

Did you take the picture of the Tuscan countryside that is right before the “Cars” section of this blog? If so, where is that at?

Yes we did!

It was taken at a winery outside of San Gimignano–those are the towers of San Gimignano that you can see in the far distance. Unfortunately, I didn’t note the name of the winery at the time, but there are similar views all throughout the area!

Kate, My husband and I are planning to go back to Italy next October.our past trips were Florence, Tuscany and a Rome. This time we’re going to Umbria area and the Amalfi coast probably 14 days total. My question is what order do you suggest? Last trip we felt like we should have done Rome first then Tuscany, Rome was hustle bustle and Tuscany was laid back and relaxing..we felt we should have stayed in Tuscany last. What place would you suggest starting and ending with.

If you’re looking to start with hustle and bustle and then end with somewhere relaxing, I’d recommend starting with the Amalfi Coast and then heading onto Umbria! As a bonus, you’ll then be near the coast a tiny bit earlier in the season, so hopefully some of the warm weather will hold out for you (and it very well might–we’re in Rome right now, and even though we’re into the second half of October, it’s 80F and sunny out!).

Hi, Thank you for sharing this itinerary – so helpful as we have never travelled to Italy and are planning our first trip later this year. We would also like to visit Pompeii. How long would you spend there and where would you stay to include this stop. Thanks so much

I’m actually working on a Pompeii/Mount Vesuvius guide that should be published sometime this month, so be sure to check back for more detail, but here’s the short version–it depends on how much time you have.

If you only have right around 2 weeks in Italy and don’t want to cut any other destinations, you can do Pompeii as a day trip from Rome. However, the only way to feasibly do that well (especially on a first trip to Italy) is to book an all-day tour, and it’s about 6 hours of driving roundtrip.

Alternatively, you can stay in Naples and visit independently. Naples feels very different from the rest of this Italy itinerary, which focuses on north and central Italy instead of the south of the country, but it is a lovely city with some fascinating things to do, the world’s best pizza, and easy access to Pompeii. It’s considered “dirty” by many, but it doesn’t personally bother us a bit, and we don’t think time there is wasted.

For Pompeii itself, you really only need one day, and with some solid planning, a base in Naples, and an alarm clock, you can squeeze in a visit to the crater of Mount Vesuvius or Herculaneum that day as well.

If you wanted to visit via Naples and keep most of this itinerary structure, add on a stop after Rome. You could then double back to Cinque Terre or simply swap Cinque Terre for the Amalfi Coast, which is very close to Pompeii and Naples, before heading up to Florence + Venice.

Hi. I am visiting Italy in April and would like to go to the Dolomites. I will be staying at Peschiera del Garda for 5 nights. Will I be able to visit the Dolomites from this place? Will Dolomites be accessible in early May?

We haven’t been to Peschiera del Garda, but there are plenty of day trips to the Dolomites sold that leave from there, so you should be safe. 🙂 The Dolomites are pretty accessible–depending on altitude you may still see some snow in early May and certainly some colder temperatures, but you should be able to access the mountains to experience some beautiful views (I’m assuming you’re not planning on doing any intense hiking since you’re basing yourself near Lake Como).

Hi! I am trying to plan a trip to Italy for May. We want to go to Venice, but have also heard that there are new laws for tourists and how expensive it is during this time of year. I know it is so overly visited by tourists, and just wanted to ask you if you think it is worth it. It would be at the end of our trip, and only 2 days. If not, we may stay south. Thanks!

It’s an interesting question, Hannah. We’ve personally only visited Venice in the late fall, so we haven’t experienced the summer crowds ourselves–but we know they are intense.

If you have always wanted to see Venice, I do think it’s worth it–no matter how many cities call themselves “the Venice of X place”, there truly is only one Venice. It’s an incredibly unique and beautiful city.

However, you will definitely pay for the privilege–it’s expensive, and there will be crowds in May, especially if you go toward the end of the month.

I’d recommend pricing out hotels and activities for your dates, adding up the estimated cost, and asking if you think that number–including the cost of getting to/from Venice–is justified based on how much you want to see it.

If you don’t mind crowds, have always wanted to see the city, and don’t mind the cost (much)–go.

If you’d prefer to visit somewhere less congested and Venice is somewhere you’re considering visiting just because it’s an obvious choice and not because you’re excited to see it specifically, look at staying further south.

This is WONDERFUL! My fiance and I are planning a two week trip to Italy from the States. Any chance you have a rough estimate on how much to budget for all of this? Thanks so much!

Thank you, Marissa! Plane tickets will be incredibly dependent on where you are flying from in the USA–Las Vegas, Orlando, NYC, Chicago, Atlanta, and sometimes Boston are all places to check for budget airline flights if you’re looking to save cash and those are an option for you. To help with budgeting on the ground, we put together this post: https://www.ourescapeclause.com/trip-to-italy-cost/

Hopefully that helps give you a general idea!

That’s a really informative article Kate!

I need some advice from you. I am planning to visit Italy on my honeymoon in late November. I know it’s not an ideal season for sightseeing and getting around, but would you recommend including Catania or Malta in the itinerary during that time of the year? With some quick research I noted that these locations offer warmer weather, but I never saw these places covered in any itineraries available online. Would you be aware of any reason for that?

Thanks in advance!

Late November will really be too late in the year for any swimming, but Sicily and Malta will still be beautiful.

Catania is not generally considered to be a great place to sightsee in Sicily–Taormina, Siracusa, and even Palermo are all more popular. We skipped Catania ourselves for this reason, so I can’t offer any personal advice there. We did love Palermo, which is Sicily’s other major airport hub.

The best way to find itineraries for Malta would be to search for those itineraries alone–it’s not usually combined with Italy (not sure if that’s what you were searching?). It is a lovely place, and if you’re content to sightsee on land and skip some of the more summery activities, I think a November trip could be fun.

Other than weather, etc, if you want to include either Catania or Malta in your trip, the other two things I’d check on are flights (many budget flights to/from beach destinations are seasonal and won’t be running in November), and for Malta, whether anything you want to do is closed for the season.

Also, I’m not sure if you’re looking for a particular kind of trip, but depending on how late in November you go, you may be able to check out some Christmas markets in Italy and/or Malta, so keep an eye out for those!

Congratulations on your marriage–hope you have a wonderful trip!

Great article thank you so much! We just really don’t have interest in Venice (I know it’s weird) but would you suggest we could easily sub in Milan/Como for Venice?

You can! Milan and Venice can be reached in roughly the same amount of time from Florence, give or take depending on your train route. If you’re looking for other places in northern Italy to consider, you might like to take a look at Verona or Bologna as well. 🙂

This is a great and detailed article to aid in starting up creating one’s itinerary! I doubt 2 weeks would be even close to being enough if I wanted to see most of Italy in one go, especially since I am dying to see Milan, Lake Garda and Amalfi Coast!

– Laura

I’ve finally come to the conclusion that no amount of time is enough for Italy! I don’t think we’ll ever be done going back. 🙂 We still need to make it to Lake Garda (and Lake Como, and Lago di Braies, and Lago di Sorapis…) ourselves.

Thank you for the information. Q: If we ignore the time to travel, cost and all other extranal factors. Which is a better place to see Cinque Terre or Amalfi Coast?

Q: What other place in a differnt country in europe can I travel from Italy for a three day trip?

Have a good say!!

For your first question, personally we slightly prefer Cinque Terre, but it really just comes down to personal preference at that point! Both are phenomenal, neither is objectively better.

You can go just about anywhere in Europe for 3 days from Italy, as there are budget flights from all the major cities to just about anywhere on the continent! If you are looking for something geographically close and/or you don’t want to take a plane, Slovenia, Austria, Switzerland, France, etc, are easy to reach from the north, San Marino is accessible from Emilia-Romagna and the surrounding area, and Malta, Spain, and Croatia are accessible by ferry, just to give you a few ideas!

Very engaging and informative read! Enjoyed your blog. In process of planning trip to Italy in mid November. Flying in at Milan and out from Rome. 1N(Night) Milan 3N Dolomites 2N Venice 3N Cinque Terre 3N Florence/Tuscany 2N Rome 2N Naples

Love for mountains and offbeat places (less crowded) places. On a budget trip, depending on public transport.

(1) If you can suggest base location /or (BnB or Hostel) for Dolomites and Naples (2) Any other location, where exploring around would not be straight forward as will be dependent on public transport (3) Is the itinerary good mix of days and routes? If you think by any ways can swap days / location..please do recommend

Thanks so much, Niket! That trip sounds amazing, if a little fast-paced for our tastes. 🙂

For the Dolomites, Cortina d’Ampezzo and Bolzano are two of the “bigger” cities (and I use bigger loosely) that people use for a base. There are plenty of small towns as well, but keep in mind that in November there could be snow, etc, to contend with the higher you go, and public transportation options will be fewer and a bit more complicated.

For Naples, the biggest thing to keep in mind is the hills! The further you stay from Piazza del Plebiscito, the more hills you’ll climb. We stayed in the budget hotel linked in this post on our first visit to Naples and liked it well enough (the nearby escalators to get down the hill definitely helped): https://www.ourescapeclause.com/one-day-in-naples-itinerary/

As for the route, I personally would cut Cinque Terre and/or the Dolomites, as in mid-November the weather isn’t likely to be great and you have a lot of places that you’re covering. I’d be tempted to give over another night to Venice and another two nights to Rome in exchange, but that’s entirely personal preference!

I’d also recommend not counting too much on getting to see a particular hike, etc, in the Dolomites. It’s very likely that it will be cold, rainy, and maybe even snowy by mid-November, though undoubtedly still beautiful!

Thanks for the great ideas and tips. We’re a family of 4 thinking of a 2-week trip to Italy next summer and your itinerary could be a possibility (in reverse, as we’d start in Venice). Can you suggest any good self-catering or apartment rental options for the itinerary? Or trustworthy websites to try? Thank you in advance!

Hi Dee! Depends on what you’re looking for, size of group, etc, but for self-catering apartments we generally book through Booking.com or Airbnb. For villas/large groups, we’ve found excellent properties through VRBO. We highly recommend a country villa for a couple of nights in Tuscany if it fits your group and budget!

Hi Kate, very helpful blog indeed, thanks. I am struggling to work out the perfect itinerary because I need to visit Bologna for business. My plan ( which can be tweaked ) is to fly into ROME March 2 arriving 7 am and fly out March 16 at 11 am. I need to arrive Bologna 11th evening, and leave 14th evening or 15th morning. I can move my dates 1-2 days before or after. I am very keen on Amalfi coast, tuscany ( since i love tuscan wine ); florence, rome and Venice. Cinque terre is captivating in the pics too. I can skip pisa/ lucca. Would love to hear your comments, thanks

Personally, I’d strongly recommend cutting a couple of destinations from your list. While technically you can make it work (especially using day trips), that will be a very exhausting trip and the coastal destinations won’t be at their best in March. At most, I’d pick 3 destinations in addition to Bologna to visit.

You could potentially do something like this, give or take:

Rome Florence + Tuscan countryside (as one stop, you can day trip to the countryside from Florence or visa versa) Bologna 11-14 Venice OR Amalfi Coast with your remaining days (Venice would probably be easier).

That’s my suggestion, but ultimately it’s your call! I’ve certainly squeezed extra destinations I couldn’t bear to leave out before. 🙂

Hi Karen, Thanks for your advice. I will now consider the following, feel free to let me know if this is doable. day 1-3 Venice day 4-7 Florence ( 2 days in city; 1 day trip siena/ san gimignano/ chianti; 1 day trip hiking in cinque terre ) day 8-10 roma day 11-14 bologna for business What do you think? Tony

That sounds very doable and like a great trip!

We are in the planning stages of our 2+ week adventure of Italy. Travel is slated for May of 2021 which will include my wife, 2 daughters and I. We plan to fly into Milan or Venice depending flight tickets. We will rent a car and go for it. We want to drive along the entire coast of Italy with possible multi day stops in some of the bigger cities. Plan to stay in hostels, BnB and occasional hotels. For sure spend a 3 days in Silicy. Thoughts?

Hi Daniel! Sounds like quite the odyssey you guys have planned!

My first thought is that I hope that “+” on the 2+ weeks is pretty flexible if you want to drive the whole coast of Italy! That’s an extremely ambitious plan if you want to stop and see much along the way and also fit in 3 days in Sicily.

If your time frame is set at around 2 weeks in Italy, I’d consider road-tripping one portion of the country (since you mentioned flying into Venice or Milan, maybe driving from there to a few stops in Tuscany and/or Emilia-Romagna/Veneto/Lombardy along the way depending on what you want to see and then flying to Sicily to close out your trip.

If you have your heart set on driving the whole thing, I’d either try to extend your time or accept you’ll spend a lot of time in the car, finding and paying for parking, walking from parking lots into the towns and villages you’re visiting, and generally getting from place to place. Driving in Italy isn’t impossible by a long shot and we’ve done it plenty, but by the time you add in all the logistics, Google maps estimates tend to fall a bit short of how long it actually takes to get to each place!

Your blog is so incredibly helpful, thank you! Planning my 1st trip to Italy with my teen girl who’s graduating. Will us two females traveling alone feel safe? I want to not hassle with buses and need some tour guides, private cars. Etc over buses. I can probably do train but needs to be easy cause I get lost easy LOL. I will need everything bought ahead of time and planned out to the T so I won’t be stressed. I want to go about 20 nights but want to see allot then.

Sorry clicked send before I asked my question LOL. Can you please help me itinerary order. I want to spend 20 nights total. 2 in Rome, 2 in Lake Como, 4 in Florence Tuscany area (please list 2 towns for me to stay in there), 2 in Dolomite area, then 1 night in these places venice, Almfia coast, postitano, sorrento, Vernannza, riomaggiore, portofino, bolzano, and Bari. Am I missing any must see places? Is this doable? Also one last place is I want to see at least one place in Croatia. I don’t know which is better dubernick or split and how to fit it in? Maybe fly out of there? Help please thanks so much!

Hi Becky! Sounds like some amazing destinations you have on your list!

In Tuscany, if you want to stay in two places I’d personally probably do Florence + Siena or Lucca if you don’t want to drive, or Florence + a country house/apartment near Montepulciano or Siena if you do plan to drive!

Your wish list sounds amazing but honestly, with 20 nights that’s probably going to be a bit too much. I’d probably cut Bari altogether, and choose two coastal destinations max (Amalfi Coast area with Positano/Sorrento, or Cinque Terre with Riomaggiore/Vernazza, or Portofino, or Croatia).

For choosing between Split and Dubrovnik if you do decide to do Croatia, we have a whole post on that–search “Split or Dubrovnik” in the top righthand corner of the site and it’ll come up. 🙂

I haven’t personally taken a whole trip in Italy alone, but I have many friends who travel solo as women in Italy and love it, and I’ve never had any big problems going out alone, etc. Italy is very used to tourists and generally feels very safe to travel.

Hope that you guys have a wonderful trip, and happy graduation to your daughter!

Hello – planning to go in January for 30th bday. How do you feel about this choice of month?

Thanks, Haylee

It all depends on what you’re looking for!

You’ll need a coat, and gray/rainy days are worth preparing for, but on the other hand, prices will be lower (in a normal year, who knows what will happen this year), the crowds MUCH lighter, and all the sights still beautiful.

We sure wouldn’t turn down a January trip to Italy!

Thanks Kate Storm , Your article is so incredibly helpful. Verona, Liguria, Sicily, Abruzzo, Milan the best places you can live in Italy. I like u r article.

Thank you for your very informative article.I am interested in staying in Puglia.Could you recommend a small authentic village on the coast with access to public transport.What would your ideal itinerary for the Puglia region be.Thanks again

Hi Frances! Sadly our planned 2020 trip to Puglia got cancelled, so I can’t offer any personal recommendations there yet. Hope that changes soon!

Kate, I can’t get enough of your articles!! We are a family of 4 (2 teen boys), traveling to Italy for the first time! We will be flying into Venice the morning of June 2 2022 and out of Rome June 16. I would love your opinion on our proposed itinerary- trying to keep everyone happy and see a lot without cramming in too much! We will likely be hitting the “high points” when it comes to museums and churches. Right now, we’re looking at… 2-6 Venice 6-8 Cinque Terre 8-11 Tuscany/Florence 11-15 Rome 16 fly home Would you allocate it any differently traveling with two teen boys (14 and 17)? And/or add in any day trips? Thank you so much!

Aw, thank you for making my day, Rachel! Truly my favorite part of my job is knowing I help people plan their trips. 🙂

Your itinerary looks great! I’d consider moving one day from Venice (I adore it, but it’s a small city) to either Cinque Terre or to Florence/Tuscany.

A second full day in Cinque Terre would allow you to either spend some time at the beach or hike more, while an additional day in Florence/Tuscany would give you a chance to spend 2 full days in Florence (here’s our suggested itinerary for that: https://www.ourescapeclause.com/2-days-in-florence-itinerary/ ) as well as take a day trip out to the countryside.

There are some wonderful day trip options from Rome that you may want to look into since you have 4 full days there (here’s a post: https://www.ourescapeclause.com/best-day-trips-from-rome-italy/ ) but you can easily keep yourselves busy in the city as well!

Hope you guys have an amazing time! June is a beautiful month to be in Italy. 🙂

Hello, We are planning to travel to a Italy for 3 weeks (the end of March – beginning of April). Do you have any extra insight for traveling with children? Ages: 13 yrs, 8 yrs, 1yr old. I want an easy, mellow trip but still want to hit the major sights. What should we add or take away from your itinerary?

Hi! Unfortunately, we don’t have any experience traveling in Italy with children that young, but generally speaking, the itinerary should work as long as you’re willing to cut down the number of activities in each destination (so fewer museums, basically). I’d definitely recommend skip-the-line tickets everywhere you go! I know that Rome has a popular children’s museum, as well, and several of the popular hikes in Cinque Terre are doable with your 8 and 13-year-old.

Your blog is amazing, Kate! I am booking a surprise trip for my partner and we are set to visit Italy for 14 days in April 2022. He is a huge history and art buff, I am definitely planning on including Rome, Florence/Tuscany and Venice from your 2 week itinerary. In your opinion would adding in Naples in place of Cinque Terre be stretching it too thin?

Thanks in Advance! Dani

Thanks so much, Dani!

A surprise trip to Italy–that’s one lucky partner you have! LOL.

Yes, you can absolutely swap Naples for Cinque Terre, and I’m sure an art/history buff would love it. A fast train (not regional train) from Rome will probably be your most efficient way of getting there.

Fair warning, since I’m not sure of your travel style, Naples is definitely a bit less manicured than the other cities on your list. I adore it and highly recommend a visit, but just got in expecting a bit more grit (and the best pizza of your life).

Day trips to Pompeii, Herculaneum, and the Amalfi Coast are very doable from Naples as well.

Amazing post! I have always been fascinated by Italy and its historic colosseum. However, I never got a chance to visit there due to my hectic work schedule and other commitments. But, I will be getting some time off during Christmas. And while I was looking for an interesting travel itinerary, I stumbled upon your blog. It does give me some amazing suggestions that will help me to experience the best that Italy has to offer.

Hello…we are looking to go in 2023 to Italy and were considering this itinerary…We need to make sure we are in Florence/Tuscany on June 18…Is this a bit agressive? Would you consider something different and what is the best way to get around…Car or Train? You also noted day trips from these different places…would Naples be one?

Travel to Venice 1 Venice 2 Venice 3 Travel to Lake Como to Milan 4 Milan 5 Travel to Cinque Terre 6 Cinque Terre 7 Cinque Terre 8 Cinque Terre 9 Travel to Florence 10 Florence/Tuscany 11 Florence/Tuscany 12 Florence/Tuscany 13 Travel to Rome 14 Rome 15 Rome 16 Rome 17 Travel Home 18

That looks like a wonderful itinerary, and very reasonable for the most part!

The only exception is that you have “travel to Lake Como to Milan” in one day… doing a quick stopover at Lake Como would be difficult, I’d choose either Lake Como or Milan to visit.

You may also want to move one day from Cinque Terre to either Tuscany or Milan/Lake Como, but that’s a personal preference.

You can easily use the train for all of these places except possibly some of the smaller Tuscan towns, if you plan to visit them. For that, you could either rent a car for a couple of days or book a day tour!

For Naples, you can take a day trip from Rome, but it’s fairly long. If you plan to visit Pompeii and/or the Amalfi Coast as part of that, plan for a VERY long day and absolutely book a tour! We have a very reputable one listed in our Rome day trips guide: https://www.ourescapeclause.com/best-day-trips-from-rome-italy/

Hi! Thank you for sharing this wonderful itinerary. We are leaving San Francisco 5/25 and arriving in Rome on May on 5/26 and flying out of Venice on 6/9. I’m hoping we are getting in and out just before the big summer rush and heat! We were considering adding one extra day in Rome and I was wondering what the logic is for going to C/T before Florence? On the map it appears going Rome/Florence/CT/Venice might make the most sense, but I’m sure there is a reason I am not seeing. Would also love to hear your recommendations for the three full days in Florence for a family of 4 including a 15 and 18 year old! Thanks!

That’s an excellent time to be in Italy, you guys are going to have an incredible time. 🙂

The logic for going to Cinque Terre before Florence is two-fold. First, if you travel by train instead of by car (which I highly recommend for this itinerary), you can travel from Rome to Cinque Terre along the coast without switching trains, and you won’t go through Florence or need to double back at all. You’ll also have some beautiful views of the coast along the way!

The second is simply to break up what you’re seeing on the trip. While Florence and Rome are two very different cities, they’re the most similar of the 4 destinations on this itinerary, and going to Cinque Terre in between them gives you an opportunity to mix things up instead of condensing more art museums/churches/cobblestone streets (all things I adore, just to be clear!) into one portion of the trip and risk getting burned out.

For the 3 days in Florence, I would recommend more-or-less following our 2 day Florence itinerary (which I’m going to be updating with a bit more detail in the next few weeks, as we just got back from our latest trip!), and then taking a day trip into the Tuscan countryside with the 3rd day, whether that’s by booking a tour or going independently.

Here’s the itinerary: https://www.ourescapeclause.com/2-days-in-florence-itinerary/

For day trips, many popular tours include Siena, a small town like San Gimignano, and a winery visit. If you’d like something a bit different due to having teens with you, other options include Lucca (you can also add a stop in Pisa if you like), Volterra, Arezzo, Bologna… the sky is the limit! We have a full guide to day trips from Florence here: https://www.ourescapeclause.com/best-day-trips-from-florence-italy/

Hello! I am so happy I found your blog! Such great hints and tips for each of the areas you are recommending. We are heading to Italy for a wedding in Volterra. Flying into Florence and renting a car. After the wedding we are staying and for a week and ultimately ending up in Milan. What are your thoughts on breaking up the trip? Some of the places of interest from your blogs: Livorno, Pisa, Lucca, Cinque Terre (?), Rapallo or a beach, Genoa (?), Milan, Lake Como

I feel like we definitely have too many places we want to see be for such a short time. Would love your input, given we will have a car. 4 adults

Thank you so much! Back to google!

What a beautiful place for a wedding! Volterra is incredible (here’s our post on the town if you haven’t seen it: https://www.ourescapeclause.com/volterra-italy/ )

As for where to go the week after the wedding, you’re right that your dream list is a bit long, but which areas you pick are totally up to you!

Personally, I’d recommend doing either Lucca + Pisa + Cinque Terre or Milan + Lake Como + *maybe* one other Tuscan town/city before leaving the area after the wedding.

Lucca makes a great base in Tuscany (here’s our post: https://www.ourescapeclause.com/things-to-do-in-lucca-italy/ ) and also has the benefit of being within a quick ride of Pisa for a day trip. You can realisitically day trip to Cinque Terre from Lucca more easily than from Florence, too, or move to the beach and stay a couple of days.

I love that area, so that’s what I would do if it were my trip. 🙂

However, Lombardy is also stunning! In addition to Milan and Lake Como, with a full week you could also add a visit to Verona, Bergamo, or even Venice. However, I’d be tempted to split the difference and do about 2 days in Milan, 2-3 days in the Como area, and stay in Tuscany after the wedding to explore a different Tuscan city before heading to Lombardy.

Hope that helps! You have the benefit of your wish list being pretty well grouped geographically, which gives you more flexibility. 🙂

Hello! Wow your blog is so incredibly helpful. My husband and I are planning a ~2 week trip to Italy at the end of July/early August (I know… it’s soon!), and we’re looking at doing basically this itinerary. I’m curious though – this is a 14 day itinerary but I believe only 9 days are accounted for in your post. 2 days in Rome, 2 days in Cinque Terre, 3 days in Florence/Tuscany, and lastly 2 days in Venice. Is that right? Am I missing something? My husband is really interested in seeing the Dolomites. Is that something you think we could throw in there with that 9 day itinerary? Thanks so much! Really appreciated your recommendations.

Yes, it’s because the way I laid out this itinerary doesn’t include the days you’re actually traveling between destinations, these are the full days you’re in each area. 🙂 I know it’s a bit confusing, which is why I switched to a day-by-day layout on future itineraries!

It would be hard to squeeze the Dolomites (or any 5th destination) into a 2-week trip without being extremely rushed, especially because the Dolomites really need more than a day. If he has his heart set on seeing them, I’d consider swapping one of these destinations for the mountains!

Fantastic descovery is your site as Ive just decided last minute to go to Italy. Im under a particular schedule going there since Im going for 6 weeks but two of those will have to be remote work. So after two weeks of travel one week of remote work. Have 100 questions for you but if there would be just one, what would be the places you would stop for about a week,considering most my days will be working.

for sure will have more questions for you as I was thinking of using one of those week to go travel in a near by country etc.

Ah, that’s a delightful problem to have but a very hard question to answer!

Really, any city or reasonably-sized town that appeals to you is a great option. If you need to use video or send large files, I’d opt for a city and keep an eye on wifi speeds. If you don’t need particularly fast wifi, just about anywhere (other than perhaps some very rural places) will do.

We’ve worked for a month at a time from Rome, Florence, and Bologna, and for a week from many, many places including Naples, Palermo, Otranto, Verona, Venice… basically, the sky is the limit!

Personally, we find quiet neighborhoods in medium-to-large cities generally excellent to work from–plenty of convenience and infrastructure, as well as lots to see on your times off.

I just found your blog today & I’m actually obsessed with all the info you’ve posted! I’m trying to jump start my exploration of the world with my boyfriend so I’m currently trying to plan our Italy trip for 2024! It will be both of our first times & I’ve just been hooked onto reading this 2 week guide… I wanted to ask though as first timers, what would the best itinerary breakdown of each city be for us? As far as how many days in each city & what to do in order to check it off our first timer list? Also if you had to choose between Sept/October to travel to Italy which one would you choose?! I love love love this blog of yours & will continue to reach for it as I plan future trips for my boyfriend & I! (:

Thank you so much, Tori!

The itinerary here, as written, is great for first-timers, but where you start and finish can be swapped depending on whether Rome or Venice is easiest to fly in and out of based on where you’re coming from.

September and October are two of my absolute favorite months to visit Italy, so it’s hard to choose!

September will be warmer and a bit more crowded, and depending on the year and which week in September you may even enjoy some late-summer style weather. That’s great for visiting places like Cinque Terre.

October is cooler, with a higher risk of rain (especially later in the month), but the food is delicious, many of the harvests start, there are fewer crowds, and many perfect weather days. I often say Tuscany is the perfect October destination.

You really can’t go wrong with either month!

Hi Kate, So happy I stumbled upon your blog – most helpful of everything I’ve found online so far! Would love guidance on planning our trip for March 11-25, 2023. This will be the first time in Italy for my husband and near-adult kids – ages 16 and 18. I was in Rome, Florence, Siena and San Gimignano for about ten days, 25yrs ago and have been dreaming of going back ever since!!

The challenge is that we have to spend about 3 days in Paris as part of this 2-wk trip, and i don’t know how best to organize that. I’d like to go to Rome and Florence for sure; everything else is open. We’ll be flying to/from Florida and don’t know if we should go to Paris first, last… or if it’s just unrealistic to try to do all of it. Maybe we should do 5 days in Paris and the rest in just Rome and Florence? Also, ideally, we’d be in Paris for all or part of a weekend, which makes it even more challenging! (Meeting French cousins there and they have to work during the week.)

Here’s a bit about us: we have lots of energy and are willing to get up early and stay out late and take trains and planes at odd times :). We’re good travelers and are flexible, and yet this shouldn’t be a wild ride – it should have an easy pace but be full of sights, sounds, tastes, and discovery. Cities and small quaint charming towns are superb; we can probably skip coastal towns on this trip since we live near the beach in FL 🙂 If you disagree, do speak up! Happy to take trains and walk a lot, and use the discounted airline you mentioned, as long as it’s safe (!).

I haven’t looked at the rest of your blogs yet; wondering if you also have recs for olive oil and/or a balsamic tastings/tours and if there’s a guide or an app for being gluten free in Italy!

Thanks SO much in advance for any advice you can offer! Much appreciated!

Happy to help! You guys seem to be the perfect candidates for a busy trip, which is a great thing. 🙂

If you want to squeeze it all in, I’d recommend either starting in Paris or ending in Rome, or vice versa. If you can find good open-jaw tickets to these cities, your plan is ambitious but doable.

Assuming you start in Paris, I’d plan about 3-4 days there.

Your long travel day will be between Paris and Florence–you can either fly, or take a high-speed train to Milan followed by one to Florence (book early to ensure the best prices and direct routes). Both will be a long day, but the train is more fun. 🙂 We use Omio to plan our long train routes.

In Florence/Tuscany, you can allot 5-6 days. I’d plan to spend at least 2 full days in the city, and then more in smaller towns. You can either take day trips from Florence (by train, car, or tour), or head to southern Tuscany for a few days.

Southern Tuscany is where you’ll find the Val d’Orcia, as well as gorgeous towns like Montepulciano: https://www.ourescapeclause.com/things-to-do-in-montepulciano-italy/

If you want to take a day trip to Florence but are looking for a different (but still convenient) home base, Siena (as you know) and/or Lucca are amazing cities: https://www.ourescapeclause.com/things-to-do-in-lucca-italy/

From there, you can wrap up with a few days in Rome, which will give you time to see the major sites. We have lots of Rome posts, but here’s an example of what you can see with 2 days there: https://www.ourescapeclause.com/2-days-in-rome-itinerary/

Olive oil tours will be at their peak in the late fall (when the harvest is), so it doesn’t overlap with your trip. Traditional balsamic vinegar hails from Modena, which is out of the way for you. However–a good enoteca will be able to offer you delicious tastings of both, and you’ll find those all across Italy (you’ll be spoiled for choice in Tuscany in particular).

As far as being gluten-free goes, that is not my area of expertise, but I can recommend checking out the guides and translation cards from Jodi at Legal Nomads–she’s a longtime foodie and travel writer who has traveled the world with celiac.

Have an amazing trip!

Hi Kate, I am planning for the first ever european trip for my wife (40) and son (14). I have travelled in other countries of europe for business purpose. I have decided for a two weeks trip to Italy in 2nd half of May 2023. The following is a very very high level itinerary. I am yet to drill down. I have 13 full days. Day 1 – Arrival in Rome @ 2 pm. Take a walk in the evening. Day 2 – Colosseum, Roman Forum etc. Day 3 – Vatican City Day 4 – Travel to Florence Day 5 – Florence Day 6 – Florence Day 7 – Florence Day 8 – Cinque Terre Day 9 – Cinque Terre Day 10 – Cinque Terre/Camogli??? Day 11 – Travel to Venice Day 12 – Venice Day 13 – Venice Day 14 – Venice Day 15 – Travel to Rome and take a departure flight @ 4pm

I am not sure if I should cut down somethings and include any other spots. Can you please review the itinerary and suggest amendments?

Sounds like the workings of a great trip!

I’d consider moving one of your Florence days to Rome unless you’re planning to use the third day in Florence to take a day trip to the Tuscan countryside/smaller towns. You could also move your third day in Venice to Rome instead. Rome is definitely the biggest city of what’s on your list!

If you want to see the Riviera beyond Cinque Terre, I’d look into Portovenere–it’s sometimes called the “sixth town” of Cinque Terre, is easily accessible by ferry, and is much less crowded due to being a bit harder to access than the others.

I’d recommend booking your trains from Cinque Terre to Venice and Venice to Rome well in advance, as you’ll definitely want to take the high-speed trains for those routes.

Hope you have a fantastic first trip to Italy!

Thanks Kate for such a quick response! After doing some more research, I changed the sequence of the travel so that it is easier to fly out of Rome. Some people suggest to remove CT and increase the days for other 3 big cities. I am confused. 🙂 What do you suggest? Day 1 – Fly in to Rome @ 2pm. Travel to Venice by train. Day 2,3 – Venice (Yet to plan detailed itinerary) Day 4 – Travel to Florence Day 5,6,7 – Florence and nearby areas (Yet to plan detailed itinerary) Day 8 – Travel to Cinque Terre Day 9,10,11 – Cinque Terre (Yet to plan detailed itinerary) Day 12 – Travel to Rome Day 13, 14 – Rome ( 1 day colosseum etc. and 1 day vatican city) Day 15 – Travel back from Rome to India

I definitely agree that it’s a good idea to move some of your Cinque Terre time to Rome!

While you definitely can enjoy 3 full days in Cinque Terre, with your schedule, 1-2 is plenty. Better to have another day in the Eternal City. 🙂

Hi, Kate: We are traveling to Italy in May and June. Your site has been invaluable in our planning. My first of what I’m sure will be many questions is what train stations in Venice (to travel to Florence) and Florence (to travel to Rome) do we want to use? We are staying as close to the center of those cities as possible.

Hi Elizabeth,

I’m so glad to hear that!

In Venice, you’ll want to use Venezia Santa Lucia (which is right on the Grand Canal).

For Florence (both to and from), you’ll want Firenze Santa Maria Novella (which is a 10-minute walk from the Duomo).

Those are the “main” train stations in each city, so most ticket-booking options should suggest them to you automatically!

I have never been to Italy but am going in July so found your blog really helpful! My daughter will be doing an abroad program in Siena so I will fly over with her 12 days early. Is it a stretch to want to visit Rome, Florence, Cinque Terre, Venice and Lake Como within this time frame when she has to be in Florence on day 12? It would mean flying to Rome and going north from there to hit everything but would have to circle back to Siena. I’d love your two cents on where to fly into- thinking maybe even Switzerland since wanting to see Lake Como. Thank you!

Your daughter is going to have such a wonderful time!

All of the places you mentioned are fantastic, but yes, that’s really too much to fit into 12 days (since you mention your daughter needs to be in Florence on day 12, I’m assuming this is more or less an 11 day trip).

If it were me, I’d focus on Venice, Rome, and Florence.

Flying into Venice would probably be most convenient, though Rome would work as well.

Taking the high-speed train from Venice to Rome (you’ll want to book those tickets in advance) and then traveling from Rome to Florence by train after sightseeing down south will likely make the most sense.

As far as Cinque Terre goes, a day trip from Florence to Cinque Terre isn’t ideal, but it can be done and in your case may be a way to squeeze in a taste of the coast. We go into more detail on how to do that well here: https://www.ourescapeclause.com/florence-to-cinque-terre/

I hope that helps a bit and that you guys have a magnificent time in Italy!

HI Kate! your blog was very helpful. I would love to have your opinion on my upcoming trip. I am taking a transatlantic cruise from NYC to Rome; arriving in Civitavecchia on 10 May 2024. I am lucky and don’t have a time frame. Since Italians take their time… I’m going to embrace that after years of a stressful job, I’m traveling solo as at 37. I want to be loose with my plans, do you think buying tickets for places like the Colosseum just a few days in advance is risky? I was planning on my travel day to purchase tickets for those things. I also have a general route planned and I would love your opinion one this. Since I disembark in Civitavecchia I was going to spend 4 nights in Rome (this is the only things I have booked). -4 night in Rome -2/3 nights in Naples/ Amalfi Coast (I also would like to go further south but not sure where.) -Travel Day to Florence I might stay a night in Assisi or Siena -3/4 nights in Florence with a day trip to Pisa and Lucca -2 nights in Cinque Terre -I think I should go to Genoa or Milan after – I also want to spend a night in the Tuscan country side (Under the Tuscan Sun like) -1 night in Bologna -1 night in Bolozno/ Ortisei for the Seceda -2 nights in Venice I would really like to experience some real Italian life and this trip is really a scouting trip for a possible move to Italy.

Sounds like a wonderful trip!

In May, booking a few days in advance for most places (including the Colosseum) should be just fine in mid-May. There are a few attractions in Italy (climbing to the top of the Duomo’s cupola in Florence and visiting The Last Supper in Milan are two of them) that require planning further in advance year-round, but for travelers who are flexible with their plans, most things are doable a few days in advance.

All of the places you have mentioned are wonderful, but I do think you’ll find there are too many of them! Since you’re going to be booking as you go, I’d just stay open to extending your stays and visiting fewer places.

I’m not sure if you have a timeline for your trip, but after weeks of traveling it’s safe to say continuing to change hotels every night to every other night will stop being appealing. Plus, traveling more slowly is one of the biggest benefits of traveling for longer–it’s worth slowing down for.

We are going to Italy in September/October for about 2-3 weeks. Will visit Rome, Florence, Tuscany and Umbria areas. At the end of our trip we would like to visit Assisi, montepulciano , perugia. Our concern is how to get around in those areas. We don’t really want to rent a car but will if that is our only option, what is your suggestion on this?

It’s doable, but takes a bit of finagling!

The train stations for each of those places are outside the city center (1-3 miles away or so), so you’ll need to take a bus or taxi from the train station to the historic center.

I have been reviewing your site for the last few weeks and my fiancé and I have decided on two weeks in Italy. We’re thinking of flying into Rome and flying home from Venice.

We have never taken such a huge trip before and I’m curious if it makes sense to book the flights and have the book ends planned and then start doing booking of the meat of travel afterwards? Or should we have everything planned and booked before we even book the flights?

Hi Jessica!

Personally, we always opt to book the flights first and then fill in the rest of the trip from there. Flight deals and times can impact your starting and ending points, and possibly even shuffle your trip around by a day here or there.

Everything else–with rare exceptions like festivals, very trendy hotels, etc–is much more flexible compared to flights.

Just going over your blog and absorbing everything! I have a trip planned that has us arriving in Milan on April 29th and leaving out of Rome on May 19th so I’m planning on working our way from top to bottom.

Rough plan currently is Milan -> Venice -> Bologna -> Florence -> Cinque Terre? -> Naples -> Amalfi Coast? -> Rome With some day trips mixed in there, most likely to Siena, Pompeii, maybe Lucca/Pisa or somewhere else.

Would you recommend going to Cinque Terre which we would do closer to the start of May or go to Amalfi Coast which would be closer to mid May? Since you mentioned a day trip from Florence to Cinque Terre is not the easiest, would it make sense to go to the Amalfi Coast instead so I don’t have to backtrack through Florence to get down to Rome or Naples? I’m also concerned about the weather as Cinque Terre is more north and it will be earlier in the month vs Amalfi Coast being more south and more mid month.

What would your itinerary look like with roughly 3 weeks that works top to bottom?

For both Cinque Terre and the Amalfi Coast in May, you’ll really be gambling with the weather–it might be gorgeous swimming weather, it might be rainy and chilly (happened to us on our May trip that covered both places a few years ago–you’ll notice I’m wearing long sleeves and jeans in some Cinque Terre photos), or anywhere in between.

Weather aside, since we can’t control that, prices will probably be a bit lower in early May than mid-May, and the Amalfi Coast is the more expensive destination of the two overall–if cost is a factor, that’s something to keep in mind.

If you’re open to trimming Cinque Terre, it will certainly streamline your itinerary by cutting a transition, so I’d consider it if you’re not married to the idea of visiting two coastal destinations.

A few other day trip ideas you might consider if you have time: Parma or Ravenna from Bologna, Lake Como from Milan, and Montepulciano and/or some of the other Tuscan hill towns from Florence.

Your route is very similar to what we’d cover if trying to hit the highlights in 3 weeks, I’d just make sure to cut anywhere that feels like an obligation in order to give more time to the places you’re most excited for (any one of those cities would be an amazing place to spend a week or more).

Happy planning!

Thanks for the info! I’ve done some more research and currently have the following plan

Day 1 – Milan – Arrive late at night Day 2 – Milan – half day and then train to Venice. Half day in Venice Day 3 – Venice – Full Day Day 4 – Venice – Check out of hotel and explore Venice until ready to leave for Bologna. Night in Bologna Day 5 – Day trip to Modena and Parma Day 6 – Check out of hotel. Day in Bologna until ready to leave for Florence Day 7 – Florence – Full day Day 8 – Florence – Full day Day 9 – Florence – Sienna or Pisa/Luca day trip or Chianti wine tour. Day 10 – Florence – Sienna or Pisa/Luca day trip or Chianti wine tour. Day 11 – Train from Florence to Naples or Sorrento and then day trip from Sorrento to Naples. Day 12 -Sorrento – Day trip to Pompeii? Day 13 – Sorrento – Day trip to Capri? Day 14 – Amalfi Coast Day 15 – Amalfi Coast Day 16 – Amalfi Coast Day 17 – Rome half day? Or full day or arrive late night and just have 3 days in rome? Day 18 – Rome Day 19 – Rome Day 20 -Rome Day 21 -Half Day in Rome fly home

I’d like to do a wine tour of the Chianti region but I’m not sure if it’s something I should try to do with a Siena, San gimignano, and Chianti tour or dedicate a full day to it and have Siena/San gimignano as it’s own day. If I dedicate a full day to it I would have to take a day from Bologna, Rome or Amalfi coast. What are your thoughts on this? Do you think we have too much time in the Amalfi coast? I’m thinking of using Sorrento as a base for a few days as I’d like to visit Pompeii, Naples and Capri and then a few days stay possibly in Ravello. Or maybe take Day 17 away from Rome and give it to Florence. That would leave us with 3 and a half days in Rome.

Love to hear all your thoughts on my above plan and what changes you would make or places that you would switch out.

These are the places that I’ve wrote down that I don’t think are worth visiting this trip Assis Lake Como Cinque Terre Padova Vicenza Verona

and these are the places that I’m still thinking about Orvieto Arezzo

Do you think Orvieto or Arezzo are worth swapping out for Siena or Lucca/Pisa.

I’d actually recommend taking any extra time to smooth out the very beginning of the itinerary–day 2 in particular isn’t going to leave a lot of room for sightseeing, in between checking into/out of two hotels, transiting to a new city, etc. Depending on which city interests you more, I’d consider adding a day to either Milan or Venice. As it stands, you probably won’t do more than a few hours of actual sightseeing in Milan–up to you if that’s the pace you’re looking for!

I do think you can get away with 3 full days in Rome–more is always lovely, but 3 is a solid start.

Same with the Amalfi Coast–you can certainly have a wonderful time there with the extra day, but I wouldn’t say you need it. Sorrento is an excellent base and you can easily see a lot of the region from there.

Siena, Orvieto, Arezzo, and Lucca are all wonderful. Pisa is fun, but I wouldn’t call it an absolute must-do unless you’re dying to see the leaning tower–of the five, it’d be the one I’d prioritize least. Other than that, you can’t go wrong with any of them.

As far as whether to visit the Chianti region as an entirely separate day or combine with Siena/San Gimignano, I’d say that depends on how much of a wine fan you are. Personally, we enjoy wine tastings but one in a day (especially the way they pour in Tuscany!) is plenty for us, and we prefer to mix in sightseeing. If you’re visiting Tuscany for wine in particular and are very interested in learning about the various varietals, etc., though, you might consider separating them out.

Thanks so much Kate!

I was not overly interested in Milan other than the Duomo and Galleria Vittorio which is why I was only planning on spending the afternoon there before heading off to Venice. I didn’t want to skip over Milan entirely but I feel like our time is better spent in other locations.

Do you think it makes sense to split our time in Naples and Sorrento? Stay in Naples for say 2 days to explore Naples and Pompeii and then move onto Sorrento for 3 or 4 days to explore Capri and the AC? Or would you recommend sticking in one place the whole time? I have heard there is not as much to do in the town of Sorrento and by not having to do day trips to Naples and Pompeii from Sorrento could save some money on transportation?

Honestly we’re not much wine fans but I thought it was something we should try while we are there. Sounds like mixing all 3 locations into a tour in one day is the way to go!

If you think the time we have in AC is enough without adding more and 3 days in Rome is enough then it looks like I have an extra day to allocate somewhere. I’ll have to do some more thinking on where to place that extra day. Thanks for all your help so far!

Anytime, Edmond!

Sounds like a solid plan for Milan.

Personally I love both Naples and Sorrento, though they’re very different–just depends on what you’re looking for. You can day trip to Pompeii pretty easily from either, so I wouldn’t let that sway your decision. But the pizza, views, archaeological museum, underground, etc, in Naples are well worth your time if you can fit it in!

Great work on the site, it’s been super helpful.

Was wondering if you could gife me your opinion on an issue I am facing. My nieces wedding is in September so we are planning 16 days and wanted your thoughts if this is doable.

We are arriving before the wedding and have to end in Florence.

Arrive Rome – 3 nights Assisi – 1 night Bologna – 2 nights Venice – 3 nights Modena – 2 nights Florence – 5 nights

Would love your thoughts and thanks in advance!

Hi Michael,

Thank you so much!

The first thing that jumps out is that you have Bologna and Modena separated–I would definitely combine those! Modena is only a 15-25 minute train ride or so from Bologna, and virtually every train to it is going to require passing back through Bologna regardless.

Personally, I’d probably base yourself in either Bologna or Modena for one 3 or 4 night period, and take a day trip to the city you’re not staying in. It’ll be much more efficient and if you only stay 3 days, buy you an extra night to add to another city of your choice.

Bologna is the traditional choice for where to stay between those two: it’s bigger, there’s more to do, and as the capital and transportation hub of the Emilia-Romagna region, it’s easy to navigate to and from. However, Modena is beautiful and offers the benefits of being a more affordable and less crowded place to stay.

Other than that, your route looks wonderful and is very doable by train, so navigation should be very convenient. 🙂

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The Ultimate Bucket List Italy Road Trip

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Road Trip Italy Planner & Itinerary

The gorgeous country of Italy is perfect for a road trip! Compact and with all the best bits in the middle, you’ll be blown away by the landscapes, architecture, and local food in this sublime country. Take a bucket list road trip to Italy and see it for yourself!

A road trip in Italy opens up the sweeping landscapes, historic cities, and some of the most picture-perfect seaside towns in Europe, like no other way to travel does.

This visually arresting country will have you stopping regularly for Insta-worthy images, and along the way, you’ll find fantastic adventures to try like wine tastings, volcano trekking, exploring historic UNESCO sites, and the real Italian dolce vita !

In this Italy travel guide, you’ll find a list of all the top sights in Italy to visit on your road trip adventure, with Italy travel tips and information to help you plan and prepare. Come with us as we share our unmissable Italian road trip itinerary.

Is this your first time visiting Italy? Get all the information you need in our Italy Travel Guide , including what to pack, the best time of year to go, getting there, and practical tips to help you have the best trip!

Getting to Italy

Fly into Milan Malpensa   Airport,  a good starting point for your roadtrip in Italy. With direct international flights from North America, the Middle East, Europe, and  UK , we recommend booking through  Skyscanner  for live deals and the best prices.

Alternatively, switch up the itinerary a little and start your Italy trip in beautiful Rome, the historic capital city. There are so many things to do in Rome , we recommend allowing a couple of days for your visit before heading off on your Italian road trip!

Driving to Italy from UK

If you’re planning to drive to  Italy from the U K, then you’ll find everything you need to know, including the best, fastest, and cheapest routes, as well as driving tips, in our UK to Italy driving guide .

Are you planning to rent a car in Italy? As one of the largest rental car aggregator companies in the world, we recommend Rentalcars.com because they have massive purchasing power which enables them to secure the best rental prices, which benefits you when you’re planning a road trip.

For a real adventure, hire a motorhome or campervan in Italy . We recommend Motorhome Republic , an aggregate booking site who pull together all the best deals from a number of rental agencies, to offer you a wide choice of options alongside an excellent English speaking expert motorhome Concierge Team.

Use the Park4Night app to find overnight spots and campsites as your travel around Italy, and sleep on a high mountain pass, next to a beautiful lake, or in a wildflower meadow.

Driving in Italy

Lots of people will tell you that renting a car in Italy is madness, that driving through Italy is dangerous and the roads are dreadful.  

It is true that some routes can be challenging to drive in Italy, and in big cities, Italian drivers see it as a badge of honor not to give way. Isn’t that the same in most big cities nowadays though?

Don’t let your fears about traveling Italy by car put you off taking Italian road trips. Take your time and be prepared for the differences in driving styles and roads from back home when you follow our driving in Italy tips .

You’ll also find helpful information regarding driving requirements in Italy, such as international driving permits, age limits, and tips about renting a car in Italy .

Make sure you have travel insurance you can trust when visiting Italy . We recommend True Traveller for their 5-star TrustPilot reviews, variety of cover options, best activities cover as standard, great prices, and excellent service.

Italy Itinerary & Map

• Get the Travel Guides
• Lonely Planet Italy
• The Rough Guide to Italy
• DK Eyewitness Italy
• Italy Road Trip Itinerary

Milan – Portofino – Cinque Terre – Pisa – San Gimignano – Siena – Montepulciano – Rome – Spoleto – Assisi – Florence – Bologna – Venice – Lake Garda

• Distance: 1670km
• Duration: 2-4 weeks
• Drive Time: 23 hours

How to use this Italy road trip map – Use your fingers (or computer mouse) to zoom in and out. Click or touch the icons to get more info about a place, and click the arrow in the box top left to open the index. To add to your own Google Maps account, click the star next to the title of the map.

Make your road trip across Italy flexible…

Italy road trip 1 week.

Fly into Pisa instead, skip San Gimignano, Spoleto and Montepuciano. Head home from Pisa once you’ve seen Florence.  

Italy Road Trip 2 Weeks

Skip Pisa, Spoleto, Venice and Lake Garda…these are tough choices, but you can always come back for a second trip.

Italy Road Trip 3 Weeks

You have enough time to complete our suggested itinerary, but you will be busy! You’ll have one day in most places, and up to 36 hours in Rome and Florence.

Italy Road Trip 4 Weeks

Enjoy the time and spend longer in Rome and Florence. Maybe add Arezzo and Verona to your itinerary or check out the Amalfi coast.

Want to print this itinerary? Download and print a text only version with no ads or images. Includes space for your trip planning notes and a packing list for Italy!

Italy Road Trip Route & Destinations

Milan is the best airport to fly in and out of for your perfect Italy road trip itinerary. As one of Italy’s major cities, Milan enjoys direct international flights from all the world’s continents, it’s accessible, has great car hire options and it’s a pretty kick-a** city to visit too!

If you didn’t already know,  Milan  is a global capital of design, and the famous Italian fashion brands that call the city their home deliver sleek and simple Italian style at every turn. Milan’s creativity and design flair are not a recent phenomenon though.

The city center has been at the forefront of the arts throughout history and this can be seen in the spectacular Gothic Duomo di Milano cathedral and the UNESCO World Heritage Site of Santa Maria delle Grazie, home to Leonardo da Vinci’s ‘The Last Supper’. 

If you fancy a bit of shopping in this city of designer boutiques and couture labels, then visit the spectacular Galleria Vittorio Emanuele II, Italy’s oldest shopping mall, and unlike any other shopping mall you’ve visited before!

Stay at the Moxy Milan Malpensa Airport , the best of Milan’s airport hotels, and get the train or bus directly into the center of Milan. It will take around 30 minutes and cost €10-15. If you’re splashing out, get a cab for around €100.

If you decide to spend a night in Milan, save money, and delay your car rental pick-up until the following day, then hit the road for the best road trip route in Italy!

RELATED POST: Northern Italy Road Trip: Itinerary, Map & Tips

Don’t forget your road trip essentials! Our free road trip checklists help you remember everything, including road trip snacks , podcasts , and road trip songs for the journey!

Head south to Portofino, a gentrified fishing village on the Italian Riviera coastline of the Ligurian Sea. Pastel-painted houses line the picturesque harbor, mixing effortlessly with stylish bijou stores, seafood restaurants, and cool bars.

The charming Piazzetta, a small cobbled square, overlooks the harbor of the coastal town, which is lined with super-yachts in the summer and more traditional craft in spring and autumn. 

Spend a day soaking up the atmosphere and people-watching. Grab a slice of delicious focaccia con il formaggio (focaccia with cheese) from nearby Recco and meander along the winding backstreets, whilst indulging in a bit of window shopping.  

Head to San Fruttuoso, a stretch of the Mediterranean coast which you can only get to by boat or on foot. Enjoy lunch at a cantina on one of the beautiful terraces, where we ate one of the best tomato salads we have ever experienced. 

Spend some time on the warm turquoise water in a kayak or on a paddle board; make sure to take a snorkel and mask with you too, as the water here is crystal clear.

Head back to dry land and enjoy dinner at one of the many seafood restaurants in the harbor, for a perfect end to your first full day in Italy.

• Where to Stay in Portofino

Upmarket: Splendido, A Belmond Hotel – Booking.com | Agoda

Mid-Range: Hotel Piccolo Portofino – Booking.com | Agoda

Budget: Albergo Annabella, Santa Margherita Ligure – Booking.com | Agoda

Cinque Terre

You could easily spend a week or more in this wonderful national park, especially if you enjoy hiking, water sports, and outdoor activities.  Cinque Terre  is a group of five historic seaside villages on the rugged Italian Riviera coastline and a real  bucket list destination .

Pretty and brightly colored houses cling to dramatic terraced streets, harbors are filled with traditional fishing boats bobbing on clear azure waters and trattorias serve up everything with homemade pesto (basil, olive oil, parmesan cheese, and pine nuts), the traditional sauce of the region.

The Sentiero Azzurro cliffside hiking trail links the five little towns of Monterosso, Vernazza, Corniglia, Riomaggiore, and Manarola. The trail offers incredible sea views and easy walking.

If you’re more of a water baby, see the Cinque Terre villages from a kayak, or take a boat trip and avoid the inevitable crowds in the towns.

Like driving the Amalfi Coast , going to Cinque Terre in a car can be challenging and you should read this  Cinque Terre guide  before you decide how to visit.

If you do decide to stay or park in Cinque Terre, head for delightful Monterosso al Mare, the largest of the Cinque Terre towns, and start your amble along the hiking route from there. Otherwise, stay in La Spezia and get the early train the next morning to make the most of your day.

• Where to Stay in Cinque Terre

Upmarket: Sesta Terra – Booking.com | Agoda

Mid-Range: Ca’ D’Andrean – Booking.com | Agoda

Budget: La Taverna del Metallo Rooms – Booking.com | Agoda

Looking for the best SIM card deals in Europe for your trip? Check out our guide to the best data SIMs in Europe and get the best deal for your trip to Italy.

There’s  more than you think to do in Pisa , even though much of the town was sadly lost during the WW2 bombings. Head for the Campo dei Miracoli (Field of Miracles) where you’ll find the iconic Leaning Tower of Pisa, one of Italy’s most famous landmarks, the fine Romanesque duomo, Gothic baptistery, and  camposanto  (cemetery).

This beautiful quartet of creamy-colored historic buildings sits on an open and grassy area, enabling the infamous Instagram shots of people seemingly holding up the infamous tower.

If you’re on a deadline, the best way to enjoy Pisa is to take this excellent  two hour guided tour  of these important monuments, as you pass through on your way to the next stop.

• Where to Stay in Pisa

Upmarket: Palazzo Cini – Booking.com | Agoda

Mid-Range: Hotel Di Stefano – Booking.com | Agoda

Budget: Hotel La Pace – Booking.com | Agoda

San Gimignano

As you approach this most archetypal of Tuscan hill villages, you’ll see its thirteen towers dominating the skyline.

Historically, this beautiful place was on the main pilgrim route from Northern Europe to Rome and the towers were built by merchants to show the world their power and wealth.   

San Gimignano is now beautifully preserved and perfect for an afternoon meandering the atmospheric narrow cobbled streets and piazzas of the historic center.

Make sure to visit the ancient Torre Grossa, the only one of the thirteen towers open to visitors.

Other must-sees are the stunning frescos in the 11th century Collegiate and the ornamental Rococo interior of Sant’ Agostino church. Otherwise, grab a gelato or a coffee and stroll to your heart’s content.

As with all Tuscan hill villages, if you’re in a motorhome or anything bigger than a car you will need to identify parking at sea level and walk up, or take public transportation – often provided by the municipality in the summer months.

When you leave San Gimignano, you’ll have time to make a quick stop to visit Monteriggioni , a fine example of a beautiful medieval walled castle and village.

RELATED POST: The Complete Guide to Touring Italy by Motorhome

• Where to Stay in San Gimignano  

Upmarket: Agriturismo Mormoraia – Booking.com | Agoda

Mid-Range: Hotel Bel Soggiorno – Booking.com | Agoda

Budget: Relais Cappuccina – Booking.com | Agoda

Siena is gloriously Tuscan, its warm colors beckoning you into the medieval streets and towards the jewel in Siena’s crown, the famous Piazza del Campo.

The prettiest of  Tuscany’s must-see towns  is not only home to one of Europe’s greatest medieval squares but a wealth of stunning religious and civic buildings and a busy shopping area packed with interesting galleries and boutiques.

Any  visit to Siena  has to include the Piazza del Campo, an extraordinary site as you enter from Via di Citta to fully appreciate the symmetry, layout, and beauty of the square.

Lined with fine buildings that will grab your attention, don’t miss the tiny Fonte Gaia on the northern edge of the piazza, whose water is still supplied by a 500-year-old viaduct.

Take a  walking tour of Siena  and the Duomo to fully appreciate the city’s turbulent history and breathtaking architecture.

Stop for lunch at one of the many lively restaurants lining the streets around the main square and sample delicious Ribollita, a traditional Tuscan soup made with beans, vegetables, and bread, before heading off on one of the best drives in Italy.

• Where to Stay in Siena

Upmarket: Palazzetto Rosso – Art Hotel – Booking.com | Agoda

Mid-Range: Hotel Athena – Booking.com | Agoda

Budget: Hotel Palazzo di Valli – Booking.com | Agoda

Val d’Orcia

Driving in Tuscany is one of the greatest pleasures as you road trip through Italy. As you leave Siena for Montepulciano, you’ll be motoring through some of Italy’s most iconic and stunning scenery.

Head south, setting your sat nav for the Val d’Orcia, and enjoy one of Europe’s best driving routes and Italy’s most scenic drive.

This journey will take you past small villages, vineyards, and olive groves, and you’ll pass row upon row of majestic cypress trees lining the roads and on the skyline. This is Tuscan countryside at its very best.

If you pick up the SP146 between San Quirico d’Orcia and Montepulciano, you might even spot the famous house from  the film ‘Gladiator’, some of which was shot in Tuscany .

Montepulciano

Famous for the classic, rustic wine of the same name, the gorgeous medieval town of Montepulciano is nestled into the chalky hills at the meeting point of the Val d’Orcia and the Vall di Chiana.

Surrounded by the classic Tuscan landscape of rolling green hills and golden fields dotted with cypress trees, this is your picture-perfect Tuscany road trip destination.

The old town itself is a masterpiece of cobbled streets, charming piazzas, restaurants, and gift shops which can easily draw you in for a deliciously pleasant afternoon and evening.  

Enjoy a meal of wild boar ragu, followed by local cheese and honey washed down with the famous Vino Nobile di Montepulciano.

The town is also one of the best spots in this itinerary for a  wine-tasting tour of a local vineyard , to understand the history and process of  making wine in Italy .

You cannot park within the town walls and need a permit to park in one of the numbered car parks on the outskirts, which your hotel will provide for you.

The car parks are around a ten to fifteen minute walk from the center of the town, so maybe pack a small bag for an overnight stay.

• Where to Stay in Montepulciano

Upmarket: Palazzo Carletti – Booking.com | Agoda

Mid-Range: Il Rondò Boutique Hotel – Booking.com | Agoda

Budget: Albergo Duomo – Booking.com | Agoda

Italy Road Trip Ideas

A Bucket List Amalfi Coast Road Trip

Puglia Road Trip: The Best 7 Day Itinerary + Map & Tips

Tuscan Road Trip: Itinerary, Map & Tips

Motorhoming in Italy: Your Complete 2024 Guide

Sicily Road Trip – Itinerary, Tips & Map

Great Dolomites Road: Absolutely Everything You Need to Know!

Northern Italy Road Trip: Itinerary, Map & Tips

Dolomites Road Trip: Explore the Best of Northern Italy

Stelvio Pass: The Best Mountain Road in Italy?

The center of a vast empire and capital of the Christian world for centuries, Rome is full of the works of the artists and architects who gathered here to work for the Popes and their wealthy families.

This magnificent legacy has assured the eternal city’s position as one of the most important historical places in the world. Even if you just have one day, you should see the most important of Rome’s ancient architecture like the Colosseum, Pantheon, and Roman Forum, and the slightly more modern historical sites like the Vatican Museums, St. Peter’s Basilica, the Trevi Fountain and Spanish Steps.

As you walk, you’ll take in a handful of light and airy piazzas, perfect for stopping and enjoying a coffee or ice cream as you people-watch.

Our Rome in one day itinerary has all the information you need to visit the city and get a real flavor of why Rome is a must-visit place in Italy.

RELATED POSTS: The Best of Rome in 36 Hours | Rome in a Day – Itinerary, Map, Tips & Guide

If you have four weeks or longer for your driving tour of Italy, one of the best road trips from Rome is to head south for around three hours to the Amalfi Coast .

This stunning stretch of gravity-defying road from Sorrento to Salerno passes by the beautiful beaches of Positano, the romantic village of Ravello and authentic Vietri sul Mare, and is considered the best Italian coast road trip of them all.

The road south to the Amalfi Coast will also take you past Mount Vesuvius (one of Italy’s three live volcanoes – the others are Mount Etna on Sicily and Stromboli, its own small island in the Tyrrhenian Sea), and the magnificent Pompeii Archaeological Park.

Both Vesuvius and Pompeii can be seen in a day , meaning you could visit three major Italian attractions, adding just two extra days to your roadtrip Italy – be prepared for an early start from Rome though!

RELATED POST: Southern Italy Road Trip: Discover the Best 33 Places To Visit

Driving from Rome to Florence you’ll find Spoleto, often overlooked in favor of its famous neighbors but a true hidden gem.

Nestled in a beautiful wooded setting in Umbria, the town is famous for the Festival dei Due Mondi (Festival of the Two Worlds) held in June and July annually.

Outside of this time, tourists are welcomed, but not thick on the ground like they are in next-door Assisi.

Spoleto’s independent nature has allowed it to thrive and progress as a town in its own right, rather than a tourist hot spot.

Come to Spoleto to enjoy a slow day, sipping coffee in the square, taking the travelator (an experience in itself) up to the mighty fortress of La Rocca Albornoz, which dominates the skyline, and wandering around the many beautiful churches and religious buildings in the town. 

• Where to Stay in Spoleto

Upmarket: Palazzo Leti Residenza d’Epoca – Booking.com | Agoda

Mid-Range: Hotel dei Duchi – Booking.com | Agoda

Budget: Hotel Vecchio Forno – Booking.com | Agoda

The birth and final resting place of St Francis of Assisi, this beautiful medieval hill town, with its geranium-filled narrow streets, charming piazzas, and panoramic views is a must-see on your Italian road trip itinerary.

Wreathed in history and religion, the magnificent Basilica di San Francesco draws pilgrims and tourists from across the globe – think of  Italian novels  like ‘The Name of the Rose’ and you’re imagining Assisi.

Clinging to the side of a craggy outcrop and visible for miles, the Basilica dominates the town and surrounding landscape.  Spend the day wandering between here and Assisi’s main square, Piazza del Comune, where the Roman columns of the Templo di Minerva still stand.

There are many other religious buildings of note, a  walking tour with a private guide  will help you understand the importance and history of each.

• Where to Stay in Assisi

Upmarket: Nun Assisi Relais & Spa Museum – Booking.com | Agoda

Mid-Range: Le Silve di Armenzano – Booking.com | Agoda

Budget: Hotel Cladan – Booking.com | Agoda

If you’re all eaten and drunk out at this stage, consider giving Bologna (the stop after Florence) a miss and heading up the east coast of Italy from Assisi, before cutting back inland to Florence.

This route takes in the best of Le Marche, a remote corner full of beautiful scenery that is sandwiched between the Apennines and the Adriatic.

The coast is home to a number of seaside resort towns with long sandy beaches and the stunning Conero Peninsula, which makes a welcome relief from the almost uninterrupted beach which dominates the coastline.

Inland are lots of beautiful and historic towns, less visited and the better for it. For a real punch of medieval architecture, check out Urbino and Ascoli Piceno, the highlights of the region.

Whilst you’re there, pop into San Marino, said to be the world’s oldest surviving republic and the fifth smallest country in the world!

Florence is a vast and graceful monument to the Renaissance, the period of cultural and artistic rebirth following the Middle Ages. Many famous artists such as Michelangelo and Botticelli contributed to Florence’s heritage, making it one of the artistic capitals of the world. 

Historic Florence is compact and walkable and could be seen in a day if you’re ruthless in your selections.

Better to spend two days here and visit the must-sees of the exceptional Duomo, the stunning Palazzo Vecchio, the sublime Uffizi Gallery, and the ancient church of Santa Croce.

Across the River Arno, via the Ponte Vecchio, lies the vast and imposing Pitti Palace and the Santa Spirito church.

Book everything in advance, whether that’s tickets, tours, or guides; this city never sheds itself of tourists, all clamoring to see the same things as you!  

RELATED POST: One Day in Florence – Itinerary, Map, Tips & Guide

• Where to Stay in Florence

Upmarket: Hotel Spadai – Booking.com | Agoda

Mid-Range: Soprarno Suites – Booking.com | Agoda

Budget: Hotel Perseo – Booking.com | Agoda

One of the best medieval cities in Italy and the foodie capital of Emilia-Romagna (and possibly the whole of Italy) Bologna will surprise and delight you. Follow our self-guided foodie walking tour of Bologna to sample the best food and architecture the city has to offer. 

If you have time, pop across to Modena to sample the famous Balsamic vinegar made there, and then Parma for the ham of the same name.

RELATED POST: Self-Guided Food Tour of Bologna

• Where to Stay in Bologna

Upmarket: Grand Hotel Majestic Gia Baglioni – Booking.com | Agoda

Mid-Range: PHI Hotel Al Cappello Rosso – Booking.com | Agoda

Budget: The Social Hub Bologna – Booking.com | Agoda

Ahh, Venice. This unique city has survived against all the odds; built on a series of mud banks, and in the tidal waters of the Adriatic, Venice regularly floods.

Despite this, little of the essential fabric and infrastructure of Venice has changed in 200 years, and more than 20 million visitors a year fall in love with the beguiling city of water.

Trying to see Venice in a day will not do it justice, and leave you feeling frustrated. If that’s all you have, either come back another time or take a  private full day trip  so you can be whisked around and see all the best bits, without getting lost.

Whenever you visit and whether you choose to see the religious and historic buildings, the famous glass island of Murano, the lace-making island of Burano, and haunting Torcello, or take a gondola along the Grand Canal, Venice will be crowded.

Park at Garage San Marco Venezia , (book well in advance) a five minute walk from the hotel. There is no free parking in or around Venice, expect to pay at least €25 per 24-hour period.

RELATED POST: One Day in Venice – Itinerary, Map, Tips & Guide

• Where to Stay in Venice

Upmarket: Sina Centurian Palace – Booking.com | Agoda

Mid-Range: Palazzo Veneziano – Booking.com | Agoda

Budget: Hotel Saturnia & International – Booking.com | Agoda

Lake Garda is your final stop before heading back to Milan to drop off your hire car.  Lake Garda, the most well-known and largest of the beautiful Italian lakes , borders three regions; Trentino, Lombardy, and the Veneto.

The further north along the lake you go, the more dramatic the landscapes become, as you head towards the snowcapped Alps of the South Tyrol.

There are  many beautiful towns around Lake Garda , all offering opportunities for water sports, hiking, and relaxing at the end of your epic road trip around Italy.  

Our pick is Bardolino on the east shore, a lively town with easy access to the lake and lots going on, as well as spectacular sunsets over Lake Garda to end your day.

From Bardolino, it’s a few hour’s drive to Milan Airport, perhaps via Lake Iseo, Lake Como, and Lake Maggiore if you have a few extra days to explore.

• Where to Stay in Lake Garda

Upmarket: LLAC Living Nature Hotel – Booking.com | Agoda

Mid-Range: Resort Casino di Caccia – Booking.com | Agoda

Budget: Hotel La Terrazzina – Booking.com | Agoda

Want to plan your own road tri p? Get our step-by-step road trip planning guide to help you organize the perfect trip, or get inspiration from our favorite European road trips .

Italian Road Trip Resources

Here are the websites and services we personally use and recommend for trips to Italy.

• Search for affordable flights to Italy with Skyscanner
• Search for availability and book hotels and accommodation in Italy with Booking.com
• Find and book the best campsites in Italy with Eurocampings
• Book the cheapest and most reliable hire cars in Italy with Rentalcars.com
• Find and hire your perfect motorhome or campervan with Motorhome Republic
• Get highly rated, reliable, and trustworthy travel insurance with True Traveller
• Check if you need a visa and arrange your documents with Visagov

Are you looking for more road trip inspiration? Check out these top posts…

Spain Road Trip: 8 Amazing Routes for an Epic Trip

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Route des Grandes Alpes: An Epic French Road Trip

Love it pin it.

An Epic 2-Week Italy Road Trip Itinerary: Milan To The Amalfi Coast

By Jessie Festa. This Italy road trip guide contains affiliate links to trusted partners!

For the past two summers, my boyfriend Andy and I have chosen countries in Europe to road trip through, taking our time to just enjoy the scenery and have adventures along the way.

Last year we explored the South of France , while this year we chose Italy , beginning in Venice and ending in the Amalfi Coast .

Table of Contents

Our Italy Road Trip Route

Okay, so in reality we actually flew round-trip NYC -> Milan as flights to and from Milan seemed to be much more affordable than other cities. We didn’t really spend any time there, though, so for the intention of this post I won’t really be mentioning it.

As soon as we arrived into Milan we hopped on a pre-booked Trenitalia train to Venice.

After Venice we pre-booked an Italo train to Florence where we picked up a car and began our Italy road trip.

The full 2-week Italy road trip itinerary included Milan – Venice – Florence – Tuscany – Perugia – Amalfi Coast – Ischia.

Psst, Don’t forget to pin this post for later!

Booking Ferries & Trains In Italy

For train and ferry travel we booked in advance, using Omio ’s easy interface and reliable booking system.

We also found Omio often had cheaper prices than booking directly with TrenItalia and Italo.

Note: You’ll want to book in advance! The earlier you book your train and ferry tickets, the cheaper it will be.

For example, our train tickets from Milan to Venice were 60.80 Euros for two tickets (one-way) booked in advance.

When we arrived at the train station early from the airport and asked if we could switch our ticket to an earlier train, they said we would have had to pay the difference in price: 160 Euros.

We were glad we booked early.

Renting A Car In Italy

Ugh. So the truth is we booked our car through Hertz.

I hate Hertz. I’ve had so many problems with them over the years, and their customer service just is not good.

Typically I’d book with Enterprise, but they didn’t have a car rental office in the city in Florence (only the airport).

We tried to book with EuropCar, but they didn’t have automatic cars in the city (only the airport).

In short, if you don’t mind renting from the airport — such as if you’re flying into Florence anyway — book with Enterprise . In my experience they are the best and have great customer service.

If you’re desperate for an automatic car in Florence and don’t want to trek to the airport, Hertz has what you need.

Here is another option that I sadly didn’t know existed before this trip:

Use a comparison site like Discover Cars .

You can save up to 70% on your rental just by comparing your options!

Use their widget here and try it out for yourself: 

Best Hotels In Italy

We booked almost all of our accommodation through Airbnb. You can stay in everything from gorgeous countryside wineries to historic palaces-turned-city hotels.

Accomodation Links:  We loved all our accommodations aside for Amalfi Coast, so I’m leaving that one out of the list.

• Milan Airbnb
• Venice Airbnb
• Florence Airbnb
• Montepulciano Airbnb (extra special!)
• Perugia Agritourismo (extra special!)
• Ischia Airbnb (extra special!)

Prefer hotels?

Click here to search for the best hotels in Italy!

You can also use this map to search for local hotels and rentals:

Italy Road Trip Video

Love traveling through video?

Check out my entire Italy trip video above!

Italy Road Trip Highlights

Wow! Where to begin. There were so many amazing experiences to be had on the trip, from the wine travel to the scenic adventures. Here are 12 highlights from our journey — truly one of the best road trips we’ve ever done!

Quick tip: download these 6 amazing apps before your road trip.

1. A Floating Apertivo Hour

While we did the whole gondola thing — hey, you gotta! — we also booked a Canal & Aperitivo Experience with Urban Adventures .

Full disclosure:

I work with Urban Adventures in NYC as one of their guides, so when coming to Venice I reached out to their Italy manager and they set Andy and I up with this awesome experience.

We took a private water taxi down the Grand Canal and beyond, seeing everything from the city’s ancient palaces-turned-hotels to outer islands like Murano and Lido .

Along the journey we learned fun facts about the city — like that Venice invented the Aperol Spritz — while sipping Prosecco, munching on tasty finger sandwiches and clinking glasses with new friends.

While the gondola was fun, this felt like a much more local experience. It was definitely an Italy travel highlight, and would be a great social experience for those traveling solo in Italy too.

2. Explore The Art

For an inspiring afternoon, wander the sculpture gardens at  Giardino Della Marinaressa  (public park) —  Carole Feuerman ‘s sculptures were on view when we visited — before boarding a ~10-minute  vaporetto (ferry taxi) to Murano.

Here you can drink an Aperol Spritz on the water before wandering the many Murano glass shops.

Within the stores, you’ll see gorgeous glass sculptures, jewelry, and housewares. Additionally, walking around the small island introduces you to giant al fresco glass works.

Burano is another island nearby — though a bit farther at about an hour away from Venice. Here the houses are in crazy bright colors, with the shops introducing you to artisanal lace products.

3. Lido Beach

While you can’t swim in the Grand Canal — both because there are so many boats and because it’s full of sewage — you can head less than 10 minutes by vaporetto to Lido Beach.

It’s about a 15-minute walk from the dock to the shell-gowned shoreline, with tons of gelato shops offering a snack for the stroll.

Once there, walk along the sand or jump in for a swim.

It’s seriously beautiful, not to mention their beach cafe serves tasty Aperol Spritz cocktails.

Can you tell what my favorite cocktail is?

Check out my full article on responsibly exploring the city for more things to do in Venice .

4. Take A Fresco Class

Sadly, the art of fresco in Florence is dying out. In fact, there are only three fresco artists left in the city, and you can take a workshop with one through Context Travel .

We had the pleasure of creating our own frescos with Dr. Alan Pascuzzi in his San Frediano studio.

The neighborhood is known for its artisan studios and introduced me to the city beyond the Duomo.

True fresco refers to applying natural pigments to freshly laid (wet) lime plaster.

There are no binders — like oil — in the paints, just water, and when the hues hit the limestone a chemical reaction takes place that leads to a truly lasting piece of art.

The tough part is having to complete your painting (and tempering!) before the plaster dries.

A truly creative race against time that leaves you with a deeper cultural appreciation and an authentic souvenir to take home!

This was one of a few great art experiences in Florence that we did!

5. Dinner In A Local Home

This was our second dinner through BonAppetour  and as usual, it was a pleasure.

We opted for a traditional Tuscan dinner in the home of a local man named Andrea and his wife Giovanna , savoring a delectable spread.

On the menu: Tuscan tomato & bread salad (Panzanella), Tuscan onion soup (Carabaccia), spinach with baby squid in squid ink (Seppie al Nero con Spinaci) and cold chickpeas with tomato and sage (Ceci all’uccelletto) — all paired with wine of course. This meal made me seriously want to volunteer to do vineyard work in Italy and immerse myself in the vino culture!

We ended with a chestnut tart called Castagnaccio that’s typically eaten in mountain communities, paired with locally made dessert wine. Yum!

6. Wandering San Niccolo

We loved this Florence neighborhood! Walking around Florence we noticed a few recurring styles of street art.

One was the work of Blub , who painted small square portraits of cultural icons like Salvadore Dali and the Mona Lisa as scuba divers.

There was also Clet , who added stick figures in interesting situations to typical street signs.

Both of their studios are in San Niccolo — along with other Florentine artists — and you can purchase a creative gift.

7. Sips & Sculptures At Belvedere Fort

Okay, so there are MANY attractions offering a view over Florence. Andy and I first visited Boboli and Borelli gardens…and were unimpressed.

Maybe in other seasons there is a lot to see, but in late August there were not many flowers, especially after paying 10 Euros each to get in.

While wandering around the gardens, we stumbled upon Fort Belvedere next door, which was just 3 Euros each to get in.

Not only were the views stupendous, but the historic fort houses an indoor art museum and outdoor sculpture garden.

It’s pretty interesting to look out over a massive 79-foot skeleton with a Duomo backdrop.

The Aperol Spritz cocktails and pizza were delicious!

While TripAdvisor said it would be expensive, we thought $55.50 USD for two meals, two cocktails, and two coffees was very affordable, especially for what we got.

8. Drinks On Ponte Santa Trinita (Bridge)

Of course, the Ponte Vecchio is a must, though expect tons of tourists eating gelato and perusing the impressive amount of jewelry shops.

Once the sun goes down, grab a bottle of wine — might I suggest some Chianti — and head to the Santa Trinita Bridge .

It’s beautiful to see the reflections of buildings at night on the Arno River , and there are many people on the bridge also sharing some wine and taking in the peace.

Montepulciano (Tuscany)

9. take a scenic bike ride.

If you’re active, I highly recommend a scenic bike ride with Cortona Wine Tours   through the UNESCO World Heritage-listed Val d’ Orcia.

The valley is known for inspiring Renaissance painters and being landscaped in a way that led to locals living in harmony with nature.

You’ll cycle through cypress-lined paths, olive groves, medieval towns and endless rows of sangiovese, the predominant grape in the famed Vino Nobile di Montepulciano wine.

While challenging — it’s those steep rolling hills that make Tuscany so beautiful — it’s worth it for the views.

The 21-kilometer ride ends with a delicious farm-to-fork Podere Il Casale .

Clinking glasses of homemade wine while sharing plates of house-made pici (a local chickpea-flour pasta) and suckling pig laced with goat’s milk and ginger, the tastes and company were enhanced by a gorgeous aerial view of the valley.

If you’d prefer not to exert so much energy, Cortona Wine Tours also offers private wine tours by car, as well as Vespa tours, truffle hunting excursions and custom experiences.

Perugia (Umbria)

10. stay at an agriturismo (with pets).

While we stayed at some amazing accommodations, our favorite was Agriturismo La Fonte , a gorgeous farm stay accommodation in Perugia .

I was shocked to learn that not many Americans visit Umbria , skipping over it for the nearby Tuscany.

Which is a shame, because Umbria — known as the “green heart of Italy” — is so breathtakingly beautiful.

As soon as we drove onto the property and saw our apartment backed by endless rows of olive bushes and chestnut trees, we were in heaven.

Inside, a table showcased a spread of homemade and farm-sourced goodies:

Fresh eggs, lemon cake, tomatoes, olive oil, preserved eggplant and zucchini, jam, bread and a bottle of red wine — which quickly got poured into our glasses as we ducked out onto the patio to take in hillside views.

On property, we hiked, lounged by a pond, napped in hammocks, played with dogs and cats, swam in the pool, played ping pong and foosball, and just enjoyed the feeling of complete peace and quiet.

This is a must-stay in Italy! Also, if you’re looking for weekend getaways from Rome , Perugia is a popular option.

Amalfi Coast

11. trek the “path of the gods”.

The 5-mile “Path Of The Gods” — also known as “ Il Sentiero degli Dei” — sits beautifully embedded into the slopes of Monte Peruso .

It begins in Bomerano and ends in Positano , taking you along the hillside towns and ancient ruins.

According to The New York Times , the Path was “carved out by Greek settlers in the eighth century B.C. and was later used by those living in secluded monasteries.”

Not only are you traversing history, but the views over the sparkling Gulf of Salerno and of Naples as you wind your way up and down the terraced hillside are absolutely jaw-dropping.

What’s really neat is you have a view of chic Positano and its pastel-colored houses most of the time, so your eye is literally on the prize as you hike.

This was one of the most stunning, interesting hikes I’ve ever done.

Bonus: it’s free!

12. Have A Heavenly Island Getaway In Ischia

Just a 90-minute scenic ferry ride from Naples port sits Ischia , an island settled by the Greeks in 770 BC that’s shrouded in mythology .

In fact, it’s said that after an altercation with Zeus, a monster named Typheus was banished to live under the island, which is why it’s filled with volcanoes and thermal pools.

For the perfect itinerary stay in Ornella’s Airbnb in the island’s Campagnano neighborhood , a true slice of heaven on earth.

The accommodation has both a lush garden terrace and 360-degree rooftop, both offering gorgeous views of the medieval Aragonese Castle, the Gulf of Naples, and the adjacent islands of Procida and Vivara.

On the island also don’t miss a hike to the top of Mount Epomeo , the highest point on Ischia at 2,589 feet.

Follow the adventure with a wander through Sant’Angelo , a pastel-hued village full of artisan and clothing shops.

One favorite:

NaturIschia , where Andy and I sampled free tastings of local limoncello, locally-made liqueurs laced with melon and pistachio, and delicious chocolates filled with limoncello.

From there, walk down to the sandy Chiaia di Rose Beach , secluded Cava Grado Beach or the steamy  Le Fumarole Beach .

Deal:   Click here for $40 off your first Airbnb stay !

Travel Insurance

While you hope everything runs smoothly, sometimes travel just doesn’t go according to plan.

This is why I recommend always purchasing travel insurance. The scary truth is it only takes one bad accident to lose everything — or be thankful you were covered.

Personally, I use SafetyWing, as they’ve got a large network, offer both short-term and long-term coverage (including limited coverage in your home country), are budget-friendly, and offer $250,000 worth of coverage with just one low overall deductible of $250.

Click here to price out travel insurance for your trip in just a few clicks .

Enjoyed this post? Pin it for later!

Have any Italy road trip tips to add or questions to ask?

Logistics: Stay: Get $40 off your first Airbnb with this link ! Route:  Milan -> Venice -> Florence -> Montepulciano (Tuscany) -> Perugia (Umbria) -> Amalfi Coast -> Ischia -> Milan. Note: We spent very little time in Milan, but flew round-trip from there as flights to and from NYC were signficiantly cheaper than other airports. Car Rental:  We used train travel until we reached Florence. Sigh.  I’ll admit we rented from Hertz, my least favorite car rental company in the world , but they were the only ones we found who didn’t require us to go to the Florence airport to pickup an automatic car (instead we simply walked 10 minutes from our Airbnb to pickup). Of course, when we got our final receipt we’d been charged ~$75 USD for fuel — even though we’d filled up the tank before returning — and I had to spend time getting the charge removed. Can you tell I looooove Hertz? Nope! I’d recommend using Enterprise or another rental company instead. You can use Discover Cars to price compare, and save up to 70% on your rental booking ! Getting Around: We loved our Italy road trip! The only difficult area to drive on our itinerary was the Amalfi Coast (definitely scary, though not impossible if you’re comfortable with driving). Also big cities like Rome and Naples will be challenging, too (we avoided those). Additionally, train travel in Italy is phenomenal. For the few trains we did take we loved Omio’s prices and interface. Actually, we found Omio to be cheaper than booking directly with Italo and Trenitalia, the train companies we used. Safety Essentials:  I never leave home without: Clever Travel Companion Pickpocket-Proof Garments Vigiliant Personal Alarm Currency: Euro Dining Tips: Understand that in many places there will be an extra charge for sitting at a table. Note that you do not need to tip — service is typically included — though you can leave 5-10% if you wish. While in the US if a restaurant serves a snack that was not asked for, like bread or peanuts, it’s safe to assume it’s complimentary. In Italy though we were often charged a few Euros for these. If you don’t want them, say so. Language: While many locals speak English, it’s helpful to know some Italian. At least know a few common words and phrases . Accommodation:  I found Airbnb to be really affordable with tons of great options — many with views, gardens and patios. Get $40 off your first Airbnb with this link . SIM Cards: While you can buy your SIM card from the airport, I recommend purchasing it within the city of your first stay. This way, if there’s a problem you can go back to the place you actually purchased it to get help. I sadly purchased mine from the Milan Airport, and wasn’t told you’re supposed to *not* use your phone until you receive a certain text message (which is in Italian). I used up my entire 40-Euro package — which should have lasted my entire 10-day trip — in less than an hour due to this error and had to re-purchase one, because the Vodafone representative in Venice (the first city visited on the Italy trip after landing in Milan) told me the airport wasn’t affiliated with his shop.

Road Trip Through Italy Travel Video

Check out my entire trip video above

Italy Road Trip Travel Infographic

Related posts:

About jessie festa.

Jessie Festa is a solo female traveler who loves getting outdoors through hiking and biking, immersing herself in local cultures, and having unique adventures around the world. She is passionate about sustainable tourism and making ethical travel choices. Jessie has been traveling the world solo for over 15 years, though her home base is in New York, where she is a licensed NYC tour guide and operator. Her work has appeared in publications like USA Today, CNN, Thrillist, WestJet Magazine, AFAR, Insider, and more.

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14 Comments

I actually have that on my bucket list: road trip in Italy! I want to go from North to South and visit Sicily as well. I only know a bit of the north, but Italy is such a beautiful country I need to know more one day! Thanks for sharing such fine article:)

Great itinerary, nice to see you included Umbria!

Great post with lots of details! Makes me want to leave now!

Your photos are brilliant they really make you want to organise a road trip through Italy. I have never heard of Bon Appetour it sounds really interesting, Is this only found in Europe?

@Sarah: I believe in other places, too!

This post got me yearning for Italy and Europe (I’m in Thailand at the moment). Going back to Finland for the summer but not sure about my finances. I’d so want to do a road trip in Italy now!

Goodness me this is a thoroughly informative post!! DEFINITELY saving this for a future return to Italy! #blogpostsaturday

Italy has so much to see! You are brave to drive there. One of the few places i felt a bit…timid. LOL

I have booked twice with Hertz here in France and they are the WORST! I’m glad I’m not the only one, haha. I love Italy and am actually planning a roadtrip in Tuscany soon! Thanks for your post.

This is my dream trip! Good to know its well worth it to book early. That’s a huge price difference!

I travelled Italy by car last year but you definitely have be jealous with everything you got up to!! We couldn’t hike the path to the gods because of wild fires Next time ❣️

This whole itinerary is awesome. Great photos, so much cool stuff. Looking forward to Italy!

the links for the AIRBNB don#t seem to work anymore. Can you please reshare

@Andreea – If they don’t work it may mean that those listings aren’t live right now. I’ll try to see if I can find new links as soon as possible!

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The Best of Italy: Ultimate Two Week Italy Itinerary (14 Days)

Ahh, the land of pizza, pasta, and gelato – what’s not to love about Italy? This boot-shaped country boasts so much to see, that it’s difficult to plan an itinerary for a limited amount of time. So, in an effort to take the guesswork out of it for others, I’ve put together this epic two week Italy itinerary for fourteen glorious days in Italy, now that I’ve visited multiple times. It hits all the main sights – Rome, Florence , and Venice – plus some extras so you can come back home seeing more than the bare minimum.

This guide (prices, links, and all other details!) was last updated in March/April 2024.

Now, I have to warn you. This two week Italy itinerary is super detailed . Like, how-the-hell-do-you-have-time-to-write-all-this detailed. And I did that on purpose. You can go to any old website to get a vague “two nights in here” and “one night here,” bare-bones itinerary for Italy. But those itineraries don’t tell you what to do in each place, or how to get from each city to city. You’d have to go look that up after. But not with this itinerary.

Basically, what I’m trying to say is: get ready for a long article! (About a 30 minute read.) You might definitely want to save this for later right now by bookmarking it or saving it on Pinterest, just in case you don’t finish all in one go . Then, grab a cuppa, sit back, and let’s get to it!

Pssst! Debating a shorter trip to Italy? Definitely skim through my detailed itineraries for ten days in Italy or one week in Italy .

The Perfect Two Week Itinerary

Let’s start off with an overview of this epic, fourteen day Italy itinerary, so you can have an idea what to expect.

If you’re the average traveler with limited vacation days, I suggest breaking it down like below. This way, you only need to use ten vacation days , but you get fourteen actual days in Italy.

What is the Best Time of Year to Visit Italy?

The absolute best time to visit Italy is definitely the shoulder seasons of April – May and September – October . This allows you to see everything in comfortable weather, but to avoid the extreme crowds (And heat! And prices!) of the summer. If you plan to swim, aim for September – October, so that the water has had all summer to get warm.

That being said, I’ve traveled to Italy in the middle of August and still had a wonderful time. So if July and August are the only time you have available, you’ll still have a great trip. Just come mentally prepared for the crowds.

Winter in Italy is generally warmer than winter in central Europe. However, I would avoid winter if possible for this itinerary. There are places that flood often during rain (Venice) and places that practically shut down out of peak season (Cinque Terre and the Amalfi Coast). If you can’t stand large crowds, I would also avoid Easter in Rome. Other than that, any time in Italy is a great time to visit Italy !

If you have more specific questions about your trip timing and what I think, definitely leave a comment at the bottom of this page. I’ll get back to you with my advice. Think of me like a free travel agent…!

Best Way to Get Around Italy?

One of my favorite things about Italy is how ridiculously easy it is to travel Italy without a car . This country gets a lot of slack for being inefficient and disorganized, but you have to admit, they do public transport just fine! This itinerary is completely car-free, relying solely on trains, buses, and ferries.

In my opinion, trains are the best way to travel Italy. This is especially true for your first time in the country. I do have dreams to one day complete a grand Italian road trip. But that is only because, after multiple trips, I now have places on my list that are remote and therefore easier to reach by car. All the more-typical destinations are much easier to visit without the hassle of Italian driving, filling up gas, finding and paying for parking, etc.

One very important tip for train travel in Italy is to always validate your ticket! Otherwise, you will be fined, and the fines ain’t cheap . (Like, truly. The fines are low-key high-key ridiculous.) How do you validate your train ticket in Italy? Simply stick the paper ticket into the machines before you enter the train. It’ll make a noise and time-stamp your ticket. These little validation machines are typically at the entrance to each platform. If you have trouble locating them, just ask a train station employee. If you buy your ticket online or via the mobile app – no need to stress!

In this itinerary, I include all the details and prices for each time you’ll use public transport to move around. I’ve got you covered!

Free Printable 2-Week Italy Itinerary E-Book

But once actually in Italy, you definitely don’t want to be walking around on your phone all trip trying to get to each next spot. So, I’ve made a printable, condensed version of this post with every important detail from this fourteen day Italy itinerary you’re about to read. Just download the PDF, print it double-sided (so four pages total), and you’re good to go for your trip. It even has a map! Click below to get it emailed to you.

(Finally) The Actual Two Week Itinerary for Italy

Beforehand, I just want to let you know you can do this itinerary in the order I have it or the reverse. Just look up flights and see which direction is cheaper. Also, at the very end of this page, I have a section on how to adjust this itinerary if you need to. Ready?!

Rome. The Eternal City. This place needs no introduction , since I’m sure you learned plenty about it in school. As the former capital of the Roman Empire and the current capital of Italy, Rome is a mix of old and new like you’ve never seen. Huge, crumbling ruins from 2000 years ago contrast against beeping Vespas zipping through the cobblestoned streets. Try to ignore the street vendors with no regard for personal space selling selfie sticks and whizzing gadgets, and I’m sure you’ll fall in love with Rome as I have.

How to Get to Rome

This is the start of your trip, so you’ll need to fly in. Rome has two airports, so be careful you fly into the correct one. The main international airport in Rome is Fiumicino (FCO) . This airport is the further out one. To get to the city center from FCO, you have two options.

• Option 1: Take the train. Follow signs in the airport to the train platform. From FCO, take the Leonardo Express train to Roma Termini train station. This costs €14 (or €40 if bought for a group of four!) and will take 30 minutes. The train departs every 15 minutes, so you shouldn’t need to wait too long. From Roma Termini, you can either walk to your accommodation, or use the Metro to take the subway if your accommodation is further away. Be very careful of pick-pocketers in this train station! Do not accept or ask help from anyone except official employees, and wear your backpack facing your front.
• Option 2: Take a taxi. Taxis from FCO into central Rome are a fixed fare of €50. Make sure you get into an official taxi (they’re white with a sign saying “TAXI” on top) at the taxi pickup line. They should accept card, and you can double check this as well as fare before getting in. This will take 30 minutes, just like the train.
• Option 3: Take a bus to Roma Termini train station. Terravision offers a €6 ticket, and the ride takes 45 minutes.

Rome’s other airport is Ciampino (CIA) . This smaller airport is actually slightly closer to central Rome. However, it is only used for budget airline flights within Europe, like RyanAir and EasyJet. If you’re flying here (or anywhere!) with RyanAir, definitely skim through my guide on how to not get ripped off ! Once again, you have two options on how to get to central Rome from CIA airport.

• Option 1: Take a bus to (right near) Roma Termini train station. There are multiple options you can explore here . Some include SITBusShuttle for €6 one-way, or Terravision for €6. This ride takes 40 minutes.
• Option 2: Take a taxi. Taxis from CIA into central Rome are a fixed fare of €31. Again, make sure you get into an official taxi at the taxi pickup line and confirm the fare before getting in. This ride takes 30 minutes.

What to Do in Rome (Three Days)

Three days in Rome is the minimum amount of time to “see everything.” Below is exactly how to see Rome in three days. Take it easy on day one , since it’s the day your flight gets in. But feel free to interchange days two and three as works best for you. If you get in way too late on day one, you can tack it onto day three.

Walking straight through this route as I have it below is 30 min (2km or 1.25 miles), just to give you an idea of total distance on day one. Start at whichever end is closer to you.

• Scalina Spagna: Otherwise known as the Spanish Steps, this beautiful staircase gets busy at night as a popular hang-out spot.
• Trevi Fountain: This is Rome’s largest and most-famous fountain. Prepare for major crowds, and start practicing major patience needed to get your perfect pic!
• Pantheon: Built in 120AD as a Roman (pagan) temple for all gods, it was transformed into a church in 609 AD. Still, everyone calls it the Pantheon, which means “honor all Gods” in Greek. Entry will set you back €5. You can purchase tickets in advance by visiting this site , typing “Pantheon” in the left-hand search bar, and clicking the result.
• Piazza Navona: I’m pretty sure this square is just popular because it’s beautiful! Lots of cafes line the edges of the piazza, which also has two impressive fountains, and a church in between them.
• Largo di Torre Argentina: This is where Roman senators assassinated Emperor Julius Caesar by stabbing him 23 times (dramatic much?) to death in 44 BC.
• Colosseum: Gladiators. Need I even say more?! Though it is now in ruins, back in its heyday, this thing sat 50,000 guests and even had retractable shades. Tickets are €16 for this plus the next two sites, plus €2 if purchased online from the official si te . This price quote is the highest price, but those 25 years and younger get discounts !
• Roman Forum: These are the ruins of numerous important government buildings during the ancient Roman Empire. It’s so cool walking around, seeing how huge the ruins are, and wondering how it must have been back then – almost 2000 years ago!
• Palatine Hill: This is where all the cool kids lived during the Roman Empire – the aristocrats and emperors and all that jazz.
• Arch of Constantine: This arc, built in 302 AD and the largest surviving one of its kind, is right outside the Colosseum.
• Via dei Fori Imeriali: This street is my favorite part of Rome, especially at dusk! You can look down on the Roman Forum from above on one side and view other incredible ruins on the other. It connects the Colosseum to the next attraction below.
• Vittoriano: This huge, marble building almost doesn’t fit in with its ancient surroundings.  But I love it, nevertheless. It is a memorial to Victor Emmanuel II, the first king of the united Italy as we know it today.
• Vatican City: Technically, this area isn’t Italy! It’s its own country – the smallest country in the world – and it’s ruled by the Catholic Pope. There are basically three things to see while here: St. Peter’s Square , St. Peter’s Basilica , and the Vatican Museums . St. Peter’s Basilica is free to enter, but dress code is very strict. Make sure your shoulders and knees are covered. This goes for all genders and ages. There is a slow moving-crowd-slash-line to get in, but I found it moved quickly enough when I went. Once in the basilica, you can climb up to the dome for iconic views. To the right from the entrance, there should be a “Cupola” sign. Follow the sign until at the ticket office, where you can purchase a ticket to either climb the whole way for €8 or one to take an elevator partway up for €10. As far as I know, you can only buy tickets (that aren’t with a guide) in person. The Vatican Museums house the world-famous Sistine Chapel. You’ll pay €20 for entry, plus a €5 online booking fee if you book in advance on the official site , which I highly recommend you do. Entry to the Museums is free on the last Sunday of every month. Seeing Vatican City should take up a whole morning.
• Castel Sant’Angelo: Emperor Hadrian originally commissioned this as a mausoleum for himself and his family, but it’s since been used as a fortress, castle, and currently a museum. I didn’t enter the museum, so I can’t recommend entering, but I think this castle over the river just looks so cool!
• Wander: Explore on your own! Get lost! You’ve checked off all the “can’t miss” things everyone else does, but who wants their trip to be just the same as everyone else’s? If you just run around ticking off attractions, I’m not sure you’ll like Rome. But wandering it’s less-crowded streets, strolling along the river, popping into a random church – these are the things that will leave you loving Rome.

What to Eat in Rome

Food in Italy is good just about everywhere. But each region is known for something different , so why not try all your favorite Italian dishes (and some new ones!) right in the specific regions or cities that they were invented? So throughout this guide, I will be listing and explaining some must-try foods from each place you will be overnight-ing. To start, here are some traditional Roman foods to keep an eye for while in Rome!

• Spaghetti alla Carbonara : This famous Roman dish actually arrived on the Italian scene relatively recently, in the mid-1900s. It is made by mixing whisked eggs and grated cheese into cooked spaghetti, then adding in cured pork, and topping with black pepper and, of course, some more cheese.
• Cacio e pepe : The name of this Roman dish translates literally into “cheese and pepper,” and that’s a pretty good description of what it is!
• Pizza al taglio : While pizza itself was not invented in Rome (don’t worry – you’ll stop by the city where it was born later on in this Italy itinerary!), pizza by the slice, or pizza al taglio, was. But it looks far different to the triangularly-sliced pizza you may be used to back home. Here, the slices are rectangular, and they often come piled high with meats and/or vegetables. It’s considered street food, so it makes the perfect quick lunch if you don’t have enough time for a sit-down meal as you explore the attractions in Rome.
• Supplì : These are another perfect Roman snack to grab while on the go! They are fried, breaded balls of seasoned rice with cheese and sometimes meat inside (essentially, croquettes).
• Bruschetta : This beloved Italian appetizer does not hail from Rome itself, but its origins date back to the Roman Empire, or perhaps even the Etruscans who preceded it. Regardless, as the capital of the Roman Empire, Rome makes a pretty good place to try some authentic bruschetta alla Romana, which is grilled bread rubbed with garlic and topped with olive oil. Of course, no one will blame you if you get the version with tomatoes as well!

Pompeii was an ancient Roman city, famous now for coming to its demise after a tragic volcano eruption . The city, along with nearby Herculaneum, was preserved under all the ash. It has since been excavated, which allows visitors to see a frozen-in-time snapshot of Roman civilization almost 2000 years back!

How to Get to Pompeii from Rome

First, take an early train from Roma Termini train station to Napoli Centrale train station . This takes either one, two, or three hours, depending on what type of train you take! Naturally, the costs are different, too. If you are buying a ticket for the next morning, you can expect to pay €13 for a 3-hour Regional train, €27 for a 2-hour Intercity train, or €48 for a 1-hour Frecciarossa train. If you are buying one month out, the prices for the faster trains drop to €20 for a 2-hour Intercity train, or €25 for a 1-hour Frecciarossa train. And if you buy three months out, the 2-hour Intercity train drops to €15.

Moral of the story? Always buy your long-distance train tickets online as soon as you know your schedule to save money in Italy! If you are taking regional trains, just buy them at the station on the day of, to allow flexibility in case plans change.

OK! So once you arrive at Napoli Centrale, follow signs to the connected underground station called Napoli Piazza Garibaldi . From here, take the Circumvesuviana train for 40 minutes to Pompeii Scavi Station for around €4. (This part was honestly very confusing for me! I accidently went to the Metro 2 area instead of the Circumvesuviana area. So my tip to you is to ignore the Metro 2 signs, and ask for help from staff if you need to.)

At Pompeii Scavi train station, there is a luggage storage service. Drop your bags off here for around €8 per bag. From here, it’s a 5-minute walk to the Pompeii site.

What to Do in Pompeii (Half Day)

The only thing to do in Pompeii is… tour Pompeii ! Entrance to this historical site costs €18, and you should plan to spend 2 – 3 hours here. You can buy tickets at the gate in person or online (for an additional €1 fee) at the official ticket site . Entry is free the first Sunday of every month. You can also check opening hours for the month you are visiting on the site.

If there is any place in all of Italy where you need a tour , it is Pompeii! Otherwise, you’re really just staring at a lot of old rocks with no idea why. There are a few options on how to actually know what’s going on in Pompeii.

• You can join a tour group by paying around €12 in cash on the day of. Guides hang out near the entrance, and the ones certified by the region of Campania have official ID badges. A private guided tour will, of course, cost more.
• You can buy an official audio guide set at the Porta Marina entrance for around €8 and tour at your own pace.
• You can get an audio tour for free by downloading Rick Steve’s audio guide for Pompeii. I did the live tour while in Pompeii, but I’ve used his guides for other Italian sites, and I was satisfied! It’s a great way to save money while still getting info.

While Pompeii is the more-popular site due to its much larger size, Herculaneum is actually the site that is better preserved. Personally, I only toured Pompeii, due to time constraints. But if you are a history buff and don’t mind a busy day, consider trying to squeeze both in!

Sorrento is a perfectly charming place, and it boasts seriously beautiful views over the Bay of Naples and Mt Vesuvius (that really destructive volcano way back when). However, its purpose in this itinerary is as a convenient jumping-off point for the Pompeii-Amalfi Coast-Capri area. I recommend using this as a base for the three nights to limit dragging your luggage around. However, if you prefer to be in the heart of the action, you can head straight to Positano (or Amalfi) after getting to Sorrento from Pompeii.

How to Get to Sorrento from Pompeii

Head back to Pompeii Scavi train station and pick up the bags you dropped off. Then, hop back on the same Circumvesuviana train route and ride for 30 minutes and around €3 to Sorrento. It’s the very last stop on the route , so don’t worry about missing it!

What to Do in Sorrento (Half Day)

If you decide to stay in Sorrento overnight or even use it as a base, I recommend simply walking around town at your leisure. It’s a super cute place to window shop (or actually shop), eat, and enjoy views of the Bay of Naples and Mt Vesuvius.

Amalfi Coast

I know all of Italy is stunning, but get ready for some insane beauty over the next few days exploring the Amalfi Coast! Unsurprisingly, this area is filled with lots of couples and is popular as a honeymoon destination. Though the area is named after the town of Amalfi, it is the town of Positano that truly steals the show. This area is a really special place, and it’s impressive to think about how the Italians built the curvy roads and quintesential houses into the steep cliffs.

How to Get to the Amalfi Coast from Sorrento

There are a few options on how to do this. Two of them include an insanely curvy and crowded two-lane road, so keep that in mind as you decide, especially if you’re prone to motion sickness.

• Option 1: Take the bus. This is the most budget-friendly option. Board the SITA bus 5070 from Sorrento (map below for exactly where). It takes either one hour to Positano or 1.5 – 2 hours to Amalfi. Unfortunately, this bus is crazy crowded , even in shoulder months. You’re not guaranteed a seat, so you might have to stand. I actually had to sit on the floor of the bus and couldn’t even enjoy the views approaching Positano *tear*. If you do snag a seat, sit on the right side for better views. Bus tickets cost €10 for 24 hours unlimited rides and are sold at “tabaccherie” (cigarette shops) or newspaper stands in every town on the route. They can’t be purchased on board the bus! I recommend buying yours in Sorrento at the ticket booth at the Circumvesuviana station, since you’ll already pass through here after Pompeii. You can buy them ahead, but the 24-hours starts once you board the bus and validate your ticket. Check out the bus schedule here .

• Option 2: Take the ferry. This is definitely the most beautiful way to pull up to each town. From Sorrento, this is 40 minutes and €18 one-way to Positano and 1 hour and €19 one-way to Amalfi. Though it won’t happen often, ferries get cancelled if sea conditions are too rough, so allow some flexibility in your plans. Below is a map of the ferry station in Sorrento. You can’t tell from the map, but it requires walking down a staircase . Check out the ferry schedules here .

• Option 3: Hire a private car. This is not a cheap option, but might be worth it with a large enough group. You’ll have to search for price quotes online depending on the car size, company, and pick up and drop off locations. But as an idea, a private transfer from Rome to Positano or Amalfi might cost around €500. If you do hire a private car, I recommend including a stop in Pompeii between Rome and the Amalfi Coast. That way, you’re saving a good amount of hassle between all the train transfers, luggage holding, and buses!

What to Do in the Amalfi Coast (Two Days)

These days are totally interchangeable however you please. There aren’t a lot of “attractions,” per se, in the Amalfi Coast. The main thing to do is to just take in the beauty, whether by shopping in the tourist-geared shops, eating with a view, or taking a swim. You really can’t go wrong! But, if you like to have a plan, I recommend you split two days in the Amalfi Coast like below.

• Positano:  This unreal village is the star of the whole area. You definitely want to get here earlier rather than later, if you can, to avoid midday crowds. For the best view, splurge on a meal at Le Sirenuse Hotel’s La Sponda Restaurant .
• The beach: After exploring during the morning, cool off from the midday heat by taking a swim. The easiest option would be the main beach right in front of the town, Marina Grande beach. If you have your own ride or are willing to bus back and forth 35 minutes each way, check out Fiordo di Furore beach. These two beaches are the most insta-famous ones in the area, but there are many more!
• Amalfi: This is the town after which the area is named. It boasts a beautiful church, the Amalfi Cathedral, which you can enter for €3. It’s actually pretty cool inside, but the exterior is the main show-stealer, in my opinion!
• The Path of the Gods: I didn’t get to do this, but I really wanted to and had planned to! This hike between Amalfi and Positano takes you along the very top of the cliffs and is supposed to be ahhhmazing. Just Google “Sentiero degli Dei” and follow the route. It starts in Bomerano, which you can reach by SITA bus 5080 from Amalfi. It ends in Nocelle, the upper part of Positano. I definitely recommend doing it this direction, since it’s all downhill, and you’ll get better views. Definitely check out the official page for more deets if you’re interested.

• Ravello: This tiny little village high up in the mountains has the area’s most famous villa – Villa Rufolo . Entry costs €8, and you can take the SITA bus 5110 from Amalfi. The ride takes 30 minutes.

What to Eat in the Amalfi Coast (and Nearby)

These are some traditional Italian foods from the Amalfi Coast and Naples.

• Mozzarella di Bufala : This famous Italian cheese is made from the milk of the Italian water buffalo, instead of milk from cows, like mozzarella without the “di bufala” is. It hails from the region of Campania (the region where Naples, the Amalfi Coast, and Capri are), but especially Salerno, a city just to the east of the Amalfi Coast. A great way to try this item would be in a caprese!
• Lemoncello : You will find this sweet, lemon liquor practically everywhere you look upon arriving in the Amalfi Coast.
• Pasta al Limone : With all the lemons in this area, it’s no surprise they found their way into the pasta dishes as well. This creamy dish with cheese and lemon is so unique and a must try when in the area.
• Anything Seafood : Since this area hugs the coast, get your fill of fresh seafood pasta dishes while in this region!
• Pizza : The birthplace of pizza is Naples, and while you won’t have time to stop for a bite when transferring from Rome to Pompeii, you might have time when transferring from Capri to Florence (covered in the next section of this itinerary). If not, the Amalfi Coast was part of the former Kingdom of Naples, so it’s the next best place to try the Italian staple. Authentic Neapolitan pizza is made in a wood oven (this part is crucial!) with only the simple ingredients of dough, tomatoes, mozzarella, olive oil, and a couple fresh basil leaves.

The celebrity-favorite island of Capri makes for the perfect final day in south Italy before your itinerary takes you up north. It’s known for yacht-studded waters, glowingly-blue grottos, and upscale shopping. Maybe just reading this hurt your bank account a little bit… but not to worry! I’ve got you covered with how to visit Capri on a reasonable budget.

How to Get to Capri from the Amalfi Coast

The only way to get to Capri is by boat (it’s an island – duh!). Ferries will be from Sorrento, from Positano, and from Amalfi. Expect €25.50 for a 50-minute ride from Amalfi, and less from the other two.

You’ll need to drop your bags off in storage while you explore.

You should be able to either near the main docks in Marina Grande on Via C. Colombo, to the left of Bar Grotta Azzurra, at a souvenir shop with a “deposito bagaglio left-luggage” sign above the door… or under the funicular station, past the signs for “toilette,” along the tunnel part of Via Acquaviva. This was my plan when I did this trip, but I couldn’t locate either storage place!

Luckily, an Italian waiter came to my rescue and offered to hold our bags in the restaurant all day if we ate at his place. Honestly, I’m sure you would have no trouble arranging the same.

But if you want to be more prepared, another baggage storage option (which I haven’t tried) includes Bounce . You can book in advance online for €5 a day. Just search “Marina Grande, Capri” and select an available location in the Marina Grande harbor.

What to Do in Capri (Half Day)

There is so much to do in Capri that you’d have trouble fitting it all into a single day, let alone a half day. So you’ll have to pick and choose what interests you most from the below . The island’s official site actually has a pretty good itinerary you can follow, too.

• Marina Grande: No need to even add this to your list. You’ll inevitably walk by this colorful harbor-front area after disembarking the ferry.
• Boat tour around the island: This is the best way to truly appreciate Capri’s magnificent cliffs. You’ll also go past Faragolioni , that ultra-iconic arch in the water. Boat tours can also include an add-on of the Blue Grotto. Without the Blue Grotto, expect €21 for an hour-long tour.
• Blue Grotto: This cave is probably the most famous attraction in Capri! Unfortunately though, it’s a bit of a time-suck because of that. We were told we would have to wait on a small, bobbing rowboat for an hour before our turn to enter, so we skipped the grotto, even though our boat tour included it. The only way to avoid the long wait is to be the first ones out, but the best time for viewing is noon – 2pm, so it’s quite the dilemma. Tours departing from Marina Grande cost €18.
• Piazzetta: This is the island’s most famous square. Be sure to stroll down the Via Camerelle while in the area.
• Anacapri: The island of Capri actually has two towns; Capri and Anacapri. Anacapri is less crowded than Capri, and it has more artisanal shops, rather than just high-end boutiques. While here, definitely pass Piazza Vittoria , the main square. You can also ride the chairlift 12 minutes to Mount Solaro for a view (€12), or walk there in 30 minutes.
• Villa San Michele: Entry costs €10 for some spectacular views.
• Gardens of Augustus: From here, you get that classic Capri viewpoint of the Faraglioni . Entry only costs €1.50!
• Marina Picola: If you’d rather spend your half-day relaxing at the beach instead of running around the island, this beach is a classic.

As the birthplace of the European Renaissance , Florence is known for all things art. It houses world-famous masterpieces, such as the David statue by Michelangelo and The Birth of Venus painting by Botticelli. Personally, I was expecting a bit more from Florence than I got, since everyone and their mothers raaave about it in comparison to Rome. (For the record, I’m staunchly team Rome!) But maybe I’m just not into art enough? That being said, though, it’s definitely still a can’t-miss Italian destination with plenty to do.

How to Get to Florence from Capri

(Psst: You’ll actually be doing this transfer from Capri to Florence on the same day that you visited Capri. Then, the next day, you’ll wake up in Florence to start your two full days there. Just scroll back up to the itinerary summary at the top of this page if you’re confused!)

First, get back to Napopli Centrale from Capri . I recommend taking the ferry directly to Naples from Capri. This will be 1 hour 25 minutes for €12.30 or around an hour for €20 – €25. Then, take a taxi from the ferry station in Naples to Napoli Centrale. When I did this, the taxi cost me €20. I also stopped and picked up a pizza to go while in central Naples. After all, Naples is the exact birthplace of pizza! How could I not?!

Alternatively, you can take a ferry from Capri to Sorrento. This takes 20 or 30 minutes minutes and costs around €21. Then, go up those stairs to the Sorrento Circumvesuviana station, and ride the Circumvesuviana train to Napoli Piazza Garibaldi for 70 minutes and around €4. From there, walk the underground connection to Napoli Centrale. This is a little more hassle – hence why I recommend the ferry straight to Naples – but it’s cheaper.

Either way, once in Napoli Centrale train station, take a direct, 3-hour train to Firenze S. M. Novella train station . Since this is a long distance, don’t even think about taking one of the Regional or Intercity trains ! These will set you back 2 – 4.5 hours. Trust me – just book the Frecciarossa train for this route as soon as you have your dates to get the cheapest price you can. As an idea, it will cost €86 if you buy the day before, €35 – €55 (depending on departure time) if you buy two weeks in advance.

What to Do in Florence (Two Days)

Many people recommend considering the Firenze Card , which covers a lot of attractions in the city. For two days in Florence (or even three days in Florence), the card is not worth it. Instead, I recommend purchasing the Brunelleschi Pass . This grants entry into the Duomo, a climb to the dome of the Duomo (the Cupola), a climb to the bell tower (the Campanile), entry into the baptistery, entry into the Duomo museum, and entry into the crypt beneath the church. It costs €30 if bought on the official website .

Now that that bit’s out of the way, here’s everything to do in Florence in two days! I haven’t split it out into separate days here, because I think it’s better if you decide . Do you like to visit one museum a day, or have one single day devoted to all the museums? Do you want to avoid climbing stairs twice in the same day, or do you not care? Do you prefer a viewpoint for sunset, sunrise, or can’t be bothered? These are the things that will determine what you do each day, so I can’t recommend that for you. But don’t worry – most sights in Florence are rather compactly located, so planning a route shouldn’t be an issue!

* Items with an asterisk are totally skip-able if you’re not interested, but I’ve included them since they’re included in the ticket I recommended above. If you want a more-detailed breakdown of the below, plus pictures, check out my full guide on everything to do in Florence .

• Basilica di Santa Maria del Fiore (aka, the Duomo): It’s the third largest church in the world, was instrumental in the Renaissance, and is the symbol of Florence. Entry is free, but prepare for a massive line at least an hour long.
• Cupola: Bruneschelli’s Dome, named after the architect who designed it, is actually the most impressive part of the entire church. Architecturally, it was the first of its kind. He literally had to invent new tools and architectural systems to do it! Definitely climb up the steps for the view from the top. You’ll have to select a specific time slot, though, when you buy your ticket! Otherwise, you will be turned away and asked to return.
• Campanile di Giotto: Yes you already climbed up the cupola, but there’s another viewpoint! This time, the view is the cupola itself.
• Battistero di San Giovanni: This is the building right across the main cathedral. The Byzantine-like mosaic inside was actually pretty cool in contrast to all the typical-Renaissance paintings. Everyone will be snapping pics of the gold doors outside, but those are copies. The real ones are in the Duomo Museum!
• Duomo Museum*: Since you already paid, it might be worth a quick visit. It will help you understand why all this Duomo stuff in Florence is such a big deal!
• Crypt of Santa Reparata*: This is included in the Duomo combo ticket, which was the only reason I saw it. But once I got there, it was actually much more than I expected! It’s basically church ruins from 405AD inside the main church. The unfortunate thing about the crypt is that you have to wait in the same line as for the free Duomo entry. So definitely time these two activities together!
• Piazza della Repubblica: One of the main squares in Florence.
• Piazza della Signoria: This square has a lot going on! The best part is definitely the Loggia dei Lanzi . It’s basically a free, open-air museum of dramatic sculptures that really should be in one of the museums. (Like really though, I’m super surprised these are just out there!) Also in this square is a copy of the David statue , for those of you who don’t pay to see the real thang.
• Palazzo Vecchio: I didn’t enter except for the free courtyard. But apparently it’s supposed to have a great view of the Duomo.
• Ponte Vecchio: This iconic bridge has become synonymous with Florence itself! It was originally a passageway so the Medicis (a super rich family that basically made Florence….well, Florence) didn’t have to walk with the commoners on their commutes from their palace. Since then, shops have been added and create the look it has today. Prepare for major crowds!
• Piazzale Michelangelo: The best viewpoint in all of Florence – hands down! I recommend trying to time your visit with sunset, but it’s gorgeous anytime. (I went three times in my visit….so I would know.) It requires an uphill walk and is the furthest out you’ll get from the city center. So make the trek worth it! Bring some snacks and hangout for a while like everyone else does.
• Accademia Gallery: Unfortunately, the only reason to enter this gallery is for one piece of art. The David. Don’t at me, art fanatics. You decide if that’s worth it for you, but y’all know me! I have such FOMO that I had to pay €16 and see for myself. Pro-tip: avoid the lines AND the €4 online skip-the-line fee to book by visiting on one of the days they allow night visits! I got in lickety-split! No one really knows about it, which is why it’s so empty, so let’s try not to tell too many people? *wink* Confirm the night time hours, or book online, here .
• Uffizi Gallery: Uffizi actually means “offices” in Italian, which makes sense, because this building used to be the Medici’s offices. Now, it’s a museum, and a world-famous one at that! Its most-famous art piece is the Birth of Venus painting. Entry costs €25, plus €4 for the skip-the-line online booking fee on the official site . Everything I read beforehand swore up and down that wait times are upwards of three hours. But when I went (mid September, early afternoon) there was no line in sight.
• San Lorenzo Market: This is Florence’s most-famous market. Stop by here to shop leather and eat in the indoor food stalls.
• Santa Croce: I didn’t enter this church, since admission was not free, but I do think it’s in a picturesque area and warrants passing by!
• Palazzo Pitti: Normally, palace equals royalty…not in Florence! This palace belonged to the Medicis (shocker). I personally have seen way too many European palaces at this point. So I forwent paying the €16 entry fee (€22 if seeing the gardens as well) and only observed from outside. But I did regret maybe not having arrived earlier in the day than I did, to buy just a Boboli Gardens ticket (€10)! You can purchase online in advance from the official site (the same site as for the Uffizi) for an additional €3 fee, but it was not very crowded at all when I was there.

What to Eat in Florence

These are some Florentine and general Tuscan traditional dishes to try while in Florence.

• Bistecca alla Fiorentina : You will have no trouble finding Florentine-style beefsteak to try in a restaurant in Florence. Keep in mind that since it’s a pretty thick cut, getting the inside well done would be difficult without ruining the outside of the steak!
• Gelato : Yep – everyone’s favorite frozen Italian dessert made from milk, cream, and sugar is from the city of Florence! Now, that absolutely does not mean you should wait until arriving in Florence to try authentic gelato (after all, if you’re not having gelato at least once a day, are you really even on vacation in Italy?). But, maybe it does mean taking a gelato making class at the Carpigiani Gelato Museum ?
• Biscotti : These dry, crunchy, oblong-shaped almond cookies are traditionally called cantucci. They originally come from the Tuscan city of Prato, which sits just north of Florence.
• Crostini Neri : Also known by the names of crostini di fegatini and crostini Toscani, this typical Tuscan appetizer is toasted bread with a chicken liver paste spread atop.

Is there anything more quintessential Italy than the image of the leaning tower of Pisa? It’s funny how such a famous Italian landmark is from the most random of Italian cities! Luckily, Pisa is a necessary transfer station on the route between Florence and the Cinque Terre, so you lose almost no time making a couple-hour stop to get out of the station, snap your cliché photographs, and get right back on your way .

How to Get to Pisa from Florence

Take a regional train from Firenze S. M. Novella train station to Pisa Centrale train station . This is a 1.25 hour ride and costs €9.30. Once at the train station, head to the luggage storage in the station, and drop off your things for €5 per bag. Check out the storage website . Two other storage options near (but not inside) the station include this and this .

What to Do in Pisa (Half Day)

Personally, because this two week Italy itinerary is so jam packed, I recommend you head straight to the leaning tower, snap your pics, and head back to the train . The walk is about 30 minutes each way, plus I expect you’ll spend about 20 – 30 minutes trying to get that perfect leaning picture. So budget 1.5 – 2 hours for your stop in Pisa. The reason I recommend this is so that you can have as much time as possible in Cinque Terre.

But , if you want more than just a photo, there actually are a decent amount of things to do in Pisa.

• Climb the leaning tower: It’ll cost you €20 and you’ll need to choose a time-slot! The line looked long as I passed by.
• Go inside the Duomo (for free!): You still have to get a ticket, though, and time slots do book out. Do this at the building with all the signs, right by the leaning tower.
• Visit the Baptistery: I didn’t enter, but pictures do look very pretty! This alone will set you back €7, or you can pay €10 or €27 for a four or five-monument combo, respectively. See the official website to understand!
• Chiesa di Santa Maria della Spina: I actually know nothing interesting about this church, but I think it looks super cool. Try to walk by it by using Ponte Solferino bridge on your way back to the train.

Also, Pisa is a really pretty Tuscan city! So there’s absolutely no harm in sticking around longer and actually seeing the city of Pisa. You can just budget extra time to walk around before heading back on the train, or even stop for a meal.

Cinque Terre

Cinque Terre translates literally into the “five lands” in Italian, representing the five villages that make it up. The villages are Monterosso al Mare, Vernazza, Corniglia, Manarola, and Riomaggiore . I highly recommend not choosing Corniglia as a base, only because there is a 350+ step staircase from its train station to the actual village. (Psst: Check out my guide on alternative, cheaper Cinque Terre bases .)

How to Get to Cinque Terre from Pisa

Take a regional train from Pisa Centrale train station to your preferred Cinque Terre village of choice. All journeys will require a train transfer at La Spezia Cenrale station. You might consider using La Spezia as your base, since it might be cheaper, saves some train hassle , and is included in the Cinque Terre Rail Pass (more on the pass later on – don’t worry!). Train times and prices are below.

• Pisa to La Spezia: 75 minutes and €8.40
• Pisa to Riomaggiore (the southern-most village): 1.5 – 2 hours, because it requires a transfer at La Spezia, and €9.45
• Pisa to Monterosso (the northern-most village): 1.5 – 2 hours, because it requires a transfer at La Spezia, and €10 – €12, depending on the time

What to Do in Cinque Terre (One & a Half days)

The main things to do in Cinque Terre are visit all five villages and hike between them. Unfortunately, more than half of the famous trail is closed for reconstruction after an avalanche. Currently, the only open part of this specific trail is from Monterosso to Vernazza and from Vernazza to Corniglia, but you can check here for updates.

To hike it, you’ll need to pay (unless it’s winter when there’s apparently no one checking). For this itinerary, get the two-day €33 tr ails and train card . This grants you unlimited access to the paid trails and unlimited train travel between Levanto and La Spezia. It also allows you free public toilet usage in the villages and free WiFi at the village train stations. You can buy in person at any train station or information desk.

Besides the hikes, there is no real to-do list of attractions for each village, so just stroll around at your leisure, swim when you feel like it, and enjoy the beauty! If you’re looking to get off the beaten path (literally), I wrote about the free Cinque Terre hikes you can do instead of the paid ones. The views are better, too, in my opinion!

Day One (Half Day)

Riomaggiore and Manarola: After settling in from Pisa, I recommend splitting the remainder of this day relaxing and hanging out in Riomaggiore and Manarola. Try to be in Manarola for sunset , to get that cliché Instagram view. That café you see everyone take their pics at? It’s called Nessun Dorma .

Hike Monterosso to Vernazza to Corniglia: Finish up the last three villages, and get some hiking in! You can do the hike either direction you please. I highly recommend hiking with your swimsuit underneath , because there is nothing you’ll want to do more after a hike, than jump into that water!

What to Eat in the Cinque Terre

These are some yummy traditional foods to try while exploring the Cinque Terre.

• Pesto alla Genovese : This beloved pasta sauce made from crushed garlic, pine nuts, salt, basil leaves, olive oil, and cheese hails from the region of Liguria (the region where the Cinque Terre are located). More specifically, it comes from Genoa, as the name implies. But anywhere in Liguria is an authentic place to try a pesto dish!
• Focaccia : A warm slice of this fluffy, oily goodness makes for the perfect snack while zipping from village to village, or even a quick breakfast alongside some coffee before heading out for the day. It is made from flour, water, olive oil, salt, and rosemary, so it’s a great option for vegans as well.
• Farinata : Another delicious vegan food to try, farinata is a flat pancake-or-crepe-like food made from chickpea flour. You can pick up a slice as a snack on the go.
• White wine : Especially if you hike the trails between the Cinque Terre, you’ll notice a lot of white grape vineyards scaling the cliffs of this area. So it’s no surprise Liguria is known for its white wines!

Milan is known as fashion capital of Italy …and honestly not much else! It’s a city many aren’t enthused by, and I wouldn’t recommend it if you only have one week in Italy . But for a two week Italy itinerary, I really do think it’s appropriate. It’s home to the world-famous Last Supper painting, an iconic Duomo…and not a whole lot else! Which, in my opinion, makes a perfect, not-too-hectic stop towards the end of your epic, two week tour di Italia.

How to Get to Milan from Cinque Terre

Take a train from La Spezia Centrale to Milano Centrale . I recommend taking the direct, 3.5 hour InterCity train. Expect to pay around €20 if you book a month out, around €25 if you book two weeks out, and around €29 the day of.

What to Do in Milan (One Day)

• See the Last Supper : Book this is as soon as you can! Tickets to see Leonardo Da Vinci’s masterpiece are available on the official site three-ish months in advance. They cost €15, plus a €2 online fee, and allow you a 15-minute viewing of the famous painting in the Santa Maria delle Grazie church . On the first Sunday of every month, tickets are free, so all you would pay is the online booking fee. Unfortunately, official tickets tend to get scooped up on the first day they’re available by tour operators. So if you don’t get a ticket yourself, the only other way is to book a guided tour. These run for around €40 and above.
• Go to the Roof of the Duomo: Entrance to the roof costs €14 on foot or €16 by elevator, but €20 and €25 respectively if you add entry into the church itself. You can purchase tickets in advance on the official site . Remember to be dressed modestly to be able to enter!
• Galleria Vittorio Emanuele II: It’s to the left of the Duomo, and it’s just way too glamorous not to walk through! It’s also Italy’s oldest active shopping gallery. If you fancy a rooftop view of the Duomo, apparently you can take a €12 elevator up to the top.
• Navigli Lombardi: This area of a couple canals is super cute to walk around or eat in the evening!
• Starbucks Reserve Roastery: I’m not even a coffee fanatic, but I just had to pop my head into the first Starbucks in Italy. Definitely the bougiest Starbucks I’ve ever seen.

What to Eat in Milan

• Risotto alla Milanese : No trip to Milan is complete without trying this famous dish! Its yellow color comes from the saffron used, which just so happens to be the world’s most expensive spice – more expensive than gold.
• Cotoletta alla Milanese : This veal cutlet is similar to the Wiener Schnitzel you might be familiar with from Austria, but it is cooked and served with the bone in.
• Panettone : This world-famous Italian sweet bread dotted with candied fruits and raisins hails from the city of Milan. It is especially popular during Christmas and New Years.

I was worried before getting to Venice that I would hate it. So many people complain about its crowds, its mosquitos, its flooding… The list of negatives seems endless! But after just my first hours in Venice, I really felt like people give it a bad rep. Yes it is way too crowded in the center. But honestly, the crowds are completely justified.

I would describe Venice as: so beautiful, it’s unreal . And can you really blame crowds for flocking to something like that? Try to knock out all the main sights at less-crowded hours. Then spend the middle of the day exploring the rest of the city, where it’s much, much less crowded, but just as beautiful. Do that, and you might just end up liking it!

How to Get to Venice from Milan

Take a train from Milano Centrale to Venezia Santa Lucia . I recommend taking the direct, 2.5 hour Frecciarosssa train if you book a month in advance, when it’s around €29 for the morning train. If you buy closer to the departure date, it’ll be €52. Otherwise, the regional train (the type that costs the same no matter when you buy it) is €21.95, and the transfer in Verona only adds an hour more to your journey.

Once in Venice, you’ll want a vaporetto pass . Trust me – you don’t want to be lugging bags up and down those bridges! If you are 29 years-old or under, I highly recommend buying the Rolling Venice Pass . I wish I knew about it earlier! It costs €6, but in order to buy it, you must also purchase (at minimum) an unlimited three-day vaporetto pass for €27. With the pass, you also get discounts on many attractions , like a €12 discount entrance to the Doge’s Palace! The one-day transport pass alone costs €20, and the two-day pass costs €30, so getting the Rolling Pass quickly pays for itself. You can buy these passes online or in person once in Venice.

What to Do in Venice (Two Days)

Assuming you take a reasonably-timed morning train from Milan, you can get to Venice in the late morning. Add some time for navigating the canals to locate your accommodation, and you basically have a little under two days in Venice. (If that sounds like too little, you can remove the Burano and Murano day trip from the suggested itinerary below. But honestly, you’ll be fine!) If you want a more detailed walkthrough plus photographs of each of the below, check out my article on best things to do in Venice .

• Piazza San Marco: This main square is where most of the (tourist) action is. Firstly, there’s the Basilica San Marco . It’s €3 to enter, but there can be a very long line most hours of the day, so be careful what time you go. I went in the middle of the day when I saw it was shorter, and was in and out in 10 minutes! If you’d rather not risk it, you can book your time slot online during high season for a €3 booking fee. Large bags are not allowed inside, but there’s luggage storage nearby that the basilica will tell you to use. Across from the basilica is the Campanile (the bell tower). You can take the elevator up it for €10 if purchasing in person, or pay a €2 booking fee to reserve online in advance . If you want to skip the line, it’s the same website as the basilica. There’s also the Doge’s Palace . Entry is €25 if booked over 30 days prior, but only €13 with the 29-year-old Venice Rolling Card I mentioned above. See the official site for more deets.
• Bridge of Sighs: Walk around the Doge’s Palace, making a left turn around the corner along the water. From the first bridge, you’ll see the famous Bridge of Sighs. It’s named so because it connects to the prisons, and prisoners sighed while taking one last look over beautiful Venice as they walked through the bridge to their dooms.
• Rialto Bridge: If you haven’t figured out by now, Venice has a lot of cool bridges!
• Accademia Bridge: This was my favorite bridge , because it has such an amazing view.
• Take a half-day trip to Burano and Murano: Honestly, I did find this a little overrated, but maybe I’m just bitter because I got bad weather? I have an in-depth guide on how to visit the islands from Venice , as well as what each island is all about.
• Fondaco dei Tedeschi: This shopping center has free rooftop views of Venice, but you’ll need to book in advance (I recommend at least a day or two prior to get your ideal time slot). It’s located right at the edge of the Rialto Bridge on Calle del Fontego .
• The Grand Canal: The obvious way to float around Venice is on a Gondola. This will set you back €80 per gondola (six people max) in the daytime, or €100 sunset and later. Prices are fixed, so check current gondola prices , and don’t let anyone overcharge you. Alternatively, you can ride the vaporetto between San Marco and the train station, which is free since the vaporetto pass for the Burano and Murano day trip is still valid! I reeeeally recommend timing this during sunset. It’s SO pretty (and a lot less hectic).

What to Eat in Venice

These are some Italian favorites to try that come right from either Venice itself or the Veneto region.

• Tiramisu : This beloved Italian dessert made from coffee-dipped ladyfingers, whip, sugar, mascarpone cheese, and cocoa is not from Venice itself, but rather from the nearby city of Treviso to its north. Nevertheless, anywhere in the region of Veneto is an “authentic” place to try this yummy sweet.
• Risotto al nero di seppia : Some may find the black color intriguing, while others may find it offputting. Either way, squid ink risotto is a must try while in Venice!
• Aperol Spritz : Also called a Spritz Veneziano, you’re sure to spot this bright orange drink all throughout your two week Italy vacation. But this cocktail made from prosecco wine, Aperol, and soda water was actually invented in the Veneto region.
• Belini : Another famous Italian cocktail invented in Veneto – but this time from the exact city of Venice itself. In fact, you can have it right in the very bar where it was invented, Harry’s Bar, in San Marco Square. (But be warned – this is a very expensive way to have it if you sit down at one of the tables there!) This cocktail is made with Prosecco wine and peach purée or nectar.
• NOT PIZZA : If you are looking for an “authentic” Italian pizza, Venice is not the place to have it. As I mentioned above when explaining where you should try authentic pizza (Naples), pizza as it was first invented must be made in a wood burning oven. And Venice has none! Venice is built out of wood, and apparently wood burning ovens were banned after a pretty bad fire in the past. So if you fancy a pizza while in Venice, that’s fine, but know that it’s very far from “authentic” pizza!

How to Get Out of Venice

Alas, your epic two week Italy trip has come to an end! You’ll need to get out of Venice. Venice’s international airport is Venice Marco Polo Airport (VCE) . There are a few ways you can get from Venice’s city center to VCE.

• Option 1: By bus . From the Venice Piazzale Roma ATVO bus stop, ride the bus for €10. The ride takes 30 minutes. Purchase tickets at the ATVO ticket office in Piazzale Roma, from the automated ticket machine outside that ticket office, or online .
• Option 2: By water bus . From any of Venice’s Alilaguna water bus stops at San Marco, Rialto, Fondamenta Nuove, or Guglie, ride the water bus for €15. The ride takes up to 1.25 hours. Purchase tickets onboard the water bus or online for a €1 discount. Private water bus rides are also an option.
• Option 3: By taxi . The fare for this 30 minute ride from Venice Piazzale Roma is around €40. Make sure you get into an official taxi. They should accept card, and you can double check this as well as fare before getting in. You can also purchase online in advance (select “Town > Venice (P.Roma)” for Venice city center).

Adjustments to this 14 Day Italy Itinerary

• Starting in Venice instead of Rome: You can totally do this two week itinerary in reverse order. However, when you get to Florence and head to the Amalfi Coast, keep the Amalfi Coast portion in the same order. That is, still start at Pompeii and end in Capri. Then, head from Capri to Rome to end the trip.
• Flying in or out of Milan instead of Venice: Venice and Milan can easily be reversed in the itinerary, in case you find a good Venice flight. You’ll just train between Venice and the Cinque Terre instead of Milan and the Cinque Terre. This will, however, add about 1.5 hours to the train journey.
• Visiting Siena instead of Milan: If you already know you have no interest in Milan, consider replacing that day with adding an extra night in Florence. From there, you can make an easy day trip into Siena (or any other town in Tuscany!).
• Visiting Lake Como from Milan: If you can add just one extra night in Milan to this fourteen day Italy itinerary, you can squeeze in a lovely day trip to Lake Como from Milan . I detail exactly how to do it without a tour group and on a budget here .
• Skipping Capri if it seems too hectic: If the half-day in Capri and evening train to Florence sounds too hectic, I don’t blame you. It might be more enjoyable to save Capri for a return trip to Italy. Use the extra day as another day in either the Amalfi Coast, or add an extra night in Florence or Milan for one of the day trips I mention above.

Any Questions on These 2 Weeks in Italy?

I know that was A LOT! If you’re planning your own two week itinerary for Italy soon and want some personalized advice, drop a comment below with your questions . Whether it’s a two week Italy honeymoon or you’re backpacking Italy two weeks, I love playing travel agent for people!

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157 comments.

Hi Em!!! I love this article!! I’m getting married this August and my future husband and I want to travel to Italy next year for our official honeymoon!! based on your article we would want to go in early September, this is when we usually like to travel anyways to avoid crowds lol. It has always been my dream to travel to Italy and we are planning on going for about 2 weeks. Where do you recommend we start?? A must for us is definitely Rome and definitely the coast as I love the beach; but we would like instead of staying overnight in multiple places, we want to maybe stay in 2 or 3 main cities and then take day trips from there. Anywhere from 2-3 hr tops train rides. Any recommendations as to how we should do this? I look forward to hearing from you!!!

That Travelista

Hi Cristina,

Thanks for letting me know that you love my itinerary! Congrats on your engagement! Italy will make for a lovely honeymoon destination.

I would consider visiting Venice/Florence/Rome in one week and then Amalfi Coast (based in Positano) the next week. The Amalfi Coast is very much honeymoon vibes (I even mention in this article that there were many couples). The way I have it in this itinerary is the bare minimum time to see the highlights, but you could spend a whole week there and it would be much more enjoyable. You could do it in either direction: Venice > Florence > Rome/Amalfi Coast > Amalfi Coast/Rome (whichever you didn’t see after Florence) OR the exact reverse. You can fly into/out of Venice and Naples if you find good flights, or Rome instead of Naples if not.

That would be 4 bases. If you really want 3 bases or less, you could visit Florence as two round-trip day trips from Rome on the fast train. It’s 1.5 hrs each way.

I hope that helps!

Claudia Mandish

Please can you clarify the order of cities if arriving and departing in Milan for 2 weeks covering Milan / como / Venice / positano .

Hi Claudia,

For those destinations, I would recommend Milan > Lake Como > Venice > Positano > Milan OR the exact reverse.

I am so overwhelmed planning this trip for my family and so thankful I found your blog. Family of 4 travelling with my 20 year old daughter and 11 year old son, flying out of BWI to Milan July 17 – Aug 1, 2024. My daughter wants to spend time on the beach/lake , my son wants to see the leaning tower. I am going to print your guide , thank you of being so detailed ! What can I omit or add ? We are traveling light with hand carry and personal item each . If we go with private transport , do we just arrange them with the hotel or is there a website I can check and book in advance. We did London/amsterdam /paris/germany last summer and we are so spoiled with the convenience of uber for transportation. From your post and some of the comments, I guess Uber is not widely used but just find taxi stand, do they do meter or you set and agree on a price before hopping in .. Just curious if you have ideas on this

I’m glad to know that my post has helped you in your planning!

This itinerary as I have it has 2-4 days on the sea (1 day in Cinque Terre, up to 2 days in the Amalfi Coast, and up to 1 day in Capri. The only problem, though, is that it is a lot of moving around. So if you want to spend more time in a single beach place, you can remove 1-2 of the three destinations to add those days to the one that interests you most. So for example, cut out Capri and use that half day trip as an extra half day to just lay on the beach in the Amalfi Coast. Or cut out Cinque Terre and use that day as an extra day in the Amalfi Coast, etc.

The leaning tower, as you will have read in this itinerary, can be a day trip from Florence. If you cut out Cinque Terre, you can just do Pisa as a round-trip from Florence or as part of an organized tour group from Florence, rather than as a stop en route to Cinque Terre, as I have it in this itinerary.

If you would like to see a lake, there is also the option of doing a day trip to Lake Como from Milan , which I have a guide on. That would require one day taken from elsewhere.

Everything I recommend in this guide is kind of the minimum amount of time I deem appropriate for each destination, so it’s hard for me to tell you what to cut since you have exactly 14 days, just like my itinerary. So just decide what interests you and your family least.

That’s great that you are traveling carry-on only. I think that’s a great idea for a trip of this length and in warm weather!

As for transport, you can reach out to your accommodation to schedule private transport for you, but there are also options you can look at online to book yourself for a fixed price in advance (I’ve used such things in other countries, but never in Italy, so I can’t provide much personal recommendation. Just check the reviews that company has.). Uber does exist in Italy, though I’ve personally never used it. Italy has a really good train network between all the major tourist stops, and the train between major cities is MUCH faster than going by car. Private transfer around the Amalfi Coast might be worth it, though, especially splitting the cost as a group. For cabs, prices are set fares between city centers and their respective airports (I quote some of those prices in this itinerary), but it will be metered otherwise.

Greetings, Em!

Thank you for your superb itinerary. My fiancée and I will be spending sixteen days in Italy for our honeymoon next year, during April-May. If we count air travel, then it’s really fourteen days to enjoy the country. We’ll arrive in Rome on April 23rd, 2025 at 12:50 p.m. and depart from Venice on May 8th at 7:10 p.m. Here’s our planned itinerary:

April 23rd: Arrive in Rome at noon-ish and already start the itinerary. April 26th: Leave Rome (later in the day) and arrive at Pompeii, Positano and the Almafi Coast (PPA.) April 29th or 30th: Leave PPA and arrive at Capri. May 1st: Leave Capri (early) and arrive at Florence. May 3rd: Leave Florence (early) and arrive at Pisa. May 3rd/May 4th: Leave Pisa and arrive at Milan. We decided to skip the Cinque Terre and go straight to Milan. May 5th/May 6th: Leave Milan and arrive at Venice. May 8th: Leave Venice at 7:10 pm flight.

I think we should skip either Capri or Pisa so that we add an extra day to either Florence, PPA or even Venice. Or, maybe take one of the two days in Milan and add it to Capri, Florence or PPA.

What would you recommend? I don’t think there’s much to do in Milan. Capri sounds more interesting. Or maybe Florence deserves a third day? Or Venice a fourth day? I believe Rome already has enough. Maybe we can even cut half a day from Rome.

Hi Murillo,

I’m glad to know you like my itinerary!

I would recommend adding one night to Florence. This is because the journey from Capri will be around 5 hours, between the ferry to Naples, the cab to the station, and the train ride to Florence. So if you depart from Capri at 8am, for example, you’d arrive in Florence around 1pm, then check in to your hotel, and then have closer to 1.5 days in Florence instead of 2 full days, which I recommend. If you do add one night to Florence, you could instead leave Capri in the late afternoon, say 4pm, and arrive in Florence around 9pm. So it gives you a good chunk of extra time in Capri as well and thus kind of kills two birds with one stone.

But Capri can also be a round-trip day trip from Positano or Amalfi or Sorrento. So incase you do remove overnight-ing there, you can still decide last minute from within Italy to tack it on as a full day trip from the Amalfi Coast, if you feel like it.

I personally think one full day in Milan is enough to see its main draws, because, as I say in the itinerary, they are the painting, the church, and the galleria. So I would take the extra night to give to Florence from Milan.

If you’re not too bothered about missing the photo opportunity in Pisa, I think you’re find to remove it as well. It’s a necessary transfer between Florence and CT, which is why I feel it’s worth it in my itinerary. But since you would go from there to Milan, the Pisa visit becomes a bigger detour, since there aren’t direct or fast trains to Milan from Pisa. Another option would be to add yet another night to Florence, but use it for a day to do tour group day trip to the Tuscan countryside for some wine tasting that also includes a couple hour stop in Pisa. Then, you just take the fast train from Florence to Milan the morning after the day trip.

Four days in Venice for me would be a lot. It’s quite a small city, which is why I only devote 2 days to it in my itinerary. So with 3 days, I do think you guys will have enough time to enjoy it, but it of course depends on your interests.

I hope some of that helps you decide!

How about this then:

April 23rd: Arrive in Rome at noon-ish and already start the itinerary. April 26th: Leave Rome (later in the day) and arrive at Pompeii, Positano and the Almafi Coast (PPA.) April 29th or 30th: Leave PPA and arrive at Florence. (We decided to leave Capri for another time). May 3rd: Do the Tuscan countryside and Pisa combo, then return to Florence. May 3rd/May 4th: Leave Florence and arrive at Milan. May 6th: Leave Milan and arrive at Venice. May 8th: Leave Venice at 7:10 pm flight.

I think that looks quite nice! The only thing I would add is that it looks like you might have 2 full days in Milan if you go with the option of arriving there May 3rd and leaving May 6th. I do think one full day in Milan is enough for a trip of limited time where each day is precious time, so I wanted to mention that, in case you would prefer to allocate that as an extra day anywhere else in your itinerary. For example, I (personally) think 3 days in Venice or 3 days in Florence is better than 2 days in Milan.

But another option would be to stay in Milan two nights with the intent of using one day as a day trip to Lake Como from Milan . In case you don’t like the idea of checking in and out of hotels so quickly.

Have a great trip!

Hey Em! Thank you very much for your help! I’ll definitely keep that in mind. Have a wonderful day! =)

You’re welcome!

Hi Em… We have a 12 day summer trip planned in and out of Rome. I like the look of your 14 day itinerary. So plan to cut a few things to make it work. For whatever reason I would really love to see the Amalfi coast. Which is why we are adjusting your 14 day itinerary instead of adding days to your 10 day one that doesn’t include the Amalfi coast. Also milan isn’t as important to me. So if we are heading straight from Florence to Venice on day 9, What train logistics would change from what you have listed? Also if my kids really want to see Pisa, is this possible without doing cinque Terre, like a pit stop on the way to Venice? My other question, is taking the train back to Rome from Venice on the 12th day in the evening ok if our flight is in the am on the 13th day? Or should we devote a whole day to getting back to Rome?

I think all that is perfectly doable.

From Florence to Venice, just take the two respective train stations from my itinerary (Firenze S. M. Novella and Venezia Santa Lucia), and copy and paste them into the TrenItalia website to book the high speed, direct train in advance.

You can do Pisa as a round-trip day trip from Florence one day, or you can head from Florence to Pisa and then Pisa to Venice on the day of your first night in Venice, like you suggest. The train journey from Pisa Centrale to Venezia Santa Lucia would require a transfer at Firenze S. M. Novella and take 3.5 to 4 hours. (You could leave your bags at your Florence hotel reception after check out and return to your Florence hotel to pick them up before continuing on to Venice, if you prefer that to bringing them to Pisa and leaving them at luggage storage in Pisa Centrale station. But it would be faster to leave them at the Pisa station and not have to exit the station once back in Florence.)

Venice back to Rome on your final evening/night would be ideal. The journey on the fast/direct train will take 4 hours.

Hope that helps!

That helps a ton. Thanks for taking the time to reply to all these unique questions.

You’re welcome! 🙂

Actually one more question…. we are doing the following main stops: Rome, Amalfi Coast, Florence and then Venice. We chose this order as it follows thus itinerary but wanted to get your opinion because we eliminated CT and Milan… Thought we should ask if you would still do the stops in this order if not going to CT or Milan

Also thinking of taking the overnight train from Venice to Rome on the last evening, mostly for the experience. We will arrive at the main terminal 4hrs before our flight. Do you think this is wise?

The order doesn’t matter much! I would have mentioned it to you if it would have been better in another order 🙂 . The only difference would be that if you do it the other way around (Rome (0 nights) > Venice > Florence > Pisa > Rome (3 nights) > Amalfi Coast > Capri > Rome (1 night, same day as Capri)), you would have the option of direct trains between Pisa and Rome at certain times of day, whereas between Pisa and Venice will always require that transfer in Florence, as I already mentioned.

The overnight train sounds fine. I assume by “main terminal” you mean Rome’s main train station, Roma Termini? If so, you can of course go from there to the airport in 30 min, plus maybe 20 min wait time for the next train if you arrive right after one leaves. So let’s just say 1 hr. That’d give you 3 hours at the airport before your flight, which is what is recommended by airlines for international flights these days. The only thing would just be if you are one of those people who would be less relaxed due to not being in your departure city the night before. But if not, I think your plan sounds totally fine.

Hello! What would you recommend if I wanted to replace Pompeii with Sorrento? What would be the order from Rome -> Capri (Keeping everything after the same. Could you explain the trains/ boats for it too?

It would literally be the exact same as this itinerary, but instead of going to Naples to Pompeii, and then Pompeii to Sorrento, you just go from Naples straight to Sorrento. It’s not replacing anything, but rather skipping something. Because this itinerary already has you heading to Sorrento. Pompeii is just a stop on the route between Naples and Sorrento. So just skip the Pompeii stop and stay on the train until Sorrento.

I’ve read over this post and love how detailed it is. I am travelling to Italy in 2 weeks and haven’t planned anything yet. We are going for 2 weeks aswell but would like more of a relaxed holiday but still want to see the main sights. Where would you suggest to spend most of our time?

I’m glad to know you like the post!

The most lounge-y destination on this itinerary is the Amalfi Coast portion. So you could cut out other parts (Cinque Terre and Milan are what I would recommend, since you say you want to see the main things, and I’d define that as Rome, Florence, and Venice) to add more days in the Amalfi Coast.

Alternatively, you could just focus on the main three cities and maybe Milan, and go slower by staying in each one longer.

I hope those suggestions help!

I wanted to let you know that your itinerary has been extremely helpful. I’ve visited your page more than 100 times while finalizing my plans. My travel companion and I are not big fans of museums, so instead of spending a day at the museum in Florence, we’re considering doing a day trip to Tuscany, the Sienna Region, or maybe even scheduling a winery tour. Do you have any tips for a day trip itinerary or traveling without organized tours? Also, which winery would you recommend visiting? Thanks in advance!

Thanks for letting me know how helpful my itinerary has been! I love to know that. 🙂

I’m not big on wine, so I unfortunately don’t have too much to recommend on DIY wine tasting or tours in the region. 🙁 I see lots of group tours you can book that take you to parts of the Tuscan countryside that aren’t reachable by public transport and include wine tastings. But if you prefer to DIY (which, if you can’t tell already by my site lol, I would totally understand!), I would maybe google “best wineries in Tuscany,” jot them down on a list, and one by one, search in Google maps how to get to each from Florence. That way you can see if any are simple to reach by train or bus.

I can say that Siena is a very easy DIY day trip from Florence. There is a bus that leaves from near the main train station in Florence. There is also a train, but the bus takes you to the city center of Siena, whereas the train leaves you further out, so I recommend the bus for that reason. I don’t have a guide on this day trip because I didn’t take good enough notes while doing it myself. But I think you can find the schedule at this site by using the Trip Planner section. I bought my ticket in person the day of at the bus station, but I was there in late Sept, so depending on your time of year, you might want to book online or at least a day or two in advance if in person.

I hope some of that helps! Sorry to not be of more help on the wine!

Thank you so much, Em, for taking the time to reply!

You’re welcome! Enjoy your trip! 🙂

I have one more question. I’ve read some negative reviews about traveling from Naples to Sorrento via the Circumvesuviana train and the Campania Express, which I’ve heard is overpriced with poor service. We are a family of 4 traveling from Naples to Sorrento and planning to stop over to see Pompeii. We will be storing our luggage at Pompeii and then heading to Sorrento. What would you recommend other than the train? Is there a reliable bus service that we can take? Also, on our return trip from Sorrento to Naples, do you recommend taking a ferry or a bus instead of the train?

What kind of negative reviews are you seeing for the Circumvesuviana train? I ask because, it’s been some years since I did the exact journey that I recommend in this itinerary of going from Naples to Sorrento with the stop in Pompeii, but I don’t recall the ride being anything out of the ordinary! And my travel companion was a bit complain-y that trip lol, but she didn’t say anything about that ride either. So I wonder if it’s one of those situations where the only people who are taking the time to share a review are the few who had an extraordinarily bad experience? Because I believe that train is the sort of default way for tourists to get to Pompeii from Naples/Rome, if not on a tour or using private transport. The only bad thing, which I mention in my post, was that the platform was a little confusing for me to locate, because it’s kind of in the same station as Naples Centrale, and there is also the city’s metro in that same building, too. So that’s why I recommend to ask the staff for help if needed.

All that being said, there does seem to be a bus from Naples to Sorrento with a stop at Pompeii. You can check the timetable here . You will have to exit the station to find the bus stop. (I can’t find that line on Google maps, otherwise I’d link it.) Also, based on my experience with other buses in Italy, you will likely need to stop at a tobacco shop to purchase the bus tickets. The bus seems to take the same travel time as the train. I have no experience taking that bus, so I can’t share too much more than that, unfortunately!

There is also the option of a private transfer or a cab. Since you will be a group of 4, it might be worth the per person cost.

I wouldn’t recommend taking the ferry just to get from Sorrento to Naples, because the Naples ferry port is not a reasonable walking distance from the train station. You would have to get a cab to the station. The train (or the bus) will take you right to the building with Napoli Centrale.

Thank you, Em, for taking the time to respond! I’ve read some negative reviews on Tripadvisor about trains not being punctual, getting canceled at the last minute, and being so overcrowded that there’s no room to stand, among other issues. But I appreciate you sharing your experience with me. I will look into the private transfer option. Appreciate your insight!

Ah, I see. I think those are all valid possibilities. I definitely had to sit on the floor of the bus between Sorrento and Amalfi because we were let on rushedly and didn’t get a chance to realize how crowded it was inside until the bus already started moving.

A private transfer would be most comfortable, and it’s honestly the way I’d probably choose to travel from Naples into the Amalfi Coast if I had a party of 4 to split the cost with.

Your itinerary is such a gem and full of wonderful practical logistical detail. I am helping my adult daughter plan a high school graduation trip to Italy for her and granddaughter next June. I look forward to the accommodation list you say you will soon provide to help fill in that part. How can I ensure that I receive?

I’m glad the itinerary is helpful! I can respond back to this comment you’ve posted when it’s live. 🙂

On my homepage you can also always see my latest posts, so it’ll be visible there once it’s up.

Thank you so much for this itinerary. We are planning a trip to Italy next year, to celebrate becoming empty nesters and I wasn’t sure where to begin. This is a life saver. I can’t wait to see what accommodations you recommend. Do you know when you will share that? 🙂

I’m glad this itinerary has been helpful in your planning! I love the idea of your celebration trip. 🙂

I hope that the accommodation guide to match this itinerary will be live in the next month, or two months max if not!

I really like your itinerary and was wondering if you could suggest places to stay in the cities marked Overnight. Definitely looking for more affordable options as a solo female traveler. I am guessing you will obviously consider convenience of travel when making recommendations. I will be using public transportation for all my travels. Also, I have never been to Italy before. Thanks a lot in advance.

Hi Madhurima,

I’m glad to know you like the itinerary!

I unfortunately don’t have specific options I’d recommend for each spot. 🙁 I usually end up booking the most budget-friendly decent option that is reasonable distance from the train/bus station, since I tend to travel solo and more slowly, but it’s not what I’d always recommend to others. But I am working on a guide to provide this, since I get asked it so much! I’m not sure when your trip is, but I can let you know when the post goes live if your trip isn’t super soon.

Thanks so much for this great Itenerary! We’re planning a 18 day trip into and out of Rome with our 15 year old Sona nd 12 year old daughter. We’re an active family that loves hiking and swimming/ snorkeling. Any major modifications you’d make/ places you’d cut out that would be less interesting/ fun for teens/ preteens?

Also any advice for the bags? Would you do standard luggage or better off with a backpack? Thanks!

I’m glad you like the itinerary!

If we use one of your days as a travel day back to Rome from Venice (it won’t take a whole day), let’s say you have 17 full days, so 3 more days than in my itinerary. Based on your family’s interests, I’d add 2 more days to the Amalfi Coast (so that you definitely have time to do the Walk of the Gods hike, plus more time on beaches, and then can do a full day trip to Capri round trip and then head up to Florence the next morn, unlike the half-day trip I have here) and 1 more day to Cinque Terre (so that you have time to either add in the free Cinque Terre hikes (which I liked more than the paid ones) and/or rent a kayak from one village and kayak up/down the coast, finding little coves along the way). Or you could do the opposite, 1 more day in Amalfi Coast and 2 in Cinque Terre, if you think you’d like that more from what you’ve read.

If your kids don’t like history, you might consider whether Pompeii would be enjoyable for them or not. And if they don’t care for art, you might consider if they will like Milan (the main draw is the Last Supper painting and maybe the Duomo). You could use the extra days to do some cooking classes if the kids would like, or just move slower.

For luggage, it sounds like you are going in warm weather, since you mention swimming and snorkeling. So I would pack light. For a trip of that length, I would personally see if it’d be possible to not check in a bag and just take carry-on (so one “under the seat” sized backpack plus one carry-on luggage, for each person). I prefer suitcases to backpacks because they are easier to open/dig around/repack during the trip and also are healthier for your back. But it’s personal preference. If you guys have liquids or some other reason that you need a check-in bag, I would consider taking one large check in per 2 people (so maybe your partner and you split one and the kids split the other) and one carry-on per 2 people, plus one “under the seat” sized backpack per person.

Victoria Stasichin

I’m eloping to Italy in September and trying to plan it all out. I wanted go fly into Venice and travel south but it seems like the flights are not affordable for that so it looks like I would have to do round trip to Rome. I want to visit Rome, Florence/Tuscany, Venice, Positano, Amalfi, and Capri but I’m having trouble figuring out the trains and best order to do this in considering some are north and some are south! I’m worried about wasting a lot of my trip on trains.

Hi Victoria,

Congrats on your engagement!

I would recommend a figure-8-ish shaped itinerary with Rome as the center: Rome > Amalfi Coast (I would choose one base town and day trip form there) > Florence via train from Naples, like I explain in the “how to get to Florence” portion of this itinerary (Florence can be a base for other Tuscan day trips) > Venice > Rome. OR the exact opposite.

Brittney Vaughn

Thank you for sharing such an awesome itinerary, this is extremely helpful! My bestfriend and I are visiting Italy – landing in Rome on November 1st (arrive at 9 AM) and departing from Venice on November 14th (leave mid-day). I’ve read various recommendations and it seems like it’s not recommended to visit Cinque Terre in November. My best friend and I would like to visit Rome (& Pompeii), Siena, Florence, Pisa, Cinque Terre, and Venice. I would love to do the amalfi coast but knowing the weather won’t be the best, I am honestly ok with skipping it unless you’ve heard otherwise.

I am wondering if you can provide suggestions in terms of how many days I should stay in each town, and if you have any additional recommendations, knowing the time frame we are visiting.

Thank you so much for your help!

– Brittney

Hi Brittney,

I’m glad the itinerary is helpful for you!

It sounds like you have ~13 full days. To hit all the locations you’ve listed in 13 days, I would recommend: Rome (4 nights – 1 of those days as a day trip to Pompeii, can include some time in Naples if you want) > Florence (3 nights – 1 of those days as day trip to Sienna, better if done by bus rather than by train) > Cinque Terre (3 nights – stop at Pisa on the way from Florence, keep in mind that the trails might be closed due to mud and that many shops/eateries will be too due to the time of year) > Venice (3 nights, it’s prone to flooding in rain so bring appropriate shoes based on the forecast closer to your trip).

Hi Em We are visiting Italy for 17 days during early Dec and it’s our first Europe trip with our 2 teenage boys.

We heard a lot that it’s wet season and many places to avoid (Tuscany, Cinque Terre etc). We are flying in to Rome and departing from Venice. Not a fan of Milan. We were originally think of Rome> Naples/Amalfi Coast> Florence/Pisa > Cinque Terre > Venice…… though we have yet to think thr the detail itinerary. What do u think of this for Dec?

How exciting that you’re taking your sons to Europe for the first time!

I think that itinerary as you have it sounds fine! Just a heads up though that from Cinque Terre (from La Spezia) to Venice is going to be two train transfers (one at Pisa and one at Florence) and will be around 5 hours (including waiting for transfers). It’s doable, but I just wanted to give that heads up.

You might have read in this post and/or in some comments here below that I don’t recommend this itinerary in winter. This isn’t due to the temperatures themselves (I personally hate cold/gloomy weather, but not everyone else does lol and Italy’s winter is milder than many other places in the world), but rather because Venice is prone to flooding in rain, and because places like Cinque Terre and Amalfi Coast pretty much shut down in the off season. The CT trails might be closed due to mud, ferries in the Amalfi Coast will run with less frequency, and in both places, many shops/eateries will be closed until next season.

If none of that bothers you, then you can definitely visit those places in December!

Hi Em Thanks for replying so swiftly! Yeah totally get you on the flooding and shut down as I read it on some other travel blogs. Would you have alternatives to recommend us so that we can fill up our itinerary:)

One alternative would be to just go slower than I have in this itinerary, because it is pretty jam packed. So you could add one night each to Rome, Florence, and Venice (if you are going to be in Italy anyways, it might be worth it just to go and bring rain boots just in case or depending on the forecast closer to your trip), just to enjoy them more slowly/thoroughly.

Then I would add some day/side trips for the extra days. Pompeii + a bit of Naples could be an easy day trip from Rome. Or you could overnight in Naples if you want to see more of it, climb the volcano, etc. From Florence, you can day trip to Siena (better by bus than by train), San Gimignano (I haven’t been but I’ve bumped into so many travelers that liked it), Bologna (the main city in the region of Emilia-Romagna, which is home to many of Italy’s most famous foods like bolognese sauce, parmesan cheese, balsamic vinegar, etc.). You could also overnight in Bologna between Florence and Venice, and use it as a base to visit Parma (parmesan) and Modena (balsamic vinager) and do some tasting tours there. You could also add in Verona , which is day trip-able from Venice or from Bologna. And you can always use the extra time to do some experiences, like organized tours to the Tuscan countryside from Florence, cooking classes, etc.

I hope some of those ideas help!

Thanks loads Em! Much appreciated

Hi That Travelista, I think this post is very helpful but only a little suggestion about Cinque Terre: the really gem of Cinque Terre National Park is located in Prevo, a little hamlet of Vernazza, right on the Blue Path in halfway between Corniglia and Vernazza, in the hisghest spot at 208 meter a.s.l. There is only a little bar, a Farm Shop of Azienda Agricola Sentiero Azzurro and some beautiful houses for rent totally sea view: theheartofcinqueterre.com

Hi Pierpaolo,

I do recommend in this itinerary to walk the Blue Path from Vernazza to Corniglia on the second day in Cinque Terre, so people who do follow my recommendation will already be passing by the homes in Prevo. 🙂

Kurt Schneider

Thanks so much for this helpful article! Sorry if someone already asked you this, but I’m curious as to why you reccomend starting in Rome vs starting in Naples. It seems like with starting in Naples and working your way up you could avoid any backtracking. I’m sure you have a reason. Just curious!

Thanks so much!

I’m glad the article is helpful!

Starting at Naples would be better! But most readers of this article are visiting Italy from outside of Europe, so their airport options will likely be Rome, Milan, and Venice, since Naples is a smaller airport. But if you find a flight to Naples, that’d be better as a start/end point instead of Rome. You would then switch the order of Rome and Amalfi Coast in this itinerary.

Hi Em! I LOVE this itinerary so much! Thank you for sharing it 🙂

My husband and I are planning on using this itinerary but tweaking it a bit to fit in attending the Formula 1 race Aug 29-Sept 1 at the Autodromo Nazionale di Monza. We are planning for an 18 day trip (2 of which we’ll be flying) and since the race will be a 4 day event, we will need to cut out a few things or condense it quite a bit. Any tips?

I’m glad to know you love the itinerary! 🙂

I would cut out whatever interests you least. It sounds like you have 12 days (18 – 2 for flying – 4 for the race). So you would need to cut two days from this itinerary. Monza is close to Milan so that seems easy to keep in. You could cut out the 2 days for Cinque Terre and Pisa. Or cut out 2 days from the Amalfi Coast (cut out the Capri day trip and combine Positano and Amalfi into one day trip from Sorrento, or only visit Positano and not Amalfi). Or you could cut out all 4 days in the Amalfi Coast since there’s enough there for a week-long trip in the future. And then have 2 extra days to add elsewhere to not move around as fast. Maybe an extra day in Cinque Terre and an extra day in Milan to do a day trip to Lake Como from Milan .

Hope some of those ideas help!

Hi! Your very detailed itinerary is really a welcome! Am planning about a 12 days visit in mid to end June. What are your thoughts on visiting during this time?

Like I say in the post, I believe that anytime outside of winter is a good time to do this itinerary! You’ll have a great time. 🙂

Thanks for the response! Need your input on this! Am considering your itinerary for my visit. The issue here is I made a mistake in booking my return flight! I’m flying in to Rome and will be ending my tour in Venice but my return flight is from Rome! Any suggestion?

Not a huge problem! Just take the fast train from Venice to Rome on your final evening if your departure is in the morning, or on your final morning if your departure is in the late afternoon or evening. It takes around 4 hours.

Hey Em! My husband and I are going to Italy May 19-June 2nd! We are flying in and out of Rome, and I’m having a hard time trying to figure out the best trajectory! We will spend the first 3 nights in Rome, then from there I’d like to see a few places and I’d love your thoughts on direction!

We’d love to see:

Almalfi Coast Tuscany Florence Modena Cinque Terre Maybe Venice.. too much?

I just can’t figure out the best way to make the best use of our time. I’d love to hear your thoughts!

It sounds like you have 13 full days in Italy? In order to hit everything on your list in 13 days, I’d suggest:

Days 1 – 3: Rome Days 4 – 6: Amalfi Coast Days 7 – 11: Florence (2 days for Florence itself, 1 day for Cinque Terre day trip, 1 day for a day trip somewhere else in Tuscany (bc you list “Tuscany” and also list “Florence,” but Florence is already in Tuscany, so I assume you mean the Tuscan countryside or a smaller village), and 1 day for Modena day trip) Days 12 – 13: Venice

From Venice, take the fast train back to Rome.

If you want more time in Cinque Terre, you can remove 1 day from Amalfi Coast and move it there.

Alexis Pratt

This is incredible! Thank you for all the research and real travel experience. And taking the time to write it all out! My only question thus far.. do you know how much this all cost? I want to get an estimate to know what to start saving for! Thank you so much.

I’m glad it’s helpful for you!

The biggest cost is going to be housing, and that is going to depend on your personal preferences, your party size, and how far in advance you book. So it’s hard for me to ballpark it for you. I would just look at some places on a booking site to get an idea for a per night rate for the type of accommodation that you personally will be ok with.

Besides that, I’ve tried to put all the prices of attractions and transport in this guide, so you can just add up all the attractions you would enter (for example, not everyone will do a gondola ride or enter every attraction) and the transport you would take (for example, using a cab is different than using a bus or ferry).

If you plan to have a restaurant meal 3 times a day, I’d budget around €60 per day to be super safe. But I personally usually spend less than €25 a day on food in Italy, because I have pastries for breakfast and simpler meals for lunch and dinner.

Sorry to not be of more help!

Thank you for the detailed itinerary. We are planning a 12-day trip to Italy (not including the travel time), starting from Venice and ending in Rome. Amalfi Coast/Capri is at the top of our list. We are debating whether or not to add Lake Como and skip Cinque Terra since we are planning to go to Amalfi Coast anyway.

I’m glad the itinerary is helpful!

I think that sounds like a fine plan! The debate between Cinque Terre and Amalfi Coast is a common one! Both are full of pretty, colorful villages along the water. Cinque Terre is easier to get to/around and fun for hiking and then jumping in the sea afterwards. It’s also cheaper. But I think the nature/scenery in the Amalfi Coast is more impressive.

You could do Venice (2 nights) > Milan (2 nights, one day for Milan and second for a Lake Como day trip from Milan ) > Florence (2 nights) > Amalfi Coast via Naples (3 nights) > Rome (3 nights).

Thank you so much for reply!

Hi, Do you have recommendations on accommodations in all the cities you have included to visit over the 2 week period? We’re looking to go in September. Thanks, Gemma

Not yet, but I am actually currently working on a guide that will be just that! It will definitely be published before September, but not for a while still. I can let you know through this comment thread when it’s up, in case you still haven’t booked your accommodation by then.

Hi, Is it advisable to rent a car in Venice and make a day trip to Either Dolomite or Lake Como?

I’ve replied to your other comment. 🙂

I’ve never done it, so I can’t speak from personal expensive. But from what I’ve seen/read, I would definitely recommend renting a car to travel around the Dolomites. I can’t speak to whether it’s worth the drive for just one day though, since I haven’t been.

For Lake Como, it’s quite a bit further out (3 hours one way to the best part of the lake). Lake Garda is also popular and is closer, so you might consider that, too.

Thank you so much!!

I’ve responded to your other comment. 🙂

This was a lifesaver! I may ( 99.9%) have more questions as I finalize my trip, however, I have 2 I thought of now. Following your list and ending in Venice, we than are heading to Sicily… Can you provide the best route? Also if I wanted to add 1 additional ( 2 night stop) between Venice and Sicily, what you would reccomend with the travel details as well please.

Hi Jacqueline,

I’m glad this itinerary has been so helpful!

If it were me, I would probably fly to Sicily from Venice, because Sicily is quite far by train from anywhere on this itinerary.

If you do want to go by train, I would probably reverse this itinerary, so that you train to Sicily via either Rome or the Amalfi Coast (or ferry, if from Naples). They are still far, but closer to Sicily than Venice. Puglia might be an interesting stop to break up the long train journey. I haven’t visited it yet, though, so I can’t speak to it personally.

But like I said, if it were me and I had limited time, I would fly. If you are looking to add one more place to your trip, maybe you can add a night or two in Lake Como from Milan, before heading to Venice. Or visit Lake Garda from Venice. I have an itinerary on a day trip to Lake Como from Milan , if you are interested. You could also add extra nights to rushed parts of the itinerary, like Amalfi Coast or Cinque Terre.

Thank you for this detailed itinerary. It’s the best 🙂

We decided to not go to Cinque Terre. We are still planning on going to Pisa after Florence. How would we go from Pisa to Venice? The different train systems confuse me and we want to get there as soon as possible. Also, how did you feel about the luggage storage in some of the trains? We plan to bring a 28 inch luggage to hold everything for 2 weeks.

Hi Jennifer,

I’m glad the itinerary is helpful!

If you see the directions from how to get to Venice from Cinque Terre in this itinerary, you’ll see that there is a transfer at Pisa. So you will do the same journey, just minus the part from Cinque Terre to Pisa, saving one transfer. You will go Pisa>Florence>Venice (but just purchase one ticket with a transfer, not two tickets).

The luggage storage has been fine for me. I traveled with one those medium sized check-in luggages for 5 weeks, and I usually had room to keep it in front of me. One day it was crowded and someone offered to lift it to the racks overhead for me, because it was way too heavy to lift myself, so that he could sit in the seat front of me. There also should be space for large bags at the end of each train carriage, but I’ve never used that before in Italy.

This is a great itinerary. I am planning on taking my three daughters to Italy for 2 weeks in May 2025. This looks just what I was wanting. I am wondering if you could recommend hotels (2 rooms) for each stop. I do not want 5*. We want quaint boutique hotels that give a flavour of the region. I would love to be able to book this trip myself using expedia or similar companies. Thoughts? I would appreciate your feedback.

Hi Elizabeth,

I’ve responded to your email, but to answer your question publicly for anyone else who might be reading, it’s definitely doable to book this trip yourself! 🙂

Hello! I’d love to go visit Dolomites when i go to Italy next year. Do you have any advices on where to put this destination during the trip? And which city can i skip for exchange of Dolomites?? Thanks a lot!

Ah and I love to go to Sicily as well! I plan to arrive in Rome and depart from Milan. 🙂

I haven’t visited neither the Dolomites nor Sicily yet, but both are on my list!

From what I’ve researched on the Dolomites, it’s easier with a car rental. I’m not sure if you plan to rent a car. Without a car, I do think you can see some things, but you might not be as time efficient (i.e. it might require more days). So what cities you can cut out is going to depend on how many days you want to spend in the Dolomites.

Sicily is quite far from the rest of the itinerary, so it will be either a long train ride (from Rome, Naples, or Salerno at the eastern edge of the Amalfi Coast) or a flight. It’s a decently sized island, so again what cities to cut out will depend on if you are satisfied to just see one city and get a taste of the island or if you want to see more of the island.

I would recommend axing Milan, the Amalfi Coast/Pompeii/Capri leg, and/or the Cinque Terre/Pisa leg because they are less “must see” than Rome, Venice, and Florence. The Dolomites are going to be closest to Venice. So I would add them from there. Sicily is very south, but you might need to take a domestic flight to not waste time, so it might not matter where you add it in. But probably from Venice or Rome airports (or Naples if you decide to not remove the Amalfi Coast bit of the itinerary).

I hope that helps a bit!

Hi Em we will be travelling to Italy in late September from Australia, spending several days cycling in the Dolomites and then using your itinerary as a broad guide for the rest of our trip. If we have a couple of extra days spare (we have three weeks in total) would you recommend Puglia? Or somewhere else as a higher priority?

I haven’t been south of the Amalfi Coast area yet, but Puglia looks beautiful, less touristy, and is on my list! That and also Sicily, but I think Puglia would be easier in 2 or 3 days than Sicily, from what I’ve read/seen.

Another option is one of the northern lakes, Lake Como and Lake Garda being two of the most popular. I haven’t been to Garda, but Lake Como was stunning and easy to move around. But quite touristy.

Just some other options to consider, but (keeping in mind that I haven’t been there myself) Puglia sounds like a great addition! With the 2 week itinerary I’ve written out, you’re already going to see all the most “priority” stops in the country, from a touristic point of view, so anything else on top of that is going to be a bonus and just based on your interests!!

My fiancé and I are arriving in FCO on 4/1/24. We have two weeks in Italy, in theory. I wouldn’t mind hitting Croatia for a couple of days, if that is doable. I’ve been to Italy numerous times, and he has not, but is happy just going where I want to visit. Croatia is high on both of our lists, so, if we’re there, why not? Any thoughts or insights about that?

I LOVE Croatia and think it’ll pair perfectly with Italy!

If I were making an itinerary for just your fiance alone, who hasn’t been to Italy nor Croatia, I would recommend combining my one week Italy itinerary and my one week Croatia itinerary to make a two week trip. Each itinerary is what I would recommend for a first timer in each country (so Rome, Florence, Venice for Italy, and Dubrovnik, Split area, Plitvice Lakes for Croatia).

BUT since you’ve already been to Italy, and many times at that, I’d have to ask what you’re hoping to get out of both countries this visit. What places are you interested to see in Italy? Do they have to be new, or are you willing to repeat things for your fiance to see? Do you want to see “all” of Croatia, or just Split and Dubrovnik? If so, Split and Dubrovnik both have airports with flights to/from Italy, so you can even just tack that portion of my Croatia itinerary somewhere in your Italy trip. I’m happy to give more specific recommendations/thoughts if you let me know! 🙂

I think you submitted two comments, so I’ve responded to the other one. 🙂

Hello Em, really enjoyed reading your 14 day Italy itinerary for first timers. My darling wife and I are considering a trip to Italy this fall. We are in our sixties, and while we can walk, we cannot “hike”, so do be gentle, haha. While we would love to cover as much as possible, we do like to take it easy and travel in a leisurely manner.

Based on your itinerary in reverse, here is what we have come up with: Fly into Venice early afternoon. Stay in Venice for 3 nights, (one extra night) as we would need to get over the jetlag from an overnight flight from North America. Florence for 2 or 3 nights. Cinque Terre/Pisa for 2 or 3 nights. (As suggested by you, thinking of staying in La Spezia for ease of train travel to the 5 village and budget as well.) Rome for 5 nights. This would include a day trip to Amalfi Coast and or Naples if possible.

Seeking your guidance to set up the itinerary along with details of places to visit. So this would be a 13 or 15 nights itinerary, depending on your valuable input. Also we cannot decide if we should begin the Italy trip mid September, late September or early October, keeping in mind weather and crowds.

Thanking you in advance and best wishes

I think that sounds like a really nice itinerary!

If you are not going to be staying overnight in the Amalfi Coast, I would recommend switching the order of Florence and Cinque Terre around to save an hour of train travel time. So Venice > Florence > Cinque Terre > Rome.

The later you go, the lower accommodation prices will be and the lesser the crowds will be (especially in Venice, because of cruise ships, though I believe they have limited the sizes ships can be now). But also, the cooler the weather should be (but you never know what weather you will get, of course!). If it were me, I would opt for mid or late September. This is because I’m really affected by weather, unfortunately lol! If you don’t mind the weather being cooler, October might be fine for you.

There are tours on sites like Get Your Guide and Viator for Pompeii and Amalfi Coast day trips from Rome that run around $100 – $150, so that might be an option to consider if you want to see them both in one day.

All my recommendations on what to visit or extra day trips to add are basically what I’ve put in this post, so if there is any question in specific, let me know! I think having more time in each city will just allow you to enjoy it more by not being rushed or having to wake up early to fit everything in, and allowing you free time to meander and discover things on your own. There’s no reason to rush if you don’t have to! 🙂

Hello Em Thank you so much for your time and input for our trip. Noted your suggestion about the routing, CT to Rome. A few questions: 1. Taking the train from Florence to CT, should we stop in Pisa. Is the Tower a thing not to miss. 2. What is best train route from Florence to CT. 3. We decided to spend two nights instead of 3 at CT. Question, should we stay in La Spezia or in one of the towns, maybe Monterosso. Any thoughts. 4. What is the best train route from CT to Rome. I guess we should plan to arrive at Roma Termini station. Thanks once again. Best wishes

1. It’s totally up to you if the tower is worth missing or not! It’s not as impressive as the buildings you will see on the rest of your trip (the Colosseum, Venice’s buildings coming out of the water, the Duomo in Florence which literally had new tools invented to build it). It’s just a very cliche symbol of the country for whatever reason, and not worth visiting on it’s own, so that’s why I’ve put it as a quick photo stop in this itinerary, since you already have to exit the train at Pisa station to make a transfer between CT and Florence anyways.

2. I have the train route from Florence to CT in this itinerary. If you don’t want to see the Leaning Tower of Pisa, you can just skip that and can continue the transfer to La Spezia at Pisa station. From there, you can continue to CT proper if you want, or stay in La Spezia as your base, like I recommend in the itinerary. The only reason I mentioned the switch to you is because you are doing my itinerary from Venice to Rome, so backwards. So I didn’t want you to do Venice > CT > Florence, because since you aren’t doing Amalfi. Then to get to Rome from CT, it will be from La Spezia Centrale to Roma Termini (direct train as fast as 3 hours in the morning, closer to 4 hours later in the day). For all other train journeys, just do the exact reverse of what I have detailed out in this post.

3. I answered this slightly in the previous bullet, but in the itinerary I recommend La Spezia for just two nights. I explain a bit why in the itinerary.

4. I answered this in the second bullet, but I’ll add that when looking for tickets to a city, you can type just the name (in Italian, so Roma, Firenze, Venezia, etc.) and then select “Tutti Le Stazioni” if that option is there in the drop-down. This will include all stations for that city in the search. But yes, for this journey in particular, it’ll be Roma Termini. 🙂

Thank you so much Em You are the best.

Glad to be of help! 🙂

Hi Em! Thank you so much for this detailed itinerary, very helpful! I’m planning on visiting Italy in September for 2 weeks, perhaps a little longer. It’ll be my first solo holiday! I’m really keen to explore Sicily as well as the destinations set out in your article. I’ll be flying from Bristol and planned to begin in Milan and make my way down the country, flying home from Sicily but flights are either a lot more expensive or hours long! Do you think it would be okay to follow your itinerary, ending in Sicily and then flying from Sicily back to Milan so that I can book a return flight from there? Thank you again for your help! ☺️

You can definitely tack on Sicily to this itinerary, and I think a domestic flight to save money/time makes a lot of sense.

I’m not sure if you are planning to connect my itinerary to Sicily by train or do two domestic flights. If you are wanting to use the trains to get to Sicily and just the flight to get home, there are direct trains from Roma Termini and Salerno to Messina Centrale, Palermo Centrale, and Siracusa. Salerno will save you about 2 hours compared to Rome, and it is at the eastern end of the Amalfi Coast. So if you decide to go that route, I would recommend moving my itinerary around to end in Amalfi Coast rather than in Rome. That would also make me recommend moving Florence and Cinque Terre around, to save an hour of train time there.

So Milan > Venice > Florence > Cinque Terre > Rome > Amalfi Coast > Salerno (reached either by train with connection in Torre Annunziata or Naples, or by ferry) > Sicily > flight to Milan.

You could also fly from Naples to Sicily. The train journey is so long that it might be worth looking into.

I hope that helps!! Your trip sounds like it’s going to be amazing!!

Hi Em, Thank you so much for your reply! I ended up missing out Sicily and decided to do it another time. Instead I have tweaked things slightly and planned it Venice – Florence – Pisa – Clique Terre – Rome – Pompeii – Sorrento – Matera – Milan – Lake Como. Thank you so much! ☺️

That sounds like it is going to be an amazing trip! Have the best time!

My husband and I will be visiting Italy in June. I would love to visit EVERY place on the itinerary, but my husband is not looking forward to packing up and jumping on a train every 2 days. I read that you recommended cutting out Capri, but that’s high on my list. Can you tell me if cutting out Cinq Terre is a good alternative?

Hi Camille,

I think that’s a great alternative. If Capri is high on your list, that settles it, in my opinion! My itinerary only allocates a half day to Capri, but by removing Cinque Terre, you can either overnight in Capri with those two nights originally meant for La Spezia/Cinque Terre, or add two nights to the Amalfi Coast, allowing you to do a longer day trip to Capri than you would be able to do if you were going to Florence afterwards, like in my itinerary.

The reason I recommended cutting out Capri in another comment is because (1) it only occupies half a day of my itinerary, so it’s one of the smallest things to cut out, and (2) it added the most inconvenience to the itinerary. But now, the train journey between Cinque Terre and Venice has also gotten about an hour longer than it used to be for some reason. I’m not sure if it is because of work on the route or if it’s a permanent change. But now the inconvenience is kind of similar between the two.

And lastly, I think Cinque Terre on its own is easier to return to on a future trip than Capri on its own is.

I hope that helps you make your decision! Enjoy your trip!

Kelley Strutton

Thanks for this wonderful guide – it paints such a beautiful picture of Italy and all the details are really helpful. We are seniors and looking for info to ease the logistics of things. Specifically: Would it make sense to take a train from Rome to Sorrento, using Sorrento as your base for a few days. Then, on one of the days take a train back to Pompeii for the day to see the ruins – trying to avoid the luggage and train transfer hassles. Also, can you tell me how luggage is handled and where it is stored on the trains? Will there be any assistance available for this? Quick impressions of the best area to stay in Rome, Florence and Venice for convenience to attractions and trains would be helpful. Thanks so much.

I’m glad my guide is helpful!

You can totally day trip to Pompeii from Sorrento if you prefer. You could technically even do it on the same day as you leave Rome, if you don’t mind doubling back on the same day. The train ride is around and hour each way, and it will be the same train you take from Naples to Sorrento, so you’ll already have experience with it.

I’ve always put my luggage above me, if the carriage is so full that I cannot keep it near my seat. I’ve never traveled Italy with anything larger than the medium-sized check-in bag, though. (I mean the kind that are definitely too large to be check-in, but not the standard check-in sized luggage.) There is usually also a designated area for luggage at the end of each carriage. There isn’t impromptu service that I have witnessed. I’ve only ever seen train staff give directions and answer questions. But TrenItalia does have this service to deliver luggage to your hotel. So maybe that will interest you.

I personally always try to stay walking distance from the train stations. In Rome, this area visually seems a little dodgy, so you might want to keep that in mind. You can try to find something still walking distance from the train, but in the direction of the attractions (northeast of the station). But in Florence, I found the area near the train to be fine. In Venice, I would definitely recommend to be near the train, because it is annoying transporting luggage over all the bridges, and it can be confusing to navigate the water taxis right upon arriving and with luggage in hand. Florence and Venice are both rather compact.

I usually use Booking.com to search, because I like that their interface allows you to filter criteria and then move to a map view, which allows me to see where the accommodation is relative to the train and attractions. I’m not currently affiliated with Booking.com.

I hope some of that helps!!

So, do you have to change trains to get from Rome to Sorrento? Or is there a direct train?

As my itinerary details in the section about how to get to Pompeii, you have to transfer at Naples. There are two Naples stations. You go from Rome to one. Then, you walk to the other one and head on a second train towards Sorrento. My itinerary has you getting off this second train at Pompeii on the way to Sorrento, but you can of course just keep on the train and head to Sorrento. 🙂

I see. Thanks for the good info

Shani Damodaran

HI, Planning to do a trip of Italy plus Malta starting in first week of April 24 for 17 days. We are a family of 3 (2 adults and a 15 years old child) Landing in Milan and flyout from Rome Can you advice a complete itinerary with an option of flying in and out of Malta in between this 17 days. Malta can be 2 nights only. We would like to spend some quality time in Rome for sure. (if less also, give an option).

That trip sounds like it will be a dream! I think Malta can be squeezed into this Italy itinerary quite nicely.

What I recommend is to do my itinerary backwards then find a way to squeeze Malta in using the airports of Naples, Bologna, or Pisa.

This could yield something like:

April 24: land in Milan April 25: travel to Venice in afternoon or evening (depending on how much time you had in Milan on day 1) April 26: Venice April 27: travel to Florence in evening April 28: Florence April 29: Florence April 30: travel to Cinque Terre (La Spezia) in morning, stopping in Pisa if interested May 1: Cinque Terre May 2: travel to Pisa Airport (9am flight) and fly to Malta May 3: Malta May 4: fly to Naples Airport, travel to Amalfi Coast (Sorrento), stopping in Pompeii if interested May 5: Amalfi Coast May 6: Amalfi Coast May 7: travel to Rome in morning, stopping in Capri if interested May 8: Rome May 9: Rome May 10: fly home

The flights I reference are all through RyanAir. So be sure to read my guide on flying with RyanAir without getting ripped off before purchasing.

Hope that helps, and have a great trip!

Planning to go to Italy for 2 weeks 15-17 days. I was planning to add Malta too.. do u think I can add Sicily and then Malta after Naples ? and miss Milan from the trip. Please let me know your thoughts on these places. If they all look and feel the same in June then may be I could skip them.

Hi Archana!

There are direct flights between the three places (Naples, Sicily, and Malta), so you definitely can tack those onto the itinerary if you’d like. In that case, I would probably make the trip Venice > Florence > Cinque Terre > Rome > Naples/Amalfi Coast > Malta + Sicily. Or the exact reverse. The only thing is that removing Milan only saves one day, so if you are following the rest of my itinerary, your trip will be longer than 17 days if you tack on Sicily (which is a large island) and Malta. So you might have to cut a bit more out from my itinerary, if that is what you are following.

I haven’t been to Sicily or Malta yet, so I can’t advise on them from personal experience. I’ve heard that Sicily is a bit of a different vibe from the rest of the country. And Malta of course is a separate country. But the three places are going to seem similar compared to, say, Norway. They are all in the Mediterranean, they are all southern Europe, they all have been part of the Roman Empire, etc. So it depends on your definition of “the same.” My own opinion is that I absolutely plan to visit both Sicily and Malta in the future!

Jessica Cloutier

Thank you so much for all the valuable information! We’re doing a bit of a shorter trip as we are staying a few days in Paris as well as Switzerland. We plan to have 11 -12 days in Italy. I am wondering how you would reconfigure the itinerary. I have been to Italy on a school trip and was planning on skipping Rome this time around (been to Florence as well but would like to go back). I also wanted to check out lake como. Any suggestions are greatly appreciated.

Hi Jessica,

I’m glad the information is helpful!

Since the itinerary is 14 days and the Rome portion is 3 days, I would just remove those 3 days and have an 11 day itinerary. That would have you starting in Naples (which has an airport) and ending in Milan, or the reverse – whichever works out better for you.

If you want to see Lake Como on a day trip, it’s possible and would keep the itinerary within 12 days. I detail how in my Lake Como day trip itinerary from Milan . If you want to overnight in Lake Como, I would cut some days out from whatever interests you least and tack on those days to Lake Como. Maybe the half day in Capri because it’s a little complicated, or maybe Milan because it’s not as beloved, or maybe a night from Florence since it’s a repeat for you, etc.

I hope that helps!!

This post is amazing! Would love your input on 14 days flights to and from FCO – Rome (Wednesday arrive, Tuesday depart). We hope to hit Rome, Pescara, Roccamorice, Naples, Pompeii, Sorento, Pompeii, Amalfi, the hike you mention, and maybe Capri. We dont mind paying for some accommodations, but we also have a friend in Naples where we can stay for free. Any tips on itinerary and how to get around?

Hi Ken! I’m so glad to know the post was helpful! 🙂

That’s so awesome you have free housing in Naples!

The bulk of everything you listed is day-trip-able from Naples – just Rome, Pescara, and Roccamorice aren’t. I haven’t been to Pescara or Roccamorice, but based off a quick Google Maps search of public transport, it seems there are trains and buses between Rome and Pescara. It seems that there is a long (5hr) Flixbus between Naples and Pescara, but that a train trip between the two has to transfer at Rome. I didn’t see any way to get to Roccamorice with public transport from Pescara, Rome, or Naples.

Off the top of my head, I would say to combine Rome, Pescara, and Roccamorice as one leg of the trip. Let’s call it Leg A.

Leg A: Day 1: land in Rome, explore if you have time/energy, sleep in Rome Day 2: Rome, sleep in Rome Day 3: Rome, sleep in Rome Day 4: travel (probably train) to Pescara, explore, sleep in Pescara Day 5: day trip to Roccamorice (I imagine there must be some way to get there by local bus? I’d look more into that!), sleep in Pescara Day 6: travel to Rome (or to Naples by Flixbus, depending on the day)

Sorrento, Pompeii, a hike up Mt Vesuvius (if that interests you), and Capri are all super-duper easy day trips from Naples. So, if you’re wanting to save budget, I’d plan all those as day trips (and maybe overnight in Capri if you want, to experience it without the day-trippers) from your friend’s place. And Naples itself also has things to see!

I think it’s worth spending a night or two in either Positano or Amalfi to spend one day in each and do the Walk of the Gods hike. But you technicallyyy can day trip to them from Naples as well. If you do, I’d recommend by ferry, because doing the train from Naples to Sorrento, then the bus from Sorrento to Positano/Amalfi, and then returning…all in the same day…multiples days…just sounds terrible to me! But the ferry would be €30 – €40 ish round trip each time, so multiply that by multiple people and two or three days, and I feel like you can just put some of that money towards accommodation instead, spending more time exploring and less time commuting!

Either way, I’d say to combine Naples, Pompeii, Sorrento, Positano, Amalfi, the hike, and Capri into another leg of the trip. Let’s call this next bit of the trip Leg B.

Leg B: Day 1: travel to Naples from Rome by train (or from Pescara by Flixbus), explore depending on time, sleep at friend’s place Day 2: day trip to Pompeii + Sorrento, sleep at friend’s place Day 3: travel to Positano in morning (probably ferry), explore, sleep in Positano (or Amalfi if you decide) Day 4: take bus/cab to Amalfi, explore, take bus/cab to start of hike, hike to Positano, sleep in Positano (or rearrange this if you decided Amalfi for Day 3) Day 5: take ferry to Capri, explore, take ferry to Naples, sleep at friend’s place (or overnight in Capri, taking ferry to Naples the next day)

So all that puts you at about 10 – 13 days, depending on if you add extra nights to Capri or the Amalfi Coast or Naples, and whether you combine day 6 of Leg A with Day 1 of Leg B.

If you have an extra 2 – 4 days, you can add a Leg C of Naples/Rome-Florence-(+ Pisa if you want)-Rome, or Naples/Rome-Florence-Venice-Rome, or Naples/Rome-Venice-Rome, etc. by fast train. Know that Venice is going to be a long train ride from Naples, though!

And you can rearrange any of the Legs A – C into whatever order fits best with your flights or your friends’ schedule, etc. since Rome is kind of the focal point of them all.

Hope some of that is helpful!! I think it all depends on how much you care to “fit everything in!” If that’s not a concern and you can return to Italy later on to tour the north, I’d say spending all 14 days in the areas you listed and taking it more slowly sounds the most enjoyable! (Renting a car is also an option, but as I’ve never done that in Italy and my itinerary was all public transport, I’ve stuck to public transport in this response.)

I’m sure you’ll love your trip whatever you decide. 🙂

Is it best to book the air first and then find the accommodations? I’m wanting to go to Italy this May…in a few weeks.

Hi Ruth! Italy in May sounds like the perfect time!

I’m a huge planner, so I like to plan a rough itinerary (which includes looking at any train schedules/prices, skimming housing options, flight options, etc.) before booking anything.

Sometimes I book free-cancelation accommodation first before booking my flight/transport. But if I am staying in an Airbnb or something not fully-refundable, or if the flight price is very good, then I tend to book the flight before the accommodation. So there really is no correct order! 🙂

But since your trip is coming up soon, maybe it’d be a good idea to at least look at accommodation first to make sure there are enough options for your destination within your budget before you put down money on a flight.

disfruta2vidagmailcom

So, I’ve decided to change my trip to 21 day in and out of Milan…how would you restructure the itinerary?

How exciting!

With seven extra days I would use one day to travel back to Milan from Rome at the end of the trip (Roma Termini to Milano Centrale, fast train takes 3 hrs) and for the remaining six days, choose what interests you the most from the below options:

– one extra night in Milan to do a day trip to Lake Como (or spend a couple nights on Lake Como) – one extra night in Milan or Venice to do a day trip to Verona (or spend one night in Verona in between traveling between Milan and Venice, or spend two nights in Verona to see Verona one day and day trip to Sirmione on Lake Garda the second day – I meant to go to Sirmione from Verona myself but didn’t because of rain) – one or two extra nights in Cinque Terre to rush less or do a day trip to Portofino ( this guide is from Genoa but is just as doable from Cinque Terre) and/or Portovenere – one extra night in Florence to do a day trip to Siena – one extra night in Florence to do some sort of organized day trip that includes Val d’Orcia and/or Tuscan countryside wine tour (I haven’t done either of these) – one extra night in Florence to do a day trip to San Gimignano (I haven’t been but have heard nice things) – one extra night in Amalfi Coast to rush less (and/or add a night to Capri to spend a full day there and not just a few hours) – a couple nights in the Emilia Romagna region (in between Venice and Florence – main city is Bologna) I only recommend this if you love the food from here (bolognese sauce, parmesan cheese, prosciutto di parma, and balsamic vinegar are a few famous ones) and plan to do food tours, as it’s known as a foodie haven

The above options allow you to stay in the same area and get to know it better/less rushed. But you could also add an entirely different region to your trip if that is what you prefer. You could rent a car and explore the Dolomites in the north, you could travel alllll the way south and see some of Sicily or Puglia (but that would be a very long travel day back to Milan or require a domestic flight), you could spend time on the island of Sardinia, etc. I haven’t done any of these things (yet!) so I can’t give much advice on them. If it were me, I would stick to the first options I listed and save further-away things for return trips to Italy. 🙂

Hope some of that helps!! 🙂

I have a 2 week vacation coming up in May and I’m thinking about going to Italy but have to idea how to plan it; where to go or where to stay!

Hi Stephanie! How exciting! I think May is a perfect time to see Italy (that and September) because the weather is warm but it’s not high season. You’re going to have an amazing time. 🙂

If it were me and my first time in Italy, I would follow this two week itinerary exactly as I have it laid out. I like to maximize places I’m seeing while still having enough time to “see everything” in each place, and the itinerary as I have it laid out does that. It hits the three main, can’t-miss Italy destinations (Rome, Venice, and Florence) plus fits in the next tier of popular destinations (Cinque Terre, Pisa, Milan, Amalfi Coast/Capri, and Pompeii).

The only additional planning you would need to do is your accommodation. I like to use Booking.com because I like its interface and app, that many properties listed allow free cancelation, and that it lists hostels (I’m not doing hostels at the moment though, due to the virus). But other sites you can use include Hotels.com, Airbnb, or HostelWorld. It depends on your budget and style. 🙂 Also, I always check the walking distance from the train station to the accommodation on Google Maps before I book.

If the itinerary as I have it laid out seems too jam-packed for you and you like to travel slower, you can let me know what you’re looking for (beaches/relaxing, focusing on one region and returning to the country later for other regions, art/history/museums), and I can give my thoughts on what to add and take out! 🙂

Karan Sachan

My wife & I are heading to our 2 weeks Italy adventure next week. After Rome, we were thinking of renting a car until the end. Do you know what is the parking situation? Would hotels/airbnbs provide accessible parking options overnight? Is parking fare like insane expensive?

Hi Karan! How exciting!!

I’ve never driven a car in Italy, so I can’t say much from personal experience. But the answer depends on what places you are visiting. 🙂 If you are seeing just the places on this itinerary, for me, a car isn’t worth the hassle because it’s so easy to travel between the main tourist destinations by train. The only parts of this itinerary that I think could be easier to get to with a car would be Positano and Amalfi, so just 2 out of 14 days. But maybe you will be exploring smaller towns of the Tuscan countryside, or heading to Sicily, or something like that, which then would have a different (easier) parking situation than the major tourist cities/spots! So the answer depends a lot on your specific itinerary.

Airbnbs sometimes do have parking and they list it on their Airbnb page if they do. Same with hotels. But if it’s not listed on their page, I wouldn’t expect parking. In my experience driving in other European cities, parking is expensive, but like I said, I can’t speak from experience on Italy.

If you do go with a car because you prefer to not be on a train schedule, I would suggest to plan where you will be parking in advance (Google search or see what others on TripAdvisor have shared). You might be able to find the costs in advance and then decide for yourself if it is too expensive vs the trains or worth it. 🙂

I hope some of that helps!

My wife and I are planning a trip to Italy in late May. Your itinerary has been of great help in coming up with our plan – thanks very much for taking the time to write such a detailed travel plan. The following is our draft itinerary:

17-Mar Arrive Milan 2:30 PM 18-Mar Milan sightseeing 19-Mar Lake Como 20-Mar Morning train to Venice 21-Mar Venice, Train to Florence in the evening 22-Mar Florence 23-Mar Florence, Pick up rental car drive to Tuscany in the afternoon 24-Mar Tuscany (includes Pisa and Cinque Terre among other places) 25-Mar Tuscany 26-Mar Tuscany 27-Mar Drive back to Florence, drop rental car, take train to Rome 28-Mar Rome 29-Mar Rome 30-Mar Vatican 31-Mar Train back to Milan, flight out at 2 PM

We will be meeting my sister and brother-in-law in Florence and will be with them for the Florence and Tuscany leg of the trip. The dates and days for this leg of the trip are kind of fixed so we are going with their plan and will be sharing the AirBnB they booked in Tuscany. We intend to cover Pisa and Cinque Terre while we are there. We intend to rent a car to drive to Tuscany, only place on this trip where we plan to do that.

Initially I had Amalfi Coast in there but reading your comments, I took that out for a later trip that could combine that and potentially Sicily (always wanted to visit Palermo/Bagheria – The Godfather effect!).

Would appreciate your insights on the overall itinerary. A couple of doubts that we have are are we budgeting too little time in Venice and is 3 days too much for Rome/Vatican? Thanks a lot in advance.

Hi Kam! I’m so glad to know my post and comments have been helpful to you. 🙂

What you have looks like an awesome itinerary! You are going to have a great time leaving it just as is. Personally, I liked Rome most between Rome/Venice/Florence, so I may be a little biased in saying that 3 days would never be “too much” for Rome. 🙂 That being said, my own itinerary only allots 2.5 days to Rome, so if you wanted to arrive in Rome one day later so that you take the train from Florence the following morning, arrive in Rome by or even past noon, and have 2.5 days instead of 3, I think you can still see everything in Rome that you would have seen. That would allow you to either have more time in Florence or maybe arrive in Florence from Venice the next morning and have one more night in Venice. (Not sure if that part is already fixed though?)

I think, make your decision on what interests you and your wife most between ancient history (Rome), renaissance art (Florence), and a visually stunning city (Venice). I think you’ll be able to “see everything” in Venice with your current itinerary because it’s a pretty small place, especially the touristic center. So the decision is more if you think you want to “hang out” longer in a visually pleasing city rather than about if you will miss seeing something touristic. As for the Vatican, some people allot a whole day to it. Others half a day. (This also depends on if you are buying skip-the-line tickets in advance.) I personally am not interested enough to spend more than half a day (I love Rome’s ancient Rome stuff more than the Vatican stuff), but maybe you and your wife love art and museums more than I do. 🙂

So to answer your question, I think the itinerary as you have it looks good and you’ll “see everything.” But if you are nervous, I think you can remove 0.5 days from Rome and add it elsewhere without seeing any less of touristic Rome. And I think Amalfi + Sicily for a future trip sounds like a dream!

Many thanks for taking the time for writing a detailed reply and apologies for my late response. We have made one change to our original plan: the more Youtube videos I saw of the Amalfi coast the more it felt like we should get at least a glimpse of it on this trip. So I have gone in the opposite direction and added one more night to Rome (stealing a day from Tuscany)!. In addition to giving more time for the historical sites, we plan to do a quick day trip of the Amalfi run by Walk Tours of Italy which should gives us a glimpse of its wonder and hopefully tempt us for a return trip! Once again many thanks for your help and all the best.

An organized day trip is a great way to quickly see the Amalfi Coast from Rome! It’s very stunning/unreal place, and I know you’ll love it! I would love to know how the whole trip went after you return. 🙂 Have the best time!!

Thanks for your help again and will be sure to write after we return from the trip.

Hi. We are planning on arriving in Naples March 26th or so and want to spend two weeks in Italy. Our final destination will be Marseilles France. We will arrive in Naples from Sicily. What do you recommend for an itinerary for those 2 weeks. Thanks

Hello! I’d recommend this exact itinerary, just in a different order. Since you are arriving in Naples instead of Rome, that’s actually less backtracking. 🙂

I’d say to start with the Pompeii/Amalfi Coast/Capri leg. If you wanted to be based in Naples, it is technically possible to do Positano, Amalfi, Capri, and of course Pompeii each as day trips from Naples. So you would either rent a car, join tour groups, hire a driver, or DIY it by using the buses/ferries I mention. It would just be more time in transit each day vs being based in, for example, Sorrento.

After that, I would take the train up to Rome and do the Rome portion of this itinerary. Then, from Rome take the train to Florence and continue with this itinerary exactly as is for Florence > Pisa/Cinque Terre > Venice > Milan. RyanAir has direct flights from “Milan” (the BGY airport in Bergamo, not the MXP airport) to Marseilles. But remember that they are a budget airline and very strict on baggage size/weight!

Hope that helps! Feel free to respond back 🙂 Sounds like it will be such a lovely trip!!

Thank you for such GREAT information!! We plan to be in Italy in November…Hubby is teaching in Milan & Lithuania the first week of Nov & I will meet him in Rome when he’s finished. We should have 15 days, not including our travel days and I’m thinking Rome, Florence & Venice for sure. We like to be leisurely when we travel 😉 Are there any of the destinations you listed that we should omit due to it being November? Leslie

Hi Leslie! So glad you found the info useful 🙂

As a Californian who’s pretty much only known the drought years, weather (including rain) really impacts where I want to travel! So keep in mind that bias in my response LOL.

Like I mentioned towards the beginning of this post, Venice is prone to flooding during rain. So if it’s raining heavily there on your visit, it might not be enjoyable, but you won’t really know the forecast until closer to the date. I wouldn’t go as far as to say omit it, but just keep that in mind, and maybe you can pack or plan to purchase rain boots worst case.

Personally my own interest in beach-y places (which in this itinerary would be Cinque Terre, Amalfi Coast area, and Capri) is entirely dependent on warm weather. So those would be the ones I personally omit and save for another visit. The order of omission for me would be: Capri, Amalfi Coast, Cinque Terre. Cinque Terre would be last to go for me because it’s all connected by train, so I imagine it would still be just as easy to visit. And apparently no one checks for the ticket to the paid hiking trail in winter, so assuming it is not rainy or just rained (muddy trail would not be fun) that might be a plus to going in winter. Amalfi Coast should still be doable, but I imagine the ferry schedules would be heavily reduced in low season, and potentially more canceled due to sea conditions, so getting to Capri might be annoying. All three of these destinations’ villages/towns are filled with souvenir shops, boutiques, and restaurants, so I would imagine some might be closed in winter, but not all.

Since you like to be leisurely and the itinerary as I have it is very jam packed, * I would omit the entire Amalfi Coast and Capri leg of the itinerary. It’s a lot of moving around in a short time frame, and I don’t know that it’s worth it in cold weather. You can keep the Pompeii portion of the itinerary by just adding 1 more night in Rome and making Pompeii a day trip. So in the end, that would net save you 3 days. * I think Cinque Terre will be worth it if you just wanted to SEE the pretty towns (they’ll look exactly the same in winter as summer, and will be much less crowded!) but not worth it if you’d be very upset if the trails are closed do to mud from rain. If you omit this, that would save you 1.5 days. I’ll assume you don’t omit this for the following bullet. * With the 3 extra days, I would choose the 3 of the following that interest you most: ~ Day trip to Siena from Florence (add 1 night to Florence) ~ Day trip to San Gimignano from Florence (add 1 night to Florence) – I have not been, but have heard nice things ~ Day trip to Bologna from Florence or Milan (add 1 night to Florence or Milan) – I only recommend this if you love the food from here and plan to do a food tour, as it’s known as a foodie haven and is in the region where a LOT of the Italian dishes Americans love/know are from ~ Day trip to Verona from Venice or Milan (add 1 night to either Venice or Milan) – where Romeo and Juliet was set ~ If it happens to be a nice day, day trip from Milan to Lake Como (add 1 night to Milan)

This would be a lot less moving around, so a lot more leisurely. If you want to save moving accommodation from Florence to Cinque Terre, you can also just do Cinque Terre as a day trip from Florence, especially if you do not plan to hike. I detail how I’d recommend fitting all villages (plus the main hikes) into one day here . This way, you would only be based in Rome, Venice, Florence, and Milan for the entire 2 weeks.

Hope some of that helps! Feel free to respond back 🙂

Thank you, thank you, thank you! Your reply is very helpful 🙂 We’re less about the beaches so omitting the Amalfi Coast & Capri makes sense. I hadn’t considered the Bologna region and that idea intrigues me as we do like food 😉 Is it a crazy idea to think that we can plan just our Rome leg from the States & then figure out the rest while we’re over there, according to the weather forecast at the time? That would give us flexibility as to whether we begin or end in Venice before heading back to Rome for our flight home. Again, I appreciate all the time & effort you’ve put into your blog & responses! Leslie

I don’t think that’s crazy at all! You will just have to pay some more for any long distance train tickets due to purchasing them closer to the date of travel vs weeks or months out (which I mention some price examples of in the post as well). November will be off season, and on top of that, we have the lovely pandemic which doesn’t seem to be going away any time soon, so I do imagine you would be able to get accommodation just fine.

One thing I personally would do though is to still plan out what you want to do in each of the non-Rome legs of your trip in advance (at least roughly), and then just mix and match the order of the non-Rome legs later on. So plan what you want to do in Florence, how many nights there, roughly how to do any day trips from there, and then same for Venice and any other base cities, but then don’t book until getting to Rome if you like. That way, you don’t waste your vacation time in Rome searching the internet to plan time-consuming details. You can just spend a few minutes searching the weather, deciding the best order, and booking 🙂

Awesome, that’s good to hear. Thank you again!!

You’re welcome! I’m sure you’ll love your trip 🙂

Hi, my husband and I are planning a 14-day honeymoon this October. I am worried we will spend most of our time on trains if we try to visit too many places. We fly in and out of Rome. Would you recommend skipping out on Amalfi Coast and heading north (Rome-Florence-Cinque Terre-Milan-Venice-Rome) instead? We don’t want to miss out on anything!

Hi Ashley! I definitely understand that sentiment!

If there was any portion of this itinerary to take out, in my opinion, the Amalfi Coast/Capri/Pompeii leg would be the one to go. The main reason for that is that it is a rather high ratio of travel time to non-travel time compared to the other legs of this itinerary, AND it easily could make up its own entire week+ Italy trip if you are able to return. A third reason would be that since you mention you don’t want to miss out anything, I think all the other destinations rank above Amalfi Coast/Capri/Pompeii in terms of what is considered most “must see.”

So yes, what you said is what I would recommend. 🙂 Especially for a honeymoon, slowing down would be a lot more romantic!

Hi, this itinerary sounds amazing. My husband and I would like to travel from the US to Italy for the first time next May. Do you have lodging accommodation recommendations and how to book them?

Hi Jennifer! May is a lovely and comfortable time to travel to Italy. You will love it!

I can’t say I have specific lodging recommendations for each destination, but I pretty much always use Booking.com to look for and book my accommodation. I just really like the interface of their website for searching as well as how it lists your bookings out in chronological order, so it’s easy to keep track of where you are headed next. Plus, a lot of their listings offer free cancelation so that (1) I feel comfortable booking something earlier than I’m totally certain on it and (2) things are easy if plans change. And I find this to be true of both their desktop site and mobile app. They also have a large range, from five star hotels to hostels to guest homes, so I really like it as a one stop shop. (I’m not affiliated with them at all, they just happen to be the site that I almost always use for several years now.)

One tip with them and with any hotel listing site is to check TripAdvisor after you have settled on the hotel but before you book. The photos on those booking sites are always provided by the hotel itself, so I often just do a quick skim of the traveler uploaded photos on TripAdvisor, especially if it is more of a budget accommodation.

A lot of people of course love apartment rentals, so if you and your husband like that experience more, definitely look at AirBnB and Vrbo. I just personally prefer not having to coordinate check in and check out time with each host in an itinerary like this where you are moving around every few nights. I like that at hotels/hostels I can drop off my bag with reception if I arrive before check in or leave it there after check out if I’m sticking around. But the plus side is that you have the whole place to yourself, feel a bit more “like a local,” and can save money on food by grocery shopping and using the kitchen, packing lunches, etc. So kind of just depends on your style!

I hope some of that helps! I just haven’t revisited each destination on this itinerary enough to try out enough different accommodations to be able to give strong recommendations 🙂

This is the most amazing, detailed, helpful itinerary I have seen. Thank you for putting this together, it was SO helpful!

Thank you so much for your kind feedback! 🙂 I’m glad to know it was helpful. I hope you love your time in Italy!

Hello there! Your itinerary is so helpful! My husband and I are a planning a hopeful trip to Italy this summer and since we are coming from the states we will have two less days than your itinerary permits. Do you have any advice when it comes to narrowing it down? Also, we are flying in and out of Rome. Thank you!!

Hi Jenny! I’m so excited for your hopeful trip!!

This itinerary is for 14 full days in Italy, so with two less days I understand you will have 12 full days instead. I would recommend you remove the Pompeii/Amalfi Coast/Capri and head straight from Rome to Florence instead.

This is for three reasons:

-Firstly, this part of the trip is the trickiest logistically (unless you hire a private car the whole way), so crowding it into the 14 day itinerary was already pushing it.

-Secondly, this part of the trip is a little less “must-see” than the other destinations in my opinion. I define the “main” Italy spots as Rome, Florence, Venice, Milan, and in recent years, Cinque Terre.

-Thirdly, this region would make/justify a nice one-week trip on a return visit to Italy.

This would bring you down to 10 full days (which I happen to map out here: https://thattravelista.com/italy-ten-day-itinerary/ ). I would save one day as a travel day back to Rome at the end. That brings you to 11 full days.

I would use the last full day as an extra night in either Cinque Terre, Florence, or Rome. I’d reco Cinque Terre so you don’t have to rush through it as quickly as I have in the itinerary. But you could also see more of Tuscany via a day trip from Florence if that region interests you more (Siena and San Gimignano are two popular ones, or perhaps a wine tasting excursion!). Or if you or your husband love the history of Pompeii, you can do a day trip there from Rome.

Hope that helps! Feel free to respond back if any more questions/thoughts!

I can’t believe how detailed and helpful this is! I will definitely use this when my long-awaited trip happens. ❤️

So glad to hear it’s helpful, Rachel 🙂 <3 I seriously wish I was (safely) traveling Italy right now! But at least we can plan now so everything's ready once we can go later 🙂

Since Italy is my “neighbour” country I’ve been there numerous times and visited majority of the places you included in the itinerary – and I must say you did a great job! Thorough & interesting – definitely super helpful for anybody who is planning their trip to Italy!

Thanks so much, Sandra! Jealous that Italy is so close for you! 😉

Disha Smith

You post has me missing Italy so much! I love how detailed you are in this itinerary. I definitely missed out on quite a few gems in Italy.

The best part about missing something is it’s an excuse for a return trip 😉

Snazzytrips

I love all the detail here. Will use this to plan my next trip to Italy. Amalfi Coast and Capri definitely on my list, including the Blue Grotto, but not sure now if I can do it.

If Blue Grotto is top of your list, definitely don’t rule it out! Just budget enough time and skip out on some other Capri sights 🙂

Melissa Roos

The detal in this post is amazing! I’ve been looking to visit Italy for a few days so these tips are very helpful.

I hope you love your trip! I’m sure you will 🙂

This is such a wonderful and detailed blog, so much useful info. And your photos are beautiful, thanks for sharing!

Thanks, Emma! 🙂

wow!! the detail on this post is beautiful!! 🙂 this is inspiring me to go back to Italy ASAP 😀

Thank you, Daniela!

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How to Day Trip to Burano, Murano, & Torcello from Venice

New zealand female packing list: everything i packed, that travelista.

2 Weeks in Italy: 4 itineraries

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As one of the most visited tourist destinations in the world, Italy is home to some of the most breathtaking architectural features you could ever find. Along with gastronomic delights and cultural attractions, you can’t blame tourists as this country moves and inspires like no other. 

There is something to be discovered at every corner that will titillate your senses and fill your belly. Whether you are hungry for natural sights, culinary delights, or all things culture, Italy will not disappoint you.

If you have 2 weeks in Europe and have never been to the ancient country of Italy, well, you have to go. If you love the beach and wineries, you can also spend 14 days in Southern Europe .

That is why it is recommended that you spend at least 2 weeks in Italy to make the most out of your trip. You can also simply cover only a specific region and check out the other parts on your next visit.

THINGS TO KNOW BEFORE VISITING ITALY

Before you get ready for your trip to Italy, there are a few things that you need to know first. One is that taking public transport, such as the metro train, is convenient. The tips below will help you plan your travel to Italy.

ALSO READ: 2 weeks in France – choose between 3 different itineraries

When is the best time to go to Italy

The best time to travel to Italy is in spring (April to June) and fall (September and October). When you travel during these times of the year, you will get to enjoy perfect weather (not too hot or too cold, a little rain here and there). Plus, it is less crowded so you are more likely to find great deals on accommodation and airfare.

You might want to avoid the summer season (June to August) which is the busiest time of the year. During this time, it’s very crowded and prices in Italy that are related to tourism are usually at an all-time high making accommodations much more expensive.

If you want to go skiing and enjoy the Alps, go between December to February. December is also peak season because of the Christmas and New Year holidays.

Are 2 weeks enough for Italy

14 days might be a tight schedule for Italy, but if you decide to f ocus on a specific region or 2-3 cities, it can be a perfect amount of time.

For example, on this trip, visit northern Italy only. That means you can add Turin, Milan, and Genoa to your itinerary, especially if you love nature and history. But for those who are visiting northern Italy for the first time, you can go to Venice, Bologna, and Florence.

In southern Italy, you have Rome, Naples, and Bari or the island of Sicily plus Rome. Trying to see More than 2-3 cities will get your Italy itinerary really cramped and you’d feel like you’re chasing a bus, train, or flight most of the time than relaxing.

Average cost of 14 days in Italy

It’s undeniable that Italy has gotten more expensive in the last few decades. For a mid-range budget, a two-week trip to Italy could cost roughly $2,000-$3,500 per person . This includes staying in standard hotels, eating at mid-range restaurants, using public transportation, and participating in typical tourist activities.

If you’re on a tight budget, you could manage a two-week trip for about $1,000-$1,500 per person . This involves staying in budget accommodations like hostels or budget hotels, eating at inexpensive eateries or self-catering, using public transport, and focusing on free or cheap activities.

For a luxury trip, expect to spend anywhere from $6,000 to $10,000 or more per person for two weeks in Italy. This includes staying in luxury hotels or villas, dining at high-end restaurants, private tours, and premium experiences.

Getting around

Getting around in Italy as a visitor is very easy. Public transportation throughout the country is well-connected , especially the trains . Italy has a speed train which is a lot faster than driving. Although delay on the scheduled trip must be expected. You can also use buses to get from city to city.

Always be on the lookout for the local news. There are times when the train service is shut down due to labour strikes.

Renting a car will be an awesome ide a. You’ll be able to go and stop whenever you want and bus and train delays won’t affect your itinerary. You can also rely on domestic flights, however, only do this if the destination is further than a 6-hour drive.

If the distance is shorter than that, the flight will have to connect somewhere and will take more time. Just remember though, most cars in Italy are in manual transmission. You can reserve an automatic car if you do it in advance .

In the city, you can use city buses. Rome has a tramline that works great for tourists. You can also use taxis and ride-hailing apps. You can install MyTaxi and Uber on your phone to make booking easier. You can get an esim that works everywhere in Europe and has reliable data coverage.

What to pack

What you need to pack if you will be spending 2 weeks in Italy will depend on the season you plan to visit. In general, you’ll want to opt for lightweight and comfortable clothing. Since you will be doing a lot of walking and exploring, it would be easier on your part if you’re comfortable. 

A good pair of walking shoes is also ideal and actually recommended. And don’t forget to bring some form of a scarf to keep yourself covered when you enter churches and other sacred sites.

Due to Italy’s geographical shape, the weather throughout the country can be significantly different. It is also recommended that you research beforehand the climate for the specific region you are travelling to.

You don’t need to pack toiletries if you have limited space in your luggage. You can buy these when you land since most items, such as toothpaste and mouthwash, are heavy. But make sure you bring walking shoes or sandals that you already have broken into to avoid blisters.

We have a packing list for a 2-week trip which comes with a printable checklist that you can use for another trip too. We also have a packing list for a summer trip .

Language and currency

Italy’s official language is Italian. Most road signs are in Italian, and most locals speak this English. However, younger locals speak English and are happy to help especially in bigger cities. But it’s vital that you install a translation app on your phone to make things much easier.

Italy uses the Euro, and the ATMs will dispense this currency. The majority of the country is still a cash-based society. You can pay with your bank card in hotels, restaurants, and grocery stores. But for gas stations, food stalls, and entrance fees in parks – it’s best to use cash.

When you are dining, tipping is not required. But check the bill if it has a service charge included in your plan to give a tip for impeccable service.

Italy is a member of the EU and has the Schengen Area visa policy in place. For those who don’t qualify in a free visa, you must lodge your application in advance.

For US citizens, Canadians, New Zealanders, Australians, Japanese, South Koreans, Malaysians, and some countries in Latin America and the Middle East can travel to Italy without a visa for a maximum of 90 days stay (for both leisure and business travel).

You need to have a passport that is valid for at least 6 months by the end of your intended trip. For those who require a visa, the conditions vary according to your country of origin. 

Other basic travel tips

Pinned map of top things to see in italy.

Click the icon on the top right to enlarge the map. Credit: map data: Google

2 WEEKS IN ITALY ITINERARY

Choosing where to go in Italy seems like an impossible feat. Each destination or city has something unique to offer that makes it worth spending time in.

Notably, you have to consider what kind of attractions you can see. This will enable you to find the right destination that would match your interests or the places you want to explore.

Below are different travel itineraries for Italy if you plan to spend around 14 days. Take a look at which one suits you best. You can also mix and match the cities that you like and create your own travel itinerary .

Itinerary #1: North – Venice, Bologna, Florence, Milan

The north of Italy has so much to offer. From culture to traditions, historical sites to tasty food, and of course, amazing attractions.

This itinerary is great if you have been to Italy before but only got to see one or two cities. This time, you probably can skip Venice and visit Trento instead, skip Milan and go to Genoa or Lake Como.

This region is also a great place to explore, especially if you love history, literature, music, arts, fashion, and food, and even plan to spend a semester here or take your uni at the popular uni city of Bologna (the food capital of Italy) or Pisa.

You will still have to either land in Venice or Milan since most flights, especially international flights will arrive here. You can take a bus, train, or pick up your rental car at the airport to start your exciting trip.

If you’re going to Milan, I highly recommend you take a day trip to Lake Como, Genoa, and Turin. All those places are only less than 2 hours from Miland and offer incredible sights and experiences.

Venice for 3 days

As one of the most coveted tourist destinations in the world, Venice is punctuated by the charm of its ancient canals. It is known by many names, including “The Floating City” and “The City of Canals”. 

Venice is also a UNESCO World Heritage Site known for its architecture, artwork, and natural beauty. It is a sin to go to Italy and skip Venice. 

How to get here : Venice Marco Polo Airport is the main airport in the city. This is where you must fly if you are looking for flights from outside Italy. You can also get to Venice via train or cruise ship.

Bologna for 2 days

Bologna is known for many reasons, one of which is being a university city. Apart from that, this city also has impressive ancient churches and the location of a piano that Mozart used while he was studying in Italy.

Bologna is also the city you want to be in if you’re a foody. It’s the gastronomic capital of Italy, and many popular Italian dishes are hailed from this northern city.

How to get here : From Venice, you can take a 1.5-hour train south, Bolognia being the 4th stop. The service is run by Italo Treno and goes every 30-minutes. If you take the bus , that will take 2.5 hours (run by Flixbus). For those planning to drive, it’s a 1-2 hour journey.

Florence and Pisa for 4 days

As the capital city of the Tuscan region, Florence is one of the most romantic cities in Italy. This is mainly because of the abundance of Renaissance art and architecture .  It is the perfect place to go for those seeking cultural attractions.

You will be in awe of the awe-inspiring creations of Michaelangelo and Brunelleschi.

Four days is plenty of time in Florence . You can use one of the days by planning a day trip to Pisa, which is only an hour away and take a silly photo at the Learning Tower of Pisa.

If it’s been your dream to visit Cinque Terre, it’s only a 2 hours and 30 minutes drive from Florence. There are so many amazing photo spots in Cinque Terre for those into photography and of course, hiking.

How to get here : Florence is south of Bologna. The drive from Bologna to Florence is 1.5 hours, while the train will take about 40 minutes , and the bus is 1.5 hours.

There are two international airports in Tuscany that you can fly into to get to Florence: Galileo Galilei International Airport and Amerigo Vespucci Airport. You can also get to Florence via train from Italy or other parts of Europe. 

Milan for 5 days

As a city known for its “haute couture” image, Milan is showcased in the impressive architectural design in the cityscape. Indeed, the fashion week is held annually in this city, showcasing its style propensity. 

Milan is also considered an alpha global city as it is among the best in the fields of art, education, fashion, finance, design, and tourism. The city highlights include the Gothic Duomo.

How to get here : Milan is northwest of Florence. You can get there by your rented car, and the trip will take about 3-4 hours. There’s also a train which is only a 2-hour trip , and the bus is the longest, 4 hours. There is a direct 2-hour flight, the ticket usually costs $30-$50.

Malpensa Airport is the main hub for air transport to Milan. There are several flights daily from other parts of or outside Italy. There is also a train from Venice or Rome that travel daily to Milan. If the train is not an option, there are also coach services in Milan. 

Day trips from Milan : You have plenty of time in Milan, this means that you can easily take a day trip to many places. The most popular is to head to Lake Como. The other options that are less touristy are Turin and Genoa.

Turin is a less popular city an hour and a half away southwest of Milan. Here, you will see historical sites, and museums, and pretty much be in a metropolitan city that is the gateway to the Alps.

On the other hand, Genoa is a port city, about 2 hours south of Milan. If you have been to Marseille in France, some people would compare Genoa and Marseille and point out their similarities. This city has been a valuable maritime trade route for centuries. You can visit ancient sites, explore piazzas, and sign up for a boat tour.

Itinerary #2: South – Rome, Naples, Sicily

History lovers should definitely do this 2 weeks in Italy itinerary. It’s also perfect if you love the beach and plan to visit during summer to enjoy the famous Mediterranean Sea and the Tyrrhenian Sea.

This travel itinerary for 2 weeks in Italy is slower, giving you ample time to enjoy the trip and soak up the beauty of southern Italy. It’s recommended o book your flight to land in Rome, where you’ll be starting your escapade.

When you land in Rome, you can pick up a rental car at the airport or decide later. It’s much easier to traverse through Rome by foot or bus; it might be smarter to plan using a rented car once you’re ready to leave Rome.

Rome for 3 days

As the capital of Italy, Rome is known for its religion and art.  No visit to Italy would be complete without including Rome in your list of places to go . This is where you will find The Vatican City, the world’s smallest city-state. It is also home to many spectacular ancient ruins, such as the Colosseum and the Pantheon. 

How to get here: There are two major airports in Rome: Ciampino and Fiumicino. There are daily flights direct from major cities in Europe and the US. You can also take the train from other parts of Italy, such as Florence. And many of the visitors that come to Italy do so via a cruise ship. 

Naples for 4 days

Known as the birthplace of pizza, Naples is soul-stirring with its affection for art and undeniable elegance. When you visit the city, don’t forget to sample this famed culinary creation that is now popular all over the world.

Everywhere you look in this city, you’ll land your eye on cultural assets in the form of castles, cathedrals, palaces, and squares. It is bustling with energy and history that makes you feel like you are being transported back in time. 

It’s recommended to plan to stay in Naples for 4-5 days. During this time, not only can you cover Naples but also take a trip to Pompeii, Salerno, Capri, Sorrento, and the stunning Amalfi Coast.

How to get here : A high-speed train travels daily from Rome to Naples. The travel time can take just over an hour. For those planning to drive their own car, the distance between Rome and Naples is a little over 2 hours, and a bus will take 2-3 hours. If you are flying from outside Italy, you must book a flight to Naples Airport.

Catania for 3 days

It’s time to bid the beautiful Naples goodbye and continue your journey to Catania. This southern city is popular for its Baroque architecture and UNESCO status. But it’s popular for being the home to Mount Etna.

Catania is on the island of Sicily – rich in history, culture, and traditions that are very different from the north or even central part of Italy. Although Catania doesn’t get as much love as Palermo, there’s an upside to that. For people who wish to get away from big crowds, but still, learn about Sicilian culture – Catania is the place.

This is also the place you want to go if you don’t care much about the beach and are a hiker enthusiast.

How to get here : There is a great distance between Naples and Catania. A drive will take 7-8 hours and the train journey is 8-9 hours. It’s much better to take a flight which is only an hour flight and costs $20-$30. You can always rent another car once you arrive at Catania Airport.

Palermo for 4 days

Palermo is a metropolitan and busy harbour coastal city on the island of Sicily, and its capital. It’s the most sought-after destination in southern Italy for a good reason. Palermo has lots of historical and ancient sites dating all the way back to the 12th century.

This location has one of the most stunning architecture in the country, while opera performances are a must-do here. For food lovers, you might want to try out seafood, pasta alla norma, arancini, and cannoli.

If you prefer relaxing on the beach, pack your swimsuit and sunscreen, then head to Mondello Beach, Lido Valdesi, Magaggiari Beach, and La Praiola. But for a more serene environment, check out Alcamo Marina Beach during the weekdays.

How to get here: From Catania, it’s a 2 hours and 30 minutes drive, the same as taking the train. The bus is also possible, which will be cheaper, but probably takes 3 hours ro 3 hr and 30 mins.

Itinerary #3: Popular spots – Venice, Florence, Rome, Naples

Italy is such an amazing 2-week holiday destination . It has history, beach, hiking, and of course food. This 2 weeks in Italy itinerary is easily the one for first-time visitors. You’ll get to see and explore the top attractions and cities of the country.

This itinerary is suitable for pretty much everyone as it highlights Italy’s history, magnificent architecture, scenic landscape, and tasty food, which you can wash down with yummy and affordable wine.

With this itinerary, it’s also recommended to rent a car. You won’t have to drive longer than 3-4 hours unless you add stops along the way.

I don’t think Venice really need an introduction. We’ve heard the titles, praise, and every adjective that describes a magical city. Start your Italy trip by landing in Venice, renting out a gondola and visiting its waterway canals.

On land, you can pay a visit to its historical sites and simply admire its beauty. Don’t forget to sit down in one of the street restaurants and order a nice cup of coffee or pick up a delicious gelato.

You shouldn’t have a hard time getting to Venice. If you’re coming all the way from Latin America, Asia, or Africa, you might have to connect in Rome or other major cities in Europe, such as London, Paris, and Amsterdam.

Florence is the home of Renaissance art, architecture, and monuments. The Uffizi Gallery houses the famous “The Birth of Venus” by Sandro Botticelli, “Coronation of the Virgin” by Fra Angelico, and “Laocoon and his Sons” by Baccio Bandinelli.

Known for its iconic Leaning Tower, Pisa is a common day trip from Florence. It is a must-add to your 3-week itinerary in Italy.

It belongs to the region of Tuscany. Pisa is home to more than 20 historic churches, palaces, bridges, and other medieval structures. It is also known as a university town in the Tuscan region. 

How to get there : If you are travelling from within Italy, the train is the fastest way to get to Florence Pisa. It is only a 3-hour drive from Venice to Florence, the train will take 2-3 hours.

Unfortunately, there is no direct flight. In comparison, Pisa is only an hour away from Florence. The Pisa International Airport (also known as Galileo Galilei Airport) is the main airport to fly into to get to Pisa. 

The next destination is the glorious Rome! It’s the capital city of Italy and remains the most visited city in Italy. Spend your days wandering through the ancient yet well-preserved walls of the Colosseum, Pantheon, and Trevi Fountain.

Then find yourself a nice little restaurant or pick up a slice of pizza on the street and enjoy Rome’s unique atmosphere.

How to get here : Rome is only 1 hour and a 30-minute high-speed train ride from Florence. The drive will take 3 hours, and a direct flight is not available.

Naples is the lovely and ideal place to finish your 2 weeks in Italy trip. It’s located in the most admirable coastal region of the country. Have you heard of the names Capri, Amalfi Coast and Sorrento? These two small towns are Italy’s pride when it comes to splendid and romantic beaches.

Apart from Naples’ excellent beaches, it’s also a great location for hiking, which you don’t get the chance to do in the other Italian cities you have been to. The best hikes you can do in Naples are Punta Campanella, Pineta di San Costanzo, and of course, Vesuvio National Park.

How to get here : Driving from Rome to Naples will take a bit over 2 hours up to 2 hours and 30 minutes. The train will take a bit over an hour. Again, there are no direct flights between these two cities.

Naples is a very popular city in Italy. Finding a flight from here, either back home or to your next destination, should not be too hard. You can also easily fly from here to major European cities where intercontinental flights are available.

Itinerary #4: Away from tourists – Florence, Rimini, San Marino, Pescara, Viste

This final itinerary for 14 days in Italy is suitable for people who want to get away from tourists and most likely have been to Italy before. This travel plan highlights equally beautiful destinations and is worth exploring as other parts of the country.

You will get to visit cathedrals, archaeological sites, historical landmarks, beaches, vineyards, enjoy hiking, and do a day trip to San Marino. It is an independent country in the middle of Italy located in the northeast of the country.

I highly recommend renting a car for this travel plan since public transportation between less-touristic destinations can be unreliable.

Florence for 2-3 days

You will still have to arrive in a big city since these are the ones serviced by international airlines. You can either land in Florence or Rome, spend a few days gathering yourself, get local currency, and plan how to get to your next destination.

1-2 days would be ideal, especially if you are doing an intercontinental flight and want to catch up with sleep or arrange a rented car.

If you’ve never been to Florence, this city will surprise you in many ways. You can do incredible hikes around Florence, such as Palazzo Vecchio – Santa Croce Loop, Via Degli Dei, and Parco del Mensola. You can also simply walk downtown, explore quaint Italian alleys, and visit local markets.

Rimini and San Marino for 4 days

Rimini is situated in the Emilia-Romagna region, east of Florence. It’s a coastal city facing the Adriatic Sea. The beaches of Rimini are less busy than the ones in Naples. You can easily find a nice spot and just relax.

This place also has pretty interesting historical sites, such as the 15th-century Malatestiano Temple, located south of the city.

4 days is plenty, meaning you can afford a day trip and visit San Marino. It is an independent state that is landlocked in Italy. Wander through its city centre (San Marino), which is covered in cobbled stones and surrounded by traditional houses giving such a Medieval atmosphere.

This country is a favourite for professional cyclists due to its hilly roads and lack of flat ground. Many professional cyclists live here but also use this as an awesome training spot; it’s the equivalent of the country Andorra which is located on the border between France and Spain.

How to get here : Rimini is 237 km (147 miles) east of Florence, about a 2-3 hour drive; the train or bus will take about the same time. but you will be required to change carriage or bus in Bologna.

Pescara/Abruzzo for 3 days

Pescara is a nice and calming coast directly east of Rome, south of Rimini. It’s part of the magnificent region of Abruzzo. This region boasts rich vineyards, a church located on the hill that overviews snow-capped mountains, and a fantastic food culture.

Abruzzo produces olive oil, pasta sauce, pasta, and yummy jams. If you’re coming in summer, you might catch a food festival filled with local produce and artisan products.

There are also plenty of hike opportunities around Abruzzo, where you can visit ancient ruins, and beautiful national parks, and explore the walled city of L’Aquila, which was damaged in 2009 due to the earthquake.

How to get here: Pescara is 250 km (160 miles) south of Rimini. The drive will take about 2.5 hours, the same as the train.

Vieste for 4 days

To finish off your 2 weeks in Italy, you will be doing lots of hiking that are not too known to international visitors. You will get to hike, swim, and enjoy authentic Italian dishes for 4 glorious days. You will also visit a museum that displays unique shells and marine fossils downtown.

Gargano National Park is a wetland region with awe-inspiring valleys. It’s also located along the coast adding such a dramatic and stunning view of the Adriatic Sea. I recommend you base yourself at Vieste, a beach town and the most eastern point of the region and the location of the monolith reef of Pizzomunno.

But remember, during peak season, this area can still be busy due to local visitors and an influx of international tourists. But if you visit at the end of summer or just before it starts, you will be able to find tranquillity – an ideal way to end your trip.

How to get here : The distance between Pescara and Vieste is around 227 km (141 miles). The journey by car will take 3 hours; if you take the bus, it will be around 5-6 hours. Unfortunately, there are no train lines here.

THINGS TO SEE AND DO IN ITALY

Next is a list of the top attractions and sites you must visit in Italy. It’s arranged by the city to help your planning.

• Explore the city centre – do a walking tour or a guided e-bike tour
• Piazza Maggiore
• Torre degli Asinelli – get an entrance ticket and food tasting option
• Fountain of Neptune
• Sanctuary of the Madonna di San Luca
• Basilica di San Petronio
• Basilica of San Domenico
• Ferrari Lamborghini – visit the factory and museums
• Palazzo d’Accursio
• Pinacoteca Nazionale
• Certosa di Bologna
• It’s the food capital; don’t miss food tours such as home cooking class or self-guided food tasting or visit a Bologna food factory or do a walking food tour or a classic food tour with a local or Emilia Romagna food tour
• Castello Ursino
• Day trip to Sicily – and see The Godfather filming locations
• Villa Bellini/Chiosco Bellini
• Go on a sailing trip – read the tour reviews or Cyclops cruise and snorkelling
• Cattedrale di Sant’Agata
• Winery tour – 6-hour wine and food tasting or Mount Eta with wine and Alcantara tour
• Teatro Amssimo Bellini
• Food tour – do a cooking class
• Fountain of the Elephant
• Mount Etna – explore with 4×4 or do a morning Etna trip or Mount Etna and Taormina Village or Etna sunset tour or Mount Etna summit hike with cable car
• Riserva Naturale Oasi del Simeto
• Day trip to Syracuse – including Noto Culture tour
• Uffizi Gallery – buy an affordable skip-the-line tour in advance
• Cathedral of Santa Maria del Fiore
• Pallazo Vecchio
• David of Michaelangelo
• Pitti Palace
• Accademia Gallery and Brunelleschi Dome
• Piazzale Michaelangelo
• Forteza da Basso
• Chianti Wineries – vineyard and wine tasting tour
• Basilica of Santa Croce
• Cinque Terre hike from Florence
• Ponte Vecchio
• Join a handmade pasta and dessert cooking class
• Piazza del Duomo
• The Boboli Gardens
• Teatro Alla Scala
• Museo Nazionale della Scienza e della Tecnologia Leonardo da Vinci
• Duomo di Milano /Milan Cathedral – get a skip-the-line ticket
• Sempione Park
• Pinacoteca di Brera
• Sforzesco Castle /Sforza Castle
• Lake Maggiore
• Basilica di Sant’Ambrogio
• Santa Maria delle Grazie – Da Vinci’s Last Supper Tour
• Arco Della Pace
• Lake Como with Bellagio tour from Milan
• Aero Gravity – open from 10 AM – 10.30 PM
• All’Antico Vinaio – a great sandwich shop for a quick bite or join a Milan food tour
• Galleria Vittorio Emanuele II or Corso Garibaldi – streets for many dining options
• Best to use Milan 48-hour pass – free entrance to museums, discounts on restaurants, and transportation perks
• Milan hop-on hop-off bus tour

Naples and around

• Naples hop-on hop-off bus tour
• Naples National Archaeological
• Castel Nuovo
• Royal Palace of Naples
• Climbing Mount Vesuvius
• Piazza del Plebiscito
• Museo e Real Bosco di Capodimonte
• Anacapri/Capri Island
• Bourbon Tunnel tour
• Amalfi Coast
• Ruins of Pompeii – including the Casa del Fauno, the Temple of Apollo, the Amphitheater, and the Temple of Jupiter – book a combo tour
• Grotta dello Smeraldo
• Museo Correale di Terranova
• Bagni Regina Giovanna
• Veiled Christ – located in Cappella Sansevero
• Fiordo di Furore
• Visit Catacombe di San Gennaro
• Herculaneum
• Sorrento, Positano, and Amalfi full-day tour
• Castel dell Ovo is a sea-bound castle
• Naples Underground tour
• Spiaggia Marina Grande
• Villa Jovis
• Naples food tour
• Cattedrale di Palermo
• Spiaggia Vergine Maria
• Catacombe dei Cappuccini – catacomb and Monreale half-day tour
• Massimo Theater
• Quattro Canti
• Go sailing – join a half-day trip with snacks and drinks
• Santa Maria dell’Ammiraglio
• Fontana Pretoria
• Mafia tour – read the reviews
• Norman Palace
• Royal Palace and Palatine Chapel
• Vintage Fiat 500 – check the tour cost
• Castello della Zisa
• Riserva Naturale di Capo Gallo
• Day trip to Segesta, Erice, and Salt Pans – full-day excursion
• Baia di San Cataldo
• Explore the food scene – book a street food walking tour or a night food tour or a food tour with walking tour or pizza and gelato-making class or a pasta and tiramisu class
• Ponte del Mare
• Museo delle Genti d’Abruzzo
• Gabriele D’Annunzio’s Birthplace Musuem
• Piazza della Rinascita
• Nature REserve Pineta Dannuziana
• Museo Archeologico Nazionale d’Abruzzo
• Castle of Roccascalegna
• Monte Amaro/Maiella
• Spiaggia di Valle Grotte
• Leaning Tower of Pisa – get an entrance ticket
• Lungarno di Pisa
• Explore Pisa – get an all-inclusive guided tour or do a bike tour
• Santa Maria Della Spina
• Marina di Pisa
• Square or Miracles Monuments – check the tour cost
• Monte Pisano
• Day trip to Cinque Terre – check the itinerary
• Pisa Cathedral – do a guided tour
• Iglesia de Santa Maria della Spina
• Day trip to Chianti wine tour – read the reviews
• Book a food tour
• Borhese Gallery and Museum
• Piazza del Popolo
• Villa Borghese
• Colosseum, Roman Forum, and Palatine Hill – buy a combo ticket
• Piazza Navona
• Baths of Caracalla
• Vatican City, Vatican Museums – get yourself a skip-the-line ticket
• Altar of the Fatherland
• St. Peter’s Basilica – join a St. Peter’s Basilica to Underground Grotto tour
• Castle Saint Angelo or Mausoleum of Hadrian
• Spanish Steps
• Trevi Fountain
• Rome food tour
• Vatican and Rome City Pass with free use of transportation
• Venetian Arsenal
• Ca’ Rezzonico
• Basilica S.Maria Gloriosa dei Frari
• St Mark’s Basilica – buy a skip-the-line tour with terrace access
• St. Mark’s Square
• Venice Lido
• St. Mark’s Campanile
• Doge’s Palace
• Rialto Bridge
• San Marco Campanile
• San Giorgio Maggiore
• Venice’s Grand Canal Gondola tour
• Gallerie dell’ Accademia
• Don’t miss a Venice street food tour
• Spiaggia di San Lorenzo
• Scalinata dell’amore
• Monolite Pizzomunno
• Museo Malacologico Vieste
• Vieste Lighthouse
• Spiaggia di Scialmarino
• Riserva naturale Foresta Umbra
• Vicolo del Bacio
• Hike Coppa d’Incero

MUST-TRY ITALIAN DISHES, DRINKS, AND SNACKS

Food in Italy is like a great conquest. The challenge is being able to try all the must-eat foods within 2 weeks in Italy. Indeed, a country known for its culinary history requires you to taste as much as it can offer. 

Every region or city in Italy is known for its respective dishes. Thus, it is a must to sample them when you visit each city. Below is a list of the recommended dishes you cannot leave Italy without trying.

Probably the single dish that unifies and represents Italy as a country to the world, Pizza is easy, cheap, and very filling. This is probably why it easily grew in popularity in other parts of the world. 

Today, you will find a variety of pizza toppings. The classic Italian pizza is simply made with mozzarella cheese, tomato sauce, tomato slices, and basil leaves. 

Risotto originated in central-northern Italy and is now one of the most iconic Italian dishes, Risotto is made with short-grain rice that is slowly cooked with a creamy texture. Various ingredients are used for making risotto, including mushrooms, seafood, and saffron. 

Bruschetta Al Pomodoro

Bruschetta al Pomodoro (or tomato bruschetta) is one of many vegan options available in Italy . It is one of the must-try dishes in Italy because of the main ingredients representing the country – tomato and basil. The bread is char-grilled to give it that crunchy exterior to contrast the tomato and basil topping.

You simply cannot leave Italy without consuming their world-famous gelato. A scoop or two is perfect to relieve the heat during an Italian summer day. 

There are also a variety of gelatos to choose from, and you can find vegan options. The velvety texture of the gelato is smoother than regular ice cream. 

ACCOMMODATIONS (per city)

To help you plan your 2 weeks in Italy itinerary, here’s a list of recommended places you can stay depending on your budget arranged by city. Whether you’re a backpacker, an average traveller, or a luxury seeker, there’s something for everyone.

• Affordable: Casa Isolani Pizza Maggiore or Denise B&B
• Mid-range: Casa Isolani or A San Lazzaro Rooms
• Luxury: Art Hotel Commercianti or Hotel Corona d’Oro or NH Bologna De La Gare or Starhotels Excelsoir
• Affordable: Domoikos or Hotel Sofia
• Mid-range: B&B Stesicoro or Liberty Hotel
• Luxury: Palace Catania or B&B Palazzo Cerami or 81 Suite and Breakfast
• Mid-range: hu Firenze Camping in Town or B&B Home
• Luxury: Hotel De La Ville or Hotel della Signoria
• Affordable: Lion Hostel or Matteo Guest House
• Mid-range: Starhotel Business Palace pr Cesena3 Plus
• Luxury: Palazzo Cornalia or Hotel Manin
• Affordable: Los Mochileros Hostel or Naples Experience Hostel
• Mid-range: B&B Vesu or Raggio di Sole 2
• Luxury: Macchiato Suites or Relais della Porta
• Affordable: B&B Vivere Palermo or Teatro Del Sole Apartment or B&B Hotel Quattro Canti
• Mid-range: La Maison del Sole or Vittorio Emanuele Rooms or InCanto
• Luxury: Palazzo Santamarina or Duca di Villena or Quintocanto Hotel & Spa
• Affordable: B&B Hotel Pescara or Dimora Novecento
• Mid-range: Villa L’Aurora or Marini Bed&Breakfast or Aron Only Suites B&B or Corso 84 Suites
• Luxury: Wood Luxury House or Smartfit House or Villa Alba Luxury Resort
• Affordable: Ariminum Hotel or Card International Hotel
• Mid-range: Hotel Gabbiano or Hotel Baby
• Luxury: Savoia Hotel or Hotel Aria or Le Rose Suite Hotel or i-Suite Hotel
• Affordable: Residenza Laterano or Affittacamere de Barby
• Mid-range: Villa Paganini or Walker Guest House
• Luxury: Dimora ai Fori or Tree Charme Parliament Boutique
• Mid-range: Al Portico Guest House or Hotel Principe
• Luxury: Carnival Palace or Hotel Dell’Opera
• Affordable: Rocca Sul Mare Hotel or Quintessenza – Charme Rooms
• Mid-range: Agriturismo Posta Pastorella or La Duchessa e Il Contadino
• Luxury: Suite Mozart or B&B Armonia Vieste

SUMMARY OF 2 WEEKS IN ITALY

Italy is one of the most popular countries for tourism. But just when you think you know all there is to know about Italy, it surprises you. When you visit Italy, use the information above to help you plan for your trip.

But also come with an open mind because you will discover more hidden gems along the way, which isn’t always bad.

2 weeks in Italy might not sound like a lot, because it’s not. However, there are many ways to explore this country. I don’t recommend trying to overload your itinerary as you won’t have time to enjoy, slow down, and process everything you see.

It’s better to focus on one region or area and leave something for your next visit. Because after this trip, I’m sure you’ll be back.

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2 Weeks in Italy: The Perfect Guide From Napoli to Sicily

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I have spent many months in Italy over the past 2 years , and I have the cutest little road trip guide for you – perfect for two weeks in Italy – especially southern Italy from Napoli all the way down to Sicily.

Between the Sicilian pasta, Neapolitan pizza, gelato, and good old Italian wine, I gained about 5 pounds – and regret absolutely nothing!

Now to the itinerary, complete with hidden gems and the best places to eat, what to do, and where to stay for an adventure that can only be described as La Dolce Vita.

Table of Contents

2 Weeks in Italy “At-A-Glance”

Here is the whole trip at a high level, including where I recommend you lodge for a few nights and the logistics of public transportation if you choose not to rent a car for any part of the trip.

A few notes about logistics:

• Uber is not something you can count on in Italy .
• I’ve linked where to get your ferry tickets in the detailed itinerary below, but no travel day took more than 2-3 hours.
• Having a car will make it easier, especially for the second half of the trip when you have to get to Maratea and Sicily. In fact, there are a few Hidden Gem Italian Towns in South Italy that are worth exploring if you end up renting a car.

Here’s what I use to check car rental options and prices:

▶️ DISCOVER CARS: Check Prices for Italy! ◀️

Before you hit the road, make sure you review  Renting a Car in Italy: Common Mistakes & Tips , where I go into a few unique road rules, documentation requirements, and experience driving through the land of La Dolce Vita.

2 Weeks in Italy Itinerary

Let’s dive into the 2 week itinerary for Italy, including tips on where to stay and how to spend your time.

Day 1: Arrive in Napoli

Welcome to Napoli! When I first set out on this 14-day trip in Italy, I almost skipped Naples because of how many people warned me about the dangers – “hide everything”, “gangs of gypsy thieves!”. This is a bunch of bullsh*t.

You should absolutely practice caution any time you travel , but I found the city to be bustling, alive, friendly, chaotic, and all the good things I imagined a slice of local Italian life to be.

Where to Stay

📍 Le Sciantose Relais (Spanish Quarter)

You’ll be making Naples home base for three nights. I booked myself a lovely spot in the Spanish Quarter (Quartiero Spagnolo), which is within walking distance of the main attractions and the historic center.

What to Eat

Do not leave the city without eating a Neapolitan Pizza or the Traditional Ragu. Neapolitan cuisine, in general, is renowned for its use of fresh ingredients and simple yet flavorful recipes. Here are my top recommendations for each!

• L’Antica Pizzerie da Michele – Neapolitan pizza, great any time of the day and wonderful jetlag recovery food.
• Tandem Ragu – Traditional ragu over handmade pasta in a low-key nook of town. Make sure to get a reservation for dinner.

Day 2: Explore Napoli

The city of Naples is often overlooked by travelers to Italy, who go for better-known destinations like Rome and Florence.

But those who take the time to explore Napoli for at least a full day will be rewarded with a wealth of history, culture, well-renowned museums, art galleries, churches, parks, and overall natural beauty. That said, the city is huge, busy, and you’ll want a guide .

➡️ For a historical guided tour that makes Napoli come alive, book Naples Private Walking & Food Tour .

My Favorite Spot on the Tour: Museo Cappella Sansevero , a chapel that is adorned with a number of intricate sculptures, including two life-size figures of chained sinners. The most impressive sculpture is “The Veiled Christ,” a marble statue of Christ shrouded in a thin layer of transparent marble, which is in one word “heavenly”.

Day 3: A Trip to Pompeii

So don’t repeat my mistake and go to Pompeii without a guided tour , paying only for the entrance ticket and boring audio guide; you’ll end up tuning out anyway. It will be like walking through history blind – beautiful and intriguing, but you’ll be lacking the depth, story, and impact.

👉 If I was to do this day again , this is how I would think about it: Rome to Pompeii Day Trip: The Smart Way vs. The Hard Way .

Day 4: Arrive on the Amalfi Coast

Grab the ferry from Napoli to Amalfi ( 2 hours for about $30 ) and head out in the morning. The town of Amalfi is absolutely picturesque and small, easy to explore in one day.

A little secret from locals and travelers alike is that the best way to see the Amalfi Coast is from the sea. So once you arrive and settle in, grab some lunch, head to the harbor again, and get a boat for the afternoon.

➡️ This is the Amalfi Coast Boat Rental I got so I didn’t have to spend extra money on a skipper – zero regrets!

📍 Albergo L’Antico in the Town of Amalfi

This will be your home base for the next four days. I got a little room close to the main square and Cathedral, more expensive than Naples but within walking distance of everything. Because the AirBnBs are expensive and a little run down in the town of Amalfi, my favorite part about this hotel is that it was central, and felt super Italian in its decor.

Day 5: Explore Ravello

Ravello is a town in Italy that sits high above the Amalfi Coast. Though it’s small, there’s plenty to see and do – the main attraction being Villa Rufolo . It sits atop a cliff with incredible views of the coastline and has a beautiful garden. And some nights, live shows!

Day 6: Explore Positano

Positano is one of the most beautiful places in Italy, and it’s easy to see why. The colors are absolutely breathtaking, and the views are simply WOW!

Although it is a popular tourist destination, there are still plenty of hidden gems to be found.

➡️ This was one of my favorite days on the trip because I took the road less traveled and hiked from Amalfi to Nocelle in Positano via the Path of the Gods Hike .

Day 7: A Day on the Island of Capri

A day trip to the island of Capri is a must for this itinerary. The island is known for celebrity vacations, crystal-clear water, and picturesque towns.

You can take a boat around Capri from Amalfi, and then spend the rest of the day on the island soaking in the Mediterranean vibe.

➡️ This is the Private Boat Tour of Capri I took to capture the picture below – I liked it so much that I actually did it again on a separate trip back to the little island!

Here are a few highlights you can’t miss:

• Giardini di Augusto – Get ready for the most stunning views of the sea and Via Krupp.
• Arco Naturale – My favorite lookout point, an easy walk/hike from Giardini di Augusto.
• Marina Piccola – Swim in the azure waters of Marina Piccola, overlooking the famous Faraglioni rocks.
• Explore the many quaint shops and restaurants in the town of Capri.

❌ Do NOT take the fancy-looking taxis on Capri , as they are expensive.

The best way to get around Capri is the little funicular from Marina Grande to the town of Capri, from which you can walk to all of the recommendations I outlined above.

There is also a bus if time allows you to go further to Marina Piccola or Anacapri.

Day 8: Relax in Maratea

After all the boogie-ness of the Amalfi coast, I headed south by train to Maratea in the region of Basilicata. This is a sleepy little town along the coast of Italy (in the Basilicata region) known for its dramatic coastline.

The Church of San Biagio is a beautiful example of Baroque architecture, and the views from the bell tower are not to be missed.

Not only that, there are a number of excellent restaurants serving fresh seafood, and the town is surrounded by olive groves and vineyards. Go for dinner at HOST di Viceconte Antonio and try the ravioli!

📍 Villa Venezuela (1 night)

A night of relaxation and a stunning sunset in Villa Venezuela . Book ahead of time! As a peek, this is the view from the room!

Day 9: Onward to Sicily

From Maratea to Taormina, today is a travel day, by train to ferry to train again. This was enough to have me questioning my itinerary – the silver lining was the beautiful views the train gives as it makes its way down the beautiful coastline.

I did have this thought …. should I just go back up the coast or keep going south – Which is Better: The Amalfi Coast or Sicily? Bottom line, Sicily is the place to be if you’re looking for an authentic south Italian experience .

📍 Terra Rosa Residences near Isola Bella

I stayed a little outside of Taormina near the beach of Isola Bella for 2 days at the most beautiful residence: Terra Rosa . The town was a lovely 15-minute walk up the stairs. The sunrises, sunsets, and views of Isola Bella along the path took my breath away.

Day 10: Explore Taormina

This picturesque town is located on a cliff overlooking the Mediterranean Sea. From here, you can enjoy stunning views of Isola Bella, explore the ancient Greek theatre, and sample some of Sicily’s best gelato and cannoli.

It is worth mentioning that I quite seriously ate my way through Taormina. That being said, here are some quick hitters for a self-guided walking tour:

• Teatro Antico di Taormina – Great for sunset with views of Mt. Etna.
• Villa Comunale di Taormina – For quiet walks and naps in the park.
• Piazza IX Aprile – cafe central!

Day 11: A Beach Day on Isola Bella

From my little residence at Terra Rosa , I walked down the stairs to Isola Bella and spent the day relaxing on the beach, drinking granitas , and snacking on fruit.

I met fellow travelers in the sun, and we ended up chatting and going out in Taormina the whole night. I went to bed at sunrise – perfection!

Day 12: Explore Isola Ortigia

Grab the train further south to Ortigia ( thankfully, trains are a great place to nap ). This little island is located in the city of Syracuse on the southeastern coast of Sicily. Although it is only about a kilometer in size, Ortigia is packed with history and culture.

Once the center of Greek civilization, its ancient ruins are now a UNESCO World Heritage Site. Today, the island’s streets are lined with shops and cafes, making it the perfect place to spend an afternoon exploring.

Day 13: A Day in Noto

A quick train ride from Ortigia, Noto is the best place to spend a day in Sicily. The entire town is a UNESCO world heritage site , and it’s easy to see why.

The town was rebuilt in the 18th century after a devastating earthquake, and the resulting baroque architecture is simply stunning.

Start your morning with a stroll down Corso Vittorio Emanuele, the main drag, which is lined with cafes and shops. Then visit the Noto Cathedral , followed by all the other churches and palaces that line the streets, each more beautiful than the last.

Finish up with a stroll through the picturesque gardens of Villa Comunale , and head home to Ortigia for dinner!

Day 14: Time to Fly Home!

And that wraps up what I hope will be many more itineraries to explore La Dolce Vita of the Italian coast. Take the train to Catania Airport, and connect to wherever you call home. Don’t forget to send postcards before you go!

2 Weeks in Italy Map

This is the route I took for the trip. I flew into Naples and flew home from Catania, Sicily.

If you have MORE than 2 Weeks in Italy

If you have a couple more days, here are a few more spots and adjustments to the itinerary I would make:

✅ Spend a few more days in Capri .

On another trip, I ended up spending a long weekend on the island of Capri itself (lodging in Anacapri) and treated myself to a solo relaxation holiday!

✅ Spend more time in Sicily .

On yet another Italy trip, I spent a whole two weeks exploring Sicily. Here are the best of the best recs:

• Palermo – The capital of Sicily, this is a full-on immersion into Sicilian everything – from the churches to the food, to the impossibly winding tiny streets of the old town. Just amazing!
• Isola di Favignana – Take the ferry from Trapani and rent a bike to wander this beautiful little island for a day or two!
• Erice – A gorgeous historic town on top of a mountain, this is a great day trip from Palermo on the way to Scopello!
• Scopello – Find your way to this little retreat beach – Cala Mazzo di Sciacca .
• Cefalu – Also found on many postcards from Sicily, this little town rounds up some of my favorite northern spots in Sicily!

If you have LESS time in Italy

If you have less than 14 days in Italy, try not to be sad. Just promise you’ll be back! Jokes aside, here are a few adjustments you can make to this itinerary:

✅ Skip Maratea and focus on the Amalfi Coast & Sicily. I would start the trip with a roundtrip flight from Naples to Sicily (flying into Catania Airport near Taormina). And of course, there is the ferry from Naples to the Amalfi for the second portion of your trip.

✅ Spend only two days on the Amalfi Coast , prioritizing a day trip to Capri and seeing Positano from the sea ( check out the recommendations I made in the itinerary to save money on boat rentals ).

However you customize your trip, something about Italy just makes you feel alive. The food, the wine, the history, and the culture all come together to create a magical place that I couldn’t help but fall in love with.

Travel Tips Before You “Andiamo!”

There are a few frequently asked questions I’d like to get out of the way.

Can I tour Italy in 2 weeks?

While 14 days in Italy may seem short for some ( or their entire vacation time for Americans ), it’s actually the perfect amount of time to explore the major cities and 1 to 2 regions without feeling rushed.

As an aside, I loosely split Italy into three regions:

• The North – Think mountains, skiing, Lake Como, Milan, Venice.
• The South – Naples on down to Sicily, including Pompeii and the Amalfi Coast
• The Chunky Middle – The capital of Rome, the Vatican, the rolling hills of Tuscany

Hiking in the Italian Dolomites & Swiss Alps

If the mountains are more your calling, consider heading to North Italy for some of the most epic hiking of your life. This is my favorite region of Italy, and I say this very seriously because I know how pretty the Amalfi Coast and Sicily are!

How long do I need on the Amalfi Coast?

The Amalfi coastline is one of the most popular tourist destinations in Italy, because, yes, it really does look like the pictures – dramatic cliffs and turquoise waters galore.

I think a long weekend will give you plenty of time to relax on the beach, take day trips to nearby islands, and explore the charming villages, like Positano and Ravello, that dot the coast.

Do I need travel insurance for this trip?

Yes, if you’re planning to stay in Italy for an extended time OR you’re going to be hiking and driving long distances, you should consider reviewing the 5 Best Medical Insurance Policies for traveling in Europe , because shit happens.

This is what I use ▶️ Check Prices for SAFETYWING Insurance ! ◀️

The idea is that if something does go wrong, you’ll have peace of mind knowing that you’re covered.

How much does it cost to stay in Italy for 2 weeks?

I was worried 14 days in Italy would break the bank – especially with the Amalfi Coast and Taormina on my itinerary – but it didn’t!

There are a number of ways to save money while traveling , such as staying in hostels or AirBnB rather than hotels, eating at local restaurants rather than tourist traps, and taking advantage of free activities such as walking tours – all of which I did.

Here is the price breakdown for my 14-day stay in Italy, which totaled around $1,500 ( sans flights because I use credit card points for this ).

• Transportation : $100/week ( ferries, trains, Uber – still cheaper than renting a car )
• Housing : $40-100/night ( places like Maratea will be less expensive, Amalfi on the more expensive end )
• Meals : $15-30 for some of the best pasta, seafood, and desserts of your life
• Wine : $3 a glass for amazing Italian wines ( and the Italians always pour a little extra every time . .. bless them! )

When should I visit Italy?

While that depends on what you want to see and do, I went on this trip in June!

That said, spring or fall is ideal if you’re interested in exploring the country’s major cities . The weather is pleasant, and there are fewer crowds compared to the summer months.

If you’re more interested in spending time outdoors , then summer is the best time to visit . Italy is also a great destination for winter sports, as the Dolomites offer some of the best skiing in Europe.

What should I pack?

First and foremost, the Italian sun can be incredibly strong, especially during summer.

You’ll want to pack light, comfortable clothing that can be easily layered – firstly because the temperatures can vary widely, and secondly because you’re traveling by public transport most of the time. Minimalism is key !

I’ve put together a quick checklist of Comfy Road Trip Outfits for this itinerary- pay special attention to the summer capsule wardrobe for Italy.

Conclusion: 2 Weeks in Italy from Napoli to Sicily

Planning a trip to Italy can be a big task, as this country has so much to see and do.

I went for a whole month, journeying from Rome all the way down to Bari and Sicily, one gelato cup at a time, living the “dolce far niete “, meaning “the sweetness of doing nothing” before writing this little guide.

To be fair, I think even if I went a thousand times, there is still more to see. All that said, with a little careful planning, it is possible to get a good sampling of Italy in just 14 days.

Mariana Barbuceanu is the owner and author of the Road Trip EuroGuide, a blog that inspires fellow travelers to explore Europe more authentically through slower travel and digging deeper into the culture of a place. When she isn't writing about her adventures, she is planning trips for her community and coaching people on how to take that next step towards a much-needed sabbatical.

• July 28, 2023

Two-Week Road Trip in Italy: Classics and Hidden Gems

Italy is one of the iconic countries of the Mediterranean: with its rich history and breathtaking landscapes, it is a must-see when visiting Europe. After many years dreaming of dolce vita , I finally made it happen. I designed a two-week road trip of Italy through its most idyllic destinations, from Genova to Palermo!  I made sure to cover the classics as well as more surprising destinations off the beaten path. If you know me, you know I love authenticity and connection. I am not afraid of a little adventure and love to learn about culture and history!

Our objective was to explore new places every day, while allowing for plenty of rest , especially towards the end of our road trip. We wanted to stop by big cities, such as Florence and Rome, visit famous coastal towns including Portofino and Positano, but also discover lesser known villages in Cinque Terre, the Amalfi Coast, and beyond. Those ended up being our favourites. Finally, we wanted to end our road trip with one week in Sicily, where we mostly relaxed and enjoyed water sports.

We decided to rent a car because we wanted to move around freely over the two weeks. It is, however, perfectly possible and comfortable to move around via public transport, at least for the first half of this itinerary. Once you reach the South of Italy, infrastructure is less developed, including transport. For more tips on how to rent a car for a cheap price in Italy,  click here .  

In the itinerary below, I only mention the visits, restaurants, and hotels which we genuinely enjoyed and thought were worth sharing. This way, you get only quality recommendations. None of them are based on partnership and we paid for everything ourselves. If this sounds like a guide you’d follow, keep reading for a full guide to discovering Italy!

…wanna get started in the right mood? Check out my playlist below!

Day 1: Genova

We started our two-week Italian road trip in the capital of the Liguria region, with plenty of time to wander in the picturesque streets of Genova. This port city, once the home of Cristopher Columbus, is filled with narrow passages, exuberant churches, and opportunities for apericena – drinks accompanied by small dishes such as bruschetta, cold cuts, and cheese. We loved its simplicity and surprising beauty.

Some suggestions on what to do: visit the St Andrew cloister ruins and the reconstruction of the childhood home of Christopher Columbus, get lost in the streets of the historic centre, or listen to street musicians at Piazza Raffaele de Ferrari . Wondering where to eat? Get cocktails and apericena at Il Cavaturaccioli and dinner in the area of Piazza Fossatello, where there are various authentic restaurants.

Day 2: Portofino & Cinque Terre

We wanted to have breakfast in Portofino before heading to Cinque Terre. We were deeply disappointed with the restaurants directly on the port, which were all incredibly expensive and did not look tasty at all. Instead, I recommend packing a small bag of pastries from the area or finding a more isolated local bakery where you can find a focaccia or panino for less than 5€.  

Aside from this, we loved the colours and charm of Portofino, which definitely has a very luxurious atmosphere. It was still pretty quiet when we arrived, before 10 AM. We left Portofino by 11 AM and, when leaving, we noticed that the police was controlling the massive influx of cars into town. I therefore recommend arriving early , to avoid crowds but also to avoid getting stuck at the entrance of Portofino!

Monterosso Al Mare

We had lunch in Monterosso al Mare, one of our favourite locations of the whole trip! We could enter the resident-only area with our car by telling the local traffic agent that we had a restaurant reservation (kudos to Agustín, who thankfully speaks Italian which helped us tremendously throughout the trip). With luck, we parked close to the Buranco Winery in the heights of Monterosso, and hiked all the way down which I recommend because this is where we got the best views of the area. Absolutely breathtaking!

We had lunch at L’Ancora della Tortuga , an excellent restaurant which featured several times in the Michelin guide in the past. It only had a few tables available, the food was among the best we’ve had, and the beach views from there were fantastic. Afterwards we headed to the beach, where you can rent a sunbed or lay your towel on the beach, depending on the area.  

Finally, we arrived in Vernazza arounf 6PM and it was a lovely time to see the the warm sunlight hit the mountains and colourful buildings. We had a drink at Ristorante Bar Al Castello , which has wonderful views. Afterwards, we grabbed some street food which we ate on the port. There was a very joyful and bucolic atmosphere. The perfect way to end the day!

Note : If you have the time, I recommend checking the other villages that constitute Cinque Terre: Manarola, Riomaggore, and Corniglia. They all have their individual charm and are easily accessible by train.

Day 3: Tuscany — Lucca and Florence

On our third day driving through Italy, we explore two jewels of Tuscany: Lucca and Florence. Lucca is a charming town which thrived as a trading hub and enjoyed patronage from the influential Medici family during the Renaissance. It is famous for its well-preserved city walls, which now serve as a scenic promenade.

In Lucca, we first stopped at the Piazza dell’Anfiteatro , a circular square built on the site of a Roman amphitheater now filled with cafes and shops. Then we visited the Guinigi Tower , once owned by a ruling family of Lucca. It stands out from the other few remaining towers because of the trees which were planted on its top – a truly unique view!

In Florence, we were staying in a beautiful family home turned into a bed and breakfast, which was perfectly located just outside of the city center in an area that featured lots of greenery and parking. We loved the atmosphere and service, which made us feel like Italian aristocracy! In the city, of course you can’t miss the Palazzo Vecchio, the Cathedral of Santa Maria del Fiore , and the Ponte Vecchio .

If you are looking for a nice gift or are a fan of stationary (as me), you must stop by one of the Signum shops. I won’t say more, just prepare to be marvelled. Finally, We had an absolutely fantastic dinner at Trattoria Napoleone , with the best pasta dish of my life so far (gnocchi with gorgonzola and truffle). The restaurant terrace is set on a quiet square which was the perfect escape from the busy city centre.

Day 4: Rome

Ah… Rome! In only 24 hours?! Yes we did it, and we had the most epic time thanks to friends and locals, who helped us make the most of our stay and feel like true Romans. Here is everything we did in the Eternal City:

🎧 listen to Everything Everywhere Daily podcasts about Rome to learn its mesmerising history 📸 see the beautiful Piazza Navona 🍝 eat freshly made pasta at Osteria Da fortunata ( @osteria_da_fortunata_official ) (there are several locations in the city… all will most likely have a waiting line!) 🏛️ admire Roman architectural feat at the Pantheon ⛲️ make a wish at the magnificent Fountain of Trevi 🏺 travel back through history at the archeological sites of the Roman Forum 🏟️ marvel at all sides of the Colosseum 🛴 rent a @tier.mobility e-scooter and drive around the city 👒 get a custom-made straw hat at @giuncart 🛍️ shop local designs and vintage clothing along Via di Monserrato, Via del Pellegrino, and Corso Vittorio Emanuele II, including @chezdede and @humanavintageitalia 🍸 drink aperitivo at @jacopa.it with a soft sunset over Rome’s hills from Trastevere 🍴 eat the best (and most) Italian food of our lives at @daenzoal29 – again, prepare to queue, but so worth it!!

We had a splendid sleep at Domus Giulia, a simple but very well located hotel in the old city centre. It was just perfect!

View this post on Instagram A post shared by Sophie 🍎 international relations, MPhil, BA (@sophie.pomme)

Day 5 & 6: Amalfi Coast, Positano, and surroundings

We decided to skip Napoli and the ruins of Pompei on our way to the Amalfi Coast because we knew it was going to be very hot and just preferred to go straight to the coast at this stage of the road trip. However, those cities are definitely on my list so I hope I can return soon and would recommend anyone to stop by, especially if they are interested in Ancient Rome, Pompei being one the world’s best preserved archeological sites.

Breathtaking Hotel Views

We strategically booked hotels that were outside of the most famous and touristic towns of the Amalfi Coast such as Positano, Praiano, Amalfi, and Salento. It was a great decision. We wanted to avoid the crowds and the expensive prices without compromising on views. 

First, we stayed at an old farmhouse in the mountain of Vico Equense: Il Casale del Golfo . It had breathtaking views of the Gulf of Napoli and the mountains – it was quite rural but we loved the atmosphere and being welcomed like family (the owner, who had connected with Agustín, almost cried when we left). If the rustic comfort throws you off, I still can highly recommend their restaurant. It attracts locals and tourists from all sides in the evening, with a spectacular sunset view.  

The next day, we stayed at Grand Hotel Sant’Orsola in Agerola, which literally felt like a dream. It had the most epic view from our balcony and breakfast terrace, which I will never forget. The hotel was truly off the radar, not on major booking platforms and seemed to prioritise weddings and receptions. The room needed a bit of new paint and refreshing but the service staff was truly out of a movie, such characters! We felt like in an Italian version of “The Grand Budapest Hotel”.  

In sum, we highly recommend booking accommodation off the beaten path in popular areas such as the Amalfi Coast. This allows avoiding crowds, attractive prices, and more authentic experiences. 

Boat Trip on the Amalfi Coast

By far, the best part about the Amalfi Coast was renting a boat for the day and admiring the wonderful views of Positano, Positano, Arienzo, Laurito, Praiano, Conca dei Marini, Amalfi (and more) from the water. Agustin has a contact in Sorrento who rented us a boat which does not require a license and is relatively easy to drive for connoisseurs ( here ). We had packed some sandwiches, a bottle of wine, some snacks, and towels to be comfortable.  

This day was pure happiness and will definitely go down as one of the best days of my life. Being in on the water and able to jump and see small creeks, cascades, and rock formations from up close (we even saw dolphins!!!!!!!!!!!!!!!) was magical. It also allows to see the beauty of these villages perched on the cliff of the shore without the craziness of the traffic and crowds of the land. The next day, when driving around the villages, we barely wanted to stop because of how hectic it was.  

Vietri sul Mare

Out of all the villages we visited on the Amalfi Coast, I liked Vietri sul Mare the most. It is known for its ceramics and colourful walls made of mosaiques . It was very cute and not so crowded as other stops. We bought beautiful ceramics with the emblematic lemons of the region at Ceramiche Sara.  

Day 7: Scalea

Scalea and the neighbouring towns in the region of Calabria were are best surprise of the road trip. First, we stayed at a fantastic vintage hotel, Grand Hotel de Rose , which once again made us feel like we were on the set of a movie. The decoration, groovy atmosphere, and amenities were impeccable, for a price ridiculously low. The domain is scattered with vintage furniture and antiques, making it particularly picturesque. There were few foreigners in Scalea and it was so much more tranquil than the Amalfi Coast, with yet absolutely amazing sea and mountain views.  

Nearby, you can visit the famous Spiaggia dell’Arcomagno in San Nicola Arcella which is only 10 min away. Opening hours are 8am-8pm but it closes when reaching maximum capacity (avoid arriving at peak hours). Just 5 min further, I highly recommend Il Clubbino for sunset: one of the most beautiful ones I’ve seen in my life! The panoramic view over the small port, surrounding forest, and dreamy mountains in the background made it truly exceptional.

Crossing to Sicily island

The next day we made our way to Sicily which was quite a long drive. To cross onto the island and biggest region of Italy, we took a ferry which you don’t necessarily need to book in advance and costs about €35. It takes about 20 minutes to do the crossing from Villa San Giovanni to Messina and boats depart every 20 minutes. We used the company Caronte Tourist and you can directly book on their website here (avoid comparative platforms which always end up selling for more than the ticket price). I literally almost had a breakdown after being scammed but it’s honestly much easier than it seems.  

Side note : the further south you get in Italy, the more likely you are to be scammed, in my experience. Especially in Sicily, we checked every single one of our receipts and multiple times the staff from restaurants and shops were adding stuff we had not ordered. Beware! The beauty of Sicily’s history, architecture and nature thankfully makes it up.

Day 8-10: South of Sicily, Valley of Temples, Stair of the Turks

During our first days in Sicily, we stayed in a beautiful family owned vacation house: Madre Landmade . It is in the countryside of Ragusa, a small town in the south of Sicily. There wasn’t much around, but we decided to go there for the quietness and relaxation. It was absolutely perfect. Everything was home-made (soap, jams, cakes,…) and home-grown or locally sourced (tomatoes, cheese, eggs, hams,…), the views were magnificent, especially in the morning when the light was warm and soft, and the surrounding sounds of nature were truthfully therapeutic.

After so many days on the road, we were exhausted. We did not leave the house aside from a quick grocery trip, which in itself was an entire highlight because of the freshness and deliciousness of the produce we could find for a fraction of the price you would pay in other parts of Europe. I cooked pasta dishes and lemon chicken with the help of our generous hosts who provided fresh basil from the garden. This was for the quintessential holiday for me, and this place reminded me of my childhood vacation in the south of France.  

Valley of the Temples

On our way out of Ragusa we stopped at the Valley of Temples in Agrigento, an awe-inspiring archaeological site that took us on a journey through ancient history. It is a vast domain with remarkably well-preserved temples dating back to the 5th century BC. Walking through this open-air museum, we felt transported to a time when these temples stood as symbols of power and grandeur. 

The most prominent among them is the Temple of Concordia , dedicated to the Greek goddess of harmony. As you explore the site, you’ll also encounter the Temple of Hera (Juno), Temple of Zeus, and Temple of Heracles, each bearing its unique architectural features and stories of the past. Surrounded by rolling hills and olive trees, you’ll have breathtaking views of the Sicilian countryside.

🎟️ tickets cost us 10€ per person – they have discounts for students of philosophy/architecture/history and youth below 26

🔥 avoid visiting between noon and 3pm (unlike us) or get ready to feel a scorching sun

🕙 open until 11pm in high season, which means you can visit during sunset and make the most of the panoramic views

Stair of the Turks

Then, we stopped by the Stairs of the Turks, a coastal formation consisting of white cliffs that resemble steps leading down to the turquoise-blue waters of the sea. It had some of the most heavenly-looking beaches I’ve ever seen! We still had a bit of road and it was quite a hike to go down and up to and from the beach, so we decided to admire it from above. However, if you have time, I’d highly recommend going down to swim in the tropical-looking shallow waters. Fun fact: the name “Stairs of the Turks” is said to have originated from the frequent raids carried out by pirates along the coast centuries ago, thought to be Turkish.  

Day 10-14: North of Sicily, Erice, Palermo, and Taormina

During our last days road tripping through Italy, we stayed in the North-West part of Sicily. It was a quiet and beautiful area, with plenty of charming villages to discover and nature to explore. We stayed at La Tonnara di Bonagia , which is a resort hotel installed in a former tuna fishery. The buildings reminded me of a medieval castle, it was a unique scenery. The clientele mixed families and couple, which resulted in a little too many kids running around to be really relaxing, but the service and amenities were great. We had direct access to the beach through a private area that led to the crystal-clear waters of a scenic bay with mountain views in the background. Idyllic. 

We wanted to visit San Vito Lo Capo, the nearby islands of Favignana, as well as Cefalu (please do if you get the chance), but ended up taking it more slowly and visiting other spots nearby. Agustín also followed some kite-surfing lessons in an area close to Marsala, which was a very popular spot because of its shallow waters and strong winds.  

We visited the small village of Erice , perched on top of a mount of the same name. Its history dates back to ancient times, with evidence of human settlement in the area as early as the Bronze Age. The town has seen the rise and fall of various civilizations, leaving behind a rich cultural heritage and making it a UNESCO World Heritage site today. Several walking paths are offered to visitors throughout town to discover its history. The highlights, in my opinion, were the Tower of King Federico, the little hidden streets, and the fantastic views from the castle of Balio .

Overall, Erice made me feel like I was in a fairytale: the beautiful castles, 360 views, cobblestone streets, and old houses all created a particularly dreamy atmosphere. I bought beautiful ceramics in local shops on Via Roma, where prices were considerably cheaper than most other places in Sicily. In addition, given how secluded this village was, I wanted to contribute to the economy of the local artisans and shop holders who keep the beauty of Erice alive. We had dinner at Ristorante Monte San Giuliano, which had a magnificent view and delicious pasta.  

We also visited Palermo, the captivating capital of Sicily. With its rich history, stunning architecture, and vibrant culture, Palermo offers a perfect blend of ancient wonders and modern delights, making it a must-visit destination for travellers seeking an authentic   experience. 

My favourite sights were the Teatro Massimo , Fontana Pretoria, Palermo’s Cathedral, and the gardens of Villa Bonanno . I was struck by the beauty of palm trees, renaissance sculptures, and gothic architecture, which contrasted with the crumbling state of most townhouses. It was very busy, hot, but also full of energy. We got delicious arancini balls at Ke Palle on Via Maqueda.  

Last but not least, we stopped by Taormina for a couple of hours, which was just enough to get seduced by this glamorous and picturesque town, perched on a hilltop overlooking the coast. We wandered on the main street, Corso Umberto, chilled in the refreshing and majestic communal gardens ( Villa Communale ), and admired the breathtaking sea views from Belvedere di Via Pirandello . You can also visit the Ancient Greek Theatre of Taormina, which we skipped because of the line and lack of time. It was overall gorgeous, albeit on the pricier end of the spectrum.  

This road trip itinerary has provided a comprehensive guide to discovering Italy within two weeks, including Cinque Terre, Florence, Rome, the Amalfi Coast, and Sicily. Our favourite discovery was Scalea and the surrounding villages in the Southern region of Calabria, a true paradise still untouched and unknown by foreigners. Sicily was very hot and tranquil, the perfect gate-away for a relaxing holiday. Cinque Terre and the Amalfi Coast offered, without surprise, some of the busiest destinations but also some of the most breathtaking sea views. The highlight of this trip was, without a doubt, the boat tour of the Amalfi Coast.  

You can, of course, alter this itinerary based on your needs and wishes. You could add, for example, the cities of Milano, Venice, Bologna, and Napoli, the island of Sardinia, as well as the marvellous region of Puglia. If you have any questions or feedback, please don’t hesitate to  get in touch !

You can freely save, edit, and download the following  itinerary  on Google Maps. It includes all towns, cultural and historical sites, restaurants, hotels, shops, and beaches mentioned in this article.

Hello! I’m Sophie

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Copyright ©2023 Sophie Pomme

How To Spend 2 Weeks in Italy: Itinerary Advice From An Italian

Posted on Last updated: February 2, 2024

Need help planning your Italy 2-week itinerary? You’ve come to the right place!

Italy is located in the middle of the Mediterranean Sea and is home to some of the most beautiful views and experiences (and no, I’m not just saying it just because I’m Italian).

Being Italian I get asked a million times for Italy travel advice, so I decided to put together this ultimate Italy 2-week itinerary that covers all the major sights and cities.  

This Italy two week itinerary starts with the history and beauty of the Eternal City, Rome, to then head over to Tuscany for a bit of exploration in Florence and Pisa, before heading to Cinque Terre for an amazing hiking experience.

Exploring Piazza del Duomo in Milan, Italy

After that this Italy travel itinerary continues on to the city of fashion, which also happens to be my hometown, Milan, and then ends in Venice, the city of lovers.

Two weeks in Italy aren’t enough to see the whole country, I’ve lived here for 18 years and there are regions I still haven’t been to either!

But it’s a great start and a good enough amount of time to travel comfortably around Italy and see all the main tourist hotspots.

I’ll also go over useful travel information like how to get around Italy, where to stay, what to pack and more. Ready to discover how to spend 2 weeks in Italy?

• 1 Do you need travel insurance for 2 weeks in Italy?
• 2.1 Day 1: Arrive in Rome – Colosseum & Trevi Fountain
• 2.2 Day 2: Rome – Visit the Vatican
• 2.3 Day 3: Rome – Pantheon & Fori Romani
• 2.4 Day 4: Travel from Rome to Florence
• 2.5 Day 5: Florence – Gallery and Gardens
• 2.6 Day 6: Explore the Old Town of Siena
• 2.7 Day 7: Travel to Pisa & explore Piazza dei Miracoli
• 2.8 Day 8: Pisa to Cinque Terre
• 2.9 Day 9: Hike the Sentiero Azzurro in Cinque Terre
• 2.10 Day 10: Cinque Terre to Milan
• 2.11 Day 11: Explore Piazza del Duomo in Milan
• 2.12 Day 12: Travel from Milan to Venice
• 2.13 Day 13: Explore Venice
• 2.14 Day 14: Fly home from Venice or extend your trip
• 3 How to travel around Italy
• 4 What to pack for 2 weeks in Italy

Admiring the colourful houses of Manarola, one of the five towns along the Sentiero Azzurro in Cinque Terre, Italy

Do you need travel insurance for 2 weeks in Italy?

After my personal experience spending two nights in a private hospital in Tenerife, and having to pay for it out of pocket (it wasn’t cheap), I always recommend getting travel insurance.

You might not end up needing it, but for a small fee you can travel without worries. Personally, I suggest getting your Italy travel insurance with  Heymondo .

Heymondo offers tailor made travel insurance, providing the best value for money for your specific trip. You can also buy it once you’re already abroad and have forgotten about it before flying (which, if you’re anything like me, is quite likely).

Besides the usual cancellation, medical expenses, luggage coverage and general travel insurance services, Heymondo also has a 24/7 doctor chat and instant assistance through their app.

As a Greta’s Travels reader, you get 5% off your Heymondo travel insurance !

Click here to get your 5% off Heymondo travel insurance!

Exploring the Golfo di Orosei and Cala Luna by kayak in Sardinia, Italy

Italy Itinerary: 14 days of exploring

Let’s dive right in to our 2-week Italy itinerary ! If you want to do this itinerary, without having to worry about booking hotels, tours and transfers yourself, you can book my customised Italy itinerary by Designer Journeys here !

Day 1: Arrive in Rome – Colosseum & Trevi Fountain

You should start your 2 week trip to Italy in Rome . After all it’s the capital of Italy, the Eternal City and it’s home to some of the worlds most ancient and beautiful history and art.

You’re only going to spend three days in Rome , so you’ll need to hit all the major attractions on your first day.

Plan your flight strategically, so that you land in Rome in the early morning. This gives you the ability to see a decent amount of the gorgeous ancient city right on day one. 

The first stop on your Italy route will be the ancient Colosseum!

There are many guided tours of the Colosseum , which will provide you with the knowledge about the brave gladiators, and the bloodthirsty entertainment that took place in Rome’s most famous monument.

The queue to go inside the Colosseum can get pretty huge so make sure to book online beforehand , or check out this guide to skipping the line at the Colosseum on a budget . 

Another way to skip the queue, is to join a night tour of the Colosseum . That way you’ll skip the crowds, and see this iconic attraction lit up at night. It’s one of the most popular Rome by night tours , and it’s easy to see why.

Click here to book your Colosseum skip the line tour!

Or click below to see prices & availability for your chosen date!

Enjoying the beauty of the Colosseum in Rome, Italy

Next, you’ll want to visit Trevi Fountain. It’s a beautiful monument decorated with sculptures and is a must-see when in Rome . I recommend walking there from the Colosseum, as this will take you past the famous Fori Romani.

These are a series of public areas that are centred around a monument. These were an integral part of Roman culture, and each served a different purpose in ancient times.

With its beautiful statues and white marble, the Trevi Fountain is without a doubt one of the most Instagrammable places in Rome .

They say if you throw a coin in the Trevi Fountain, you’ll get the chance to visit Rome again. I do it every time I go to Rome, just to be sure (and so far I’ve always gone back so I think it’s working)!

From the Trevi Fountain you can walk onwards to Piazza del Popolo and Piazza di Spagna, to see the famous Spanish steps and enjoy the view from Villa Borghese over the rooftops of Rome.

I love this part of Rome in spring , when all the trees are green and the flowers in bloom.

The Trevi Fountain in Rome, Italy

You can end your first day in Rome with a dinner out in Trastevere. Trastevere is one of my favourite areas in Rome, with lots of osterie and trattorie to choose from for your aperitivo or dinner options.

It’s a beautiful area of Rome at night , when the warm lights of the trattorie overflow into the cobbled streets, and especially so if you’re in Rome in summer , when locals and tourists alike mill around the streets and enjoy the long days and warm evenings of Italian summers .

I’ve eaten before at Osteria Cacio & Pepe and loved it, but most restaurants there will be good. It’s also a fun area to go bar hopping after dinner.

Eating spaghetti carbonara in Rome

Where to stay in Rome

My ex-boyfriend is from Rome so we tried our fair number of bnb and apartment rentals in Rome . That said, my personal favourite are places close to the Colosseum or Pantheon , as they’re in a great position to explore Rome.

If you want to save a little, here are some great places to stay in Rome for every budget. 

Budget: Palladini Hostel :Budget option for the backpackers or hostel lovers; this hostel is super central, close to the train station and all the action of Rome, with spacious dorms and a lively atmosphere

Mid-range: Tridente Rooms : Mid-range option, the rooms are simple but spacious and it’s right next to Villa Borghese, in the heart of all the Rome attractions

Luxury: Hotel Eden – Dorchester Collection : If you can squeeze it in your Italy trip budget , this beautifully decorated hotel is very conveniently located in the centre of Rome

Click here to book your accommodation in Rome!

Castel Sant’Angelo & Ponte Sant’Angelo in Rome, Italy

Day 2: Rome – Visit the Vatican

On the second day of your Italy travels, I recommend paying a visit to the famed Vatican museum. It’s one of the most popular tourist attractions in Rome, and it’s not hard to see why.

The best Italian trips include something ancient and something beautiful. This attraction just happens to include both!  Especially if you visit Rome in winter , it gives you an excuse to be indoors and out of the rain and cold for a while!

You can take a guided tour of the Vatican Museum and the Sistine Chapel , where you can ogle at masterpieces done by the great Michael Angelo, admire the incredible architecture, as well as learn about the cities fascinating past.

V isiting the Vatican Museum will easily take up a whole half-day, if not more depending on how long you want to spend in the museum. You can also go to the top of the dome and see an epic view over Rome .

I recommend buying your tickets online beforehand or you might end up queueing for hours just to get in.

Click here to book your Vatican Museum & Sistine Chapel skip the line tickets!

The Basilica di San Pietro and main square of the Vatican in Rome

In the late afternoon and early evening you can grab dinner and drinks around Campo Dei Fiori, where all the students and young people in Rome go out in evenings.

Once it’s properly dark you can also wander around the Fori Romani, where they play projections and light shows that aim to teach the public about these areas that played such an important part in Roman history.

You’ll see what the Fori Romanis looked like when they were built, which is an interesting insight into the past of this wonderful city.

| READ MORE: THE ULTIMATE ITALY BUCKET LIST |

Lost somewhere in the side streets of Rome

Day 3: Rome – Pantheon & Fori Romani

Start your third day in Italy off the right way by visiting the Pantheon ! It’s an ancient Roman temple that was later converted into a church, and holds great cultural significance within the Italian community.  

The architecture is absolutely stunning! This circular building is beautiful both inside and out, and it is also free to visit.

However, with free attractions comes queues, so I recommend you head to the Pantheon as soon as it opens to make sure you miss the crowds.

Alternatively, you can take a guided tour of the Pantheon , which allows you to skip the line, and learn the history of the Pantheon from a knowledgeable guide.

Close to the Pantheon is Gelateria 100 Palme, an ice cream shop that sells over 100 different flavours. Needless to say every time I go to Rome I try a different flavour.

Click here to book your Pantheon skip the line tour!

Or click below to see prices & availability!

The Pantheon in Rome, Italy

Best tours in Rome

These highly rated tours are a must during your time in Rome!

Vatican Museums & Sistine Chapel Skip-the-Ticket-Line Entry   – Like I already said, if you only have two days in Rome you don’t want to waste part of that time queuing up for things! 

Rome: Colosseum, Roman Forum, Palatine Hill Priority Tickets   – Same goes for the Colosseum, don’t waste time and don’t miss out on this awesome Italian attraction!

Rome: Street Food Tour with Local Guide   – Italians take food very seriously, the best way to discover true Roman cuisine is with a local!

Exploring Piazza Navona in Rome

Day 4: Travel from Rome to Florence

On your 4th day in Italy, you’ll travel from Rome to Florence. You can get to Florence either by plane or train. I personally recommend the train.

The flight might be one hour, but you still have to factor in travel time to and from the airport, and you usually have to be at the airport at least one hour before.

If you get the fast train from Rome to Florence this takes you from the centre of Rome straight to the centre of Florence in roughly the same amount of time as the total flying travel time.

Once you arrive in Tuscany , you’ll have plenty more activities to take part in and areas to explore. No matter how many days in Florence you have, you’re sure to fill up your Italy itinerary with a multitude of awesome things to do.

Your first stop in Florence should be the grand Florence Cathedral . It’s possibly the most celebrated cathedral in the world, making it one you don’t want to miss!

Known as Duomo or the jewel of the city, the incredible building was built in 1436 but wasn’t finished being built until the 19th century. 

The architecture is amazing and is an absolute must-see if you’re looking for Italian vacation ideas!

Click here to book your skip the line guided tour of the Florence Cathedral!

Getting up close to the majestic Duomo of Florence

Next, you should visit Ponte Vecchio, which is a historically significant bridge that stretches across the river Arno. The bridge is enclosed and has become famous for the many quaint shops built into its sides.

The earliest recordings of the bridge date back to 996, but nobody really knows its true origins. Take a meander along the bridge as you browse the shop windows.

| READ MORE: HOW TO SPEND 2 DAYS IN FLORENCE |

Light reflections at the Ponte Vecchio in Florence

You can end your first day in Florence at Piazzale Michelangelo. This is a park with a beautiful view over Florence. The huge dome of the cahedral towers over the rooftops of the houses, and makes for a stunning sunset spot.

When I visited Florence with my mum we stayed at Palazzo Riblet .

This hotel is a family-run business with only a few room within a historical building, with beautiful decorated bedrooms and original Renaissance affrescos on the ceilings.

It’s a great place to stay in Florence also thanks to its convenient position, close to both the train station and centre of Florence. 

Check out the latest prices and  availability at Residenza d’Epoca Palazzo Riblet here!

Sunset over Florence from Piazzale Michelangelo

Day 5: Florence – Gallery and Gardens

On your second day in Florence, you should aim to fill your day with as many beautiful Florence sights as possible.

Galleria dell’Accademia is a wonderful gallery that houses some of the most incredible sculptures from the Renaissance period. 

You can expect to see original sculptures from Michelangelo, as well as masterpieces from a multitude of other incredible artists. 

After a visit to the wonderful gallery, spend the afternoon exploring the Boboli Gardens! The gardens cover an area of 45 000 square metres, making them the largest gardens in Florence.

If you love being out in nature, this is the perfect Italy vacation idea. The gardens were created in the 16th century and feature rolling lawns with a scattering of beautiful sculptures to admire.

A stroll through these gardens is the perfect escape from the hustle and bustle of the city!

The Duomo of Florence and Battistero of San Giovanni in front of it

Best tours in Florence

Here are some tours with awesome reviews to check out for your time in Florence.

Florence: Uffizi Gallery Timed Entrance Ticket  – Skip the queue for your visit to the Uffizi!

Florence: City Walking Tours with entry to Accademia  – Discover Florence on foot with a local guide, and then explore the Accademia with them!

Florence: Small-Group Tour on E-Bike  – Try something a little different and discover Florence by bike!

Aerial view of Florence – Photo by Garrit Wes Anderson on Scopio

Where to stay in Florence

Besides Palazzo Riblet, I wanted to suggest a few places to stay for every budget.

Budget:  Plus Florence   – This hostel has spacious dorms, a sociable atmosphere and a spectacular rooftop with views over the Florence skyline.

Mid-range:  Palazzo Riblet   – I stayed here when I visited Florence with my mum and can highly recommend it. This family run hotel is situated in a historical building, with affrescos on the ceiling and in a great location.

Luxury:  Firenze Rentals Corso 12  – This lovely apartment has a balcony directly overlooking the Duomo of Florence. It doesn’t really get any better than this!

The view from the top of the dome of the Duomo of Florence – Photo by Giuseppe Trimarchi on Scopio

Day 6: Explore the Old Town of Siena

But Tuscany isn’t just about Florence, so travel on to Siena on day 6. In Siena you’ll discover a different side of Italy, as you explore the well preserved medieval city. 

There are plenty of things to see and places to explore in this wonderful town in the middle of the Tuscany region.

Start your tour of Siena at the central square, called Piazza del Campo, and learn about its great historical significance before paying a visit to the Gothic town hall.

Every year they run an important horseriding competition in this square, called Palio di Siena, and it’s a huge event much loved by the local people of Siena.  

Visiting the Cathedral of Santa Maria Assunta is an absolute must when you’re in the beautiful town.

It was constructed in the 13th century, and just like many of the other wonderful buildings in Italy, it has incredible architecture that rivals the worlds best.  

You can take a guided tour that will take you to both the Piazza del Campo and the Siena cathedral.

Click here to book your Siena highlights guided tour!

Piazza del Campo in Siena

You’ll also want to visit the Siena national gallery, which is housed in a former palace, making for a wonderful destination to tour.

Inside the gallery, you’ll find wonderful artworks from famed artists between the 12th and 16th centuries.

If you don’t feel like being indoors, spend some time wandering around the streets of Siena. Siena has one of the best preserved medieval old town centres and even just getting lost in its quaint streets will be a fun experience. 

We only spent one night in Siena and we stayed at Hotel Athena , within the old town walls.

The rooms were spacious and they included a tasty breakfast, but the highlight for me was by far the stunning view they had from the rooftop restaurant of the Tuscan countryside.

Click here to see the latest prices and availability at Hotel Athena

View over the Tuscan countryside from our hotel in Siena

Best tours in Siena

Here are some tours in Siena with excellent reviews.

Siena: Guided City Tour with Cathedral Skip-the-Line Entry – Discover the beauties of Siena with a local guide and without wasting time in a queue.

From Siena: San Gimignano, Montalcino & Wine Tasting – Explore the surroundings of Siena and taste delicious local wine!

From Siena: Vespa & Chianti Tour in the Tuscan Hills – Live your Italian travel movie dreams and zoom around the Tuscan countryside in a traditional Italian vespa!

View over the rooftops of Siena, Italy – photo by Roberto Destarac on Scopio

Where to stay in Siena

Besides Hotel Athena, I wanted to include a few accommodation options for every budget.

Budget: Camping Siena Colleverde – For something a little different, you can stay in this unique camping with epic views of Siena!

Mid-range: Hotel Athena   – The hotel I stayed at, it has cozy rooms and great views of the Tuscan countryside.

Luxury: Grand Hotel Continental Siena  – If you want to treat yourself, this is the place to do so!

Sunset views in Siena – Photo by Giuseppe Trimarchi on Scopio

Day 7: Travel to Pisa & explore Piazza dei Miracoli

After a week in Italy, you’re sure to have fallen in love with the beautiful country! However, there’s still plenty more to see if you’re feeling up for it!

On your 7th day in Italy, I recommend you travel from Siena to the wonderful town of Pisa. 

As soon as you arrive you should head straight for the famous Leaning Tower of Pisa, which was completed in 1372, and yes, it was leaning then too.

It’s incredible that this tower has managed to stand for hundreds of years at what seems to be a dangerous angle.

The Leaning Tower of Pisa is located in Piazza Dei Miracoli, which houses also the Baptistery and Duomo of Pisa. With one visit you can tick off all the main landmarks and attractions of Pisa.

| READ MORE: ONE PERFECT DAY IN PISA |

The Leaning Tower of Pisa

These aren’t as famous as the tower (nothing crooked or unusual about their architecture after all) but they’re still important parts of Italian history.

You can do a guided tour of Piazza Dei Miracoli where they will take you into both the Leaning Tower, the Baptistery and the Duomo, so that you can learn everything about this stunning city. 

You should then head to Borgo Stretto, a street that combines magnificent architecture and high-end shopping.

The street is located in the heart of the city and features many branded stores, boutique shops, designer clothing labels and quaint cafes that offer the perfect break from your shopping experience.  

A fter an incredibly scenic shopping experience, head to the Mezzo bridge that spans over the river Arno. It’s a great place to take pictures during sunset and it provides beautiful views of the sleepy town.

Click here to book your Pisa guided tour!

The baptistery of Pisa in Piazza dei Miracoli, Italy

The Duomo of Pisa with the Leaning tower in the back

Where to stay in Pisa

I haven’t slept in Pisa myself but here are some suggestions for places to stay.

Budget – Hotel Cecile : A good budget option, with finely decorated rooms and conveniently located in Pisa

Mid-range – Grand Hotel Duomo : This mid-range hotel is in an amazing location, with a rooftop terrace with a stunning view over the rooftops of Pisa and you can also get a glimpse of the Leaning Tower of Pisa. The rooms are also spacious and finely decorated

Luxury – Allegroitalia Pisa Tower Plaza : This luxury hotel is a bit outside Pisa but has a beautiful swimming pool, for those searching for a quiet place to take a break in the middle of this busy Italy itinerary

Click here to see the latest prices and availability for accommodation in Pisa

Exploring the off the beaten track courtyards of Pisa

Day 8: Pisa to Cinque Terre

After spending a wonderful night in Pisa, it’s time to move on to another wonderful part of Italy! Cinque Terre is a string of ancient sea-side villages that stretch along the Italian Riviera coastline.

Travelling from Pisa to Cinque Terre by train will take you between 1 – 2 hours, and gives you the chance to enjoy spectacular views along the way.

If you want to stay in Cinque Terre I recommend staying in either Monterosso or Riomaggiore. These are the two towns at the two ends of the Sentiero Azzurro, and as such are great starting points for your hike tomorrow.

It’s cheaper to stay outside Cinque Terre and travel in, but these towns really are beautiful and if you’re only going to spend 2 weeks in Italy, I get it if you want to absorb more of their atmosphere. 

The First – La Vista di Marina in Riomaggiore is a lovely apartment with absolutely gorgeous views. They’re right on the sea front and have epic views both of the sea and the colourful houses of Riomaggiore.

Click here to see the latest prices and availability at The First – La Vista di Marina!

Admiring the colourful houses of Riomaggiore in Cinque Terre, Italy

Many travellers only do a day trip to Cinque Terre , but in my opinion, they don’t realise how much they’re missing. It’s better to plan a longer Cinque Terre itinerary , so you can relax a bit too.

By day 8 I imagine you’ll be pretty knackered with all this intense sightseeing, so I suggest that after your train journey to Cinque Terre you take some time to relax.

Riomaggiore seemingly rises out of the ocean, leaving the entire town with exquisite views! You can spend some time exploring the town, wandering around the harbour or basking in the sun.

The coastline in Cinque Terre is rugged, but there are a few beaches in Riomaggiore worth exploring. Batteria beach is one of them. 

Fegina Beach in Monterosso al Mare, Cinque Terre

Hiking along the Sentiero Azzurro in Cinque Terre

Day 9: Hike the Sentiero Azzurro in Cinque Terre

You should spend a full day in Cinque Terre hiking the Sentiero Azzurro , a wonderfully scenic hike.

The trail passes passes through Monterosso, Vernazza, Corniglia, Manarola and Riomaggiore, giving you the option to explore each town individually.

The trail is 12 kilometres long, but if you’re not up for the entire hike, you can do segments of it instead. You can start at either end of the trail, depending on where you’re staying, and then take a train back.

All the towns are connected via train. Access to the Cinque Terre national park and the Sentiero Azzurro hike costs 8 EUR for just entry, or 15 EUR for a combined park plus hop-on hop-off ticket to the trains.

Wineries somewhere along the Sentiero Azzurro in Cinque Terre, with Monterosso in the distance

Admiring the colourful houses of Vernazza, one of the five towns along the Sentiero Azzurro in Cinque Terre, Italy

If you can handle 12km in a day, I highly recommend doing the hike. While the colourful houses of Cinque Terre are the highlight of this trail, there are stunning views all throughout.

Along the way, you’ll enjoy the beautiful scenic views of the ocean and sheer rock faces that rise up out of the sea. It’s a wonderful hike for photographers or Instagrammers looking for the perfect shot. 

Be sure to find a great spot to watch the sunset in the evening, as the views from the trail are absolutely exquisite. Although it’s easy enough to head down to a seaside restaurant and watch the beautiful views from there.

The beautiful streets of Manarola in Cinque Terre, Italy

View over Vernazza from the start of the Sentiero Azzurro, enroute to Corniglia

Best tours in Cinque Terre

You can explore Cinque Terre on foot by hiking the Sentiero Azzurro, but these highly rated tours can add a special something to your holiday!

Cinque Terre Sunset Boat Tour   – Admire the coloured houses of Cinque Terre as the sun goes down and the sky turns golden!

From Monterosso: Cinque Terre Kayak Tour  – Combine a workout with a unique experience, and see Cinque Terre from a completely different angle!

From La Spezia: Cinque Terre Full-Day Boat Tour   – Spend a whole day sailing along the beautiful Ligurian coastline.

Sunset over the perched colourful houses of Riomaggiore in Cinque Terre, Italy

Where to stay in Cinque Terre

I’ve already given you my opinion on the best place to stay in Cinque Terre, but here are some optons for every budget.

Budget:  Grand Hostel Manin   – This hostel has spacious dorms, a friendly atmosphere and is located in the heart of La Spezia. It’s the perfect place to use as base to explore Cinque Terre on a budget!

Mid-range:  ALTIDO Villa Monterosso Apartment Bellavista   – This modern villa is tastefully decorated, with gorgeous views of the Ligurian coastline and sea. It’s also in an excellent position in Monterosso.

Luxury:  La Vista di Marina by The First   – This apartment combines modern furnishing with exposed bricks for a rustic vibe, plus spacious rooms and white décor for an airy feel. It also has a spectacular terrace with view over the sea and iconic perched houses of Riomaggiore.

The harbour and colourful houses of Porto Venere

Day 10: Cinque Terre to Milan

After your hiking and seaside break it’s time to take the train from Cinque Terre to Milan (my hometown)!

By now you’ll be very familiar with taking the train in Italy, and learning to enjoy the journey as the views are usually spectacular!

The slight delays that often happen on Italian railways are just part of the journey.

The train trip should take you around 3 hours, leaving you with plenty of time in the afternoon and evening to explore the wonderful city of Milan and its nightlife .

Piazza del Duomo in Milan, Italy

This city is one of the fashion capitals of the world, so you can be sure its a creative city with loads to explore!

The best way to start a trip to Milan is by visiting the Brera District. You can walk through the charming cobbled streets, admiring the architecture and taking in all the wonderful sights and smells.

Sit down for a meal at one of the charming cafes or restaurants before exploring some of the amazing art galleries in the area.

Especially if you’re visiting Milan in winter , it gives you an excuse to be indoors while still discovering the culture. 

And, if you need a little retail therapy, there’s plenty of high-end shops that can provide you with just that!

Galleria Vittorio Emanuele seen from across Piazza del Duomo in Milan, Italy

Where to stay in Milan

Wondering where to stay in Milan ? Being from Milan I’ve never had any need to stay in a hotel there, however there are a couple thatI’ve had friends stay at before that I can recommend:

Budget – Ostello Bello : There are two hostels of this chain around Milan and both are good budget options, with a lively atmosphere, spacious dorms and convenient central locations

Mid-range – Ibis Milano Centro : Part of the Ibis chain this is a good mid-range hotel, with a guaranteed standard of room set up and a great central location

Luxury – Galleria Vik Milano : If you’re looking to splurge a bit, this is the place to do so. Located in Galleria Vittorio Emanuele this luxury hotel couldn’t get any more central than this, with stunning views over the galleria just outside your window

Click here to see the latest prices and availability for accommodation in Milan!

The inside courtyard of the Accademia di Brera, Milan

Day 11: Explore Piazza del Duomo in Milan

You should spend your full day in Milan  around Piazza del Duomo, this is the central square in Milan and all the main tourist attractions are located around it. It’s a great meeting place amongst locals and tourists alike.

You’ll see unbelievable architecture, intricate sculptures and the wonderful Duomo itself.

You can start with a guided tour of the cathedral which is very informative, however the highlight of the tour for me is the rooftop tour that comes along with it. 

It allows you to enjoy a view over the city while seeing the spires and architectural intricacies of the rooftop sculptures and designs.

This is also a great place to take photos, especially as the sun is rising or setting in the background!

Book your fast track tour of the Milan Duomo here!

Exploring the rooftop of the Duomo cathedral in Milan, Italy

Sunset over Milan from the rooftop of the Duomo, Italy

After exploring the wonderful interior of the Duomo, it’s time to head outdoors and enjoy the scenery that Milan has to offer!

From Piazza del Duomo you can easily visit Galleria Vittorio Emanuele, the Teatro della Scala and Castello Sforzesco, two must-sees that are close in the area.

Some of my favourite food places can also be found close to he Duomo; Luini for panzerotti (these are tiny fried calzone) and Spontini for pizza.

You can end the day by going for a stroll around the navigli. Not many people realise that Milan has canals (yes like Venice!) even if it only has two.

The Naviglio Grande canal was built in 1177 and has been expanded since then. This is one of the hip areas to hang out in evenings, where you can have a lovely aperitivo or dinner out amongst locals.

Admiring the perfect symmetry of Galleria Vittorio Emanuele in Milan, Italy

Best tours in Milan

Here are some of the best tours you can’t miss during your time in Milan.

Milan: Fast-Track Milan Cathedral and Terraces Guided Tour  –  Discover the beautiful Duomo and its stunning rooftop, without having to waste time queuing!

Best of Milan Tour with Skip-the-Line to Duomo & Last Supper   – For the art lovers, no visit to Milan would be complete without seeing the Last Supper!

Milan: Grand City Highlights E-Bike Tour  –  Discover all the highlights of Milan on bike!

Castello Sforzesco in Milan, Italy

Day 12: Travel from Milan to Venice

Travelling by train from Milan to Venice offers some amazing views along the way.

The trip should take just over 2 hours, if you set off in the morning it will give you plenty of time to start getting your bearings around the famed city of Venice.

As soon as you get to Venice, after you drop off your bags, you should visit San Marco square, where you’ll find some some of the most beautiful basilicas in Venice.

If you love exploring old churches, why not take a tour of the basilica and the palace ? This will give you a chance to learn a great deal about Venetian history and the culture of the city.  

Click here to book your skip the line tour of St Mark’s Basilica and the Doge’s Palace!

Piazza San Marco in the early evening

On the way back from San Marco square you will come across Ponte di Rialto, which is the most famous of the 400 bridges that are scattered throughout Venice.

The bridge offers magnificent views over the romantic city and it’s a wonderful spot to enjoy the sunset.

I spent one night in Venice with my mum and we slept at Hotel alle Guglie . This was ideal since it was located just outside the main touristy area of Venice, but was still within short walking distance of all the attractions.

The rooms were a bit small but they made up for it with an abundant breakfast, good price for value and great location.

Click here to book your stay at Hotel all Guglie!

Sunset on the grand canal in Venice from Ponte di Rialto

Day 13: Explore Venice

Seeing as you only have one full day in Venice , you need to make the most of it by doing as many sightseeing activities as possible.

You can start the day with a gondola ride through the canals of Venice. These are a bit expensive but it’s such a traditional Venetian experience, how could you possibly miss it?

It will give you a unique and lovely view from the waterways, since you can see the ancient buildings that seemingly rise up out of the water.

I recommend starting your gondola cruise by Rialto Bridge, as it offers the best views and calmest waters.

There’s no need to book beforehand, since there are plenty of gondolas all over Venice waiting to take tourists around (kind of like taxi stands in any other city) and the price is standardised.

However if you want to be sure to have your experience confirmed you can also book online .

Click here to book your private gondola cruise in Venice!

Enjoying my gondola cruise around Venice

Our gondola ride took us close to Rialto Bridge

After your gondola cruise you should visit the Bridge of Sighs or Ponte dei Sospiri, which is a very famous bridge in Venice. Despite popular stories, the name isn’t inspired by love stories.

The bridge connects the interrogation room to the prison, and it’s said that prisoners would sigh while crossing the bridge, as they took in their very last sight of Venice.

Not as romantic as you’d think right? But it’s still a beautiful spot in Venice and definitely worth a visit.

The Ponte dei Sospiri in Venice

From here you can take a tour of the Basilica di Santa Maria Della Salute . It’s a beautiful church with some of the best architecture you’ll ever find in the city (which is really saying something).

You can explore it yourself, or take a guided tour if you’d like to learn a little more about its history. Just across from the Basilica there’s also a killer sunset spot so you can sit here and enjoy the end of your Italy itinerary.

Best tours in Venice

Book one of these highly rated tours for your time in Venice!

Venice: Private Gondola Ride to Rialto Bridge   – Go for a private gondola ride amongst the most beautiful canals of Venice!

Venice: Doge’s Palace Priority Admission Ticket   – Skip the queue and visit this iconic site in Venice!

Venice: Small Group Wine Tasting and Food Tour with a Local   – Go for a guided tour of all the best places to eat and drink in Venice with a local guide!

Sunset at the Basilica di Santa Maria della Salute in Venice

Where to stay in Venice

I’ve already mentioned my great stay at Hotel alle Guglie, but I wanted to include some more accommodation options in Venice for every budget.

Budget:  Combo Venezia   – This hostel has a combination of modern dorms and a traditional courtyard. It’s also in a great location and has a very sociable atmosphere.

Mid-range:  Hotel alle Guglie  – I stayed here with my mum and found it a perfect compromise for those looking for a comfortable room, great location and affordable price.

Luxury:  Ai Patrizi di Venezia   – These luxury apartments are the perfect place to treat yourself during your Venice stay.

Cruising the canals of Venice in our gondola

Day 14: Fly home from Venice or extend your trip

It’s the 14 th and final day of your Italy trip! The time has sadly come to fly home. However, if you manage to get a few extra days in, there is still so much more of Italy to see!

Want to do this Italy trip without the hassle of booking all the tours, transfers and hotels yourself? Book this itinerary on Designer Journeys !

Click here to book your customised Italy 2-week itinerary on Designer Journeys!

Exploring the Greek amphitheatre of Taormina at sunset

Alternatively, after hitting all the main cities and tourist landmarks of Italy, I imagine you’ll be ready to head out off the beaten track!

If you’re not ready to leave Venice just yet you can go on some awesome day trips from Venice . You can easily get to beautiful cities like Verona , Bologna and more.

If you want to see a completely different side to Italy, it’s time for a nature escape!

If you’re looking for beautiful beaches, I recommend you head to Sardinia for a boat trip  (one of the best beach destinations near Milan ), where you’ll get the chance to explore the beautiful archipelago and see a more tropical side to my wonderful country.

I’ve seen a lot of beaches all over the world, but I’m yet to see beaches that are better than the ones in Sardinia . If you’re looking for a mixture of sea and culture, you can also head to   Sicily .

Here you can spend your afternoons with the sunshine warming your skin and your toes in the sand, before cooling off in the turquoise waters, but also exploring the food scenario and wandering around the cute towns. 

A relaxing boat trip day in Sardinia, Italy

If you’re not a beach bum, or you’re visiting Italy in winter , you can head to Trentino for an adventurous escape.

In summer in Trentino you can entertain yourself with some magnificent hikes and epic views over alpine lakes , whilst over Christmas you can ski in world famous slopes .

Either way, you’ll get your heart pumping and your blood flowing. I’ve visited Trentino loads of times as a kid in winter, but only recently in summer and I can honestly say this region is stunning at any time of year.

It’s the perfect place for a nature escape after 2 weeks of city sightseeing in Italy.

Hiking at Rolle Pass in Trentino

Another beautiful place in Italy, which I haven’t included in this Italy 2-week itinerary is Lake Como. Lake Como is one of the most popular tourist spots in Italy.

With its stunning natural landscapes, picturesque towns and relaxed vibe, it’s easy to see why. Many travellers only do a day trip to Lake Como from Milan , but I always say it’s well worth spending at least three days in Lake Como .

If you stay in Lake Como overnight you can go on a beautiful Lake Como boat tour , discover the towns of Bellagio and Varenna, go on a scenic hike and much more!

The picturesque streets and views of Bellagio in Lake Como, Italy

You could also head to the south and visit the Sassi of Matera . This city went from being considered the “Shame of Italy” to being the European Capital of Culture in 2019. 

Also in the south of Italy, is the famous Amalfi Coast . I recently spent five days in Amalfi Coast , hiking the Path of the Gods , going on boat trips to Capri , exploring Positano and discovering the ruins of Pompeii .

I didn’t include Amalfi Coast in this video since there’s just too much to do in the area. Even if you only do day trips to Pompeii and Capri , and skip the Positano boat tour , it would take up too much for your two weeks in Italy, leaving little time for other destinations.

Don’t have two weeks to travel around Italy? Check out this Italy 10-day itinerary or my 7 days in Italy itinerary instead.

Wondering how much all this would cost? Check out my Italy 2-week trip budget to find out!

Enjoying the view over the Sassi of Matera in Italy

How to travel around Italy

Travelling within Italy is fairly easy.

We have a pretty decent railway system (Trenitalia is often late but it always gets you where you need to go), lots of bus companies, internal flights that connect most major and minor cities to each other, and pretty good roads for driving.

My personal favourite way to get around, as you may have guessed from this itinerary, is by train.

On long distances the Frecciarossa (the high speed train here in Italy) is often faster than flying, if you were to factor in also travel time to the airport, airport faff time and then travel time from the airport to home.

Driving in Italy is also great if you have a licence and friends to share the journey with, as it gives you more flexibility than the trains.

What to pack for 2 weeks in Italy

I’ve written a full Italy packing list  with all the essential items you might need in Italy, however if you don’t want to open a new tab (I get it, it’s the end of the article, you’re tired and excited to start planning your trip) here’s a couple absolute must haves you don’t want to forget.

International adaptor  – depends on where you come from but I like to always carry with me an international adaptor just to be sure.

It’s a bit more expensive than the one country adaptors but at least I only need one that I can take everywhere

Power bank  – you don’t want to be wandering around the medieval streets of Siena and then all of a sudden your phone dies! You want to always be charged both for Google Maps and let’s be real, photo opportunities!

Steel water bottle  – In Italy we’re not as ahead as other countries with water dispensers in restaurants and other public places, but generally speaking the tap water is drinkable everywhere, so if you want to cut down on your plastic consumption and save some cash in the process, don’t forget your own water bottle!

Exploring the side streets, canals and bridges of Venice, Italy

Final thoughts on the best Italy itinerary

If you’re looking for the best way to visit Italy in 2 weeks, you’ve just found it! I’ve made sure that this Italy itinerary is jam-packed full of exciting entertainment, sightseeing opportunities and adventures you’ll treasure forever.

Yes it’s a bit of a touristy itinerary, but after all tourist places are so for a reason, usually because they’re beautiful! 

Travelling to all the major cities and tourist destinations is a must during your 14 days in Italy trip. However that doesn’t mean you shouldn’t venture a little off the beaten track to find the hidden gems that will keep you coming back. 

If quaint cities, beautiful architecture and ancient history all sound right up your ally, then Italy is the place for you to roam. I hope you find this 2-week Italy itinerary useful in planning your own trip.

From an Italian point of view, I tried my best to include all the most beautiful cities that I would want any new traveller to visit. I hope you’ll fall in love with my country as much as me! 

I f you’re still looking for more Italy inspiration, check out my guide on the 10 things to know before travelling to Italy , or these 60+ inspiring quotes about Italy .

Enjoyed reading my Italy 2-week itinerary? Pin it!

2 Weeks in Italy – A 14-Day Itinerary for First-Timers

A trip to Italy has something for everyone: artistic masterpieces, ancient history, amazing food, fabulous landscapes and local folklore.

A 14-day itinerary allows you to discover all the facets of this unique country, from its main cities to some of its most fascinating villages.

Are you ready to spend 2 weeks in Italy?

There are two ways to travel, by car a do an Italy road trip or by train as described below.

Don’t forget to check: my Italy packing list .

Disclaimer: This post contains affiliate links. This means that should you click on certain links, and then subsequently purchase a product, I will receive a small commission.

Table of Contents

How to Spend 14 Days in Italy – 2 Week Itinerary

Day 1: Flight to Rome and Transfer To Naples

Fly to Rome, which is not only the Italian capital but also one of its main transportation hubs allowing you to easily reach any other large city.

To find the cheapest flight options from your city, you can use the search form below

Catch a high-speed train to reach Naples in about 1h. Try to be there around lunchtime to be able to spend a few hours visiting the city.

But first, enjoy a real Neapolitan pizza and a well-deserved lunchbreak!

In the afternoon, you can choose between:

• A visit to the National Archeological Museum (if you’re not too tired!) for a real blast from the past. Book your skip the line tickets for the museum here.

• a visit to the mystic Sansevero Chapel to admire the famous Veiled Christ. Click here to book a small group guided tour to the Old Town and the Veiled Christ.
• In the evening, take a stroll in the trendy Chiaia neighborhood and have a drink outdoor like a local

Where to stay in Naples

Check out my guide on where to stay in Naples here. 

Renaissance Naples Hotel Mediterraneo : This 4-star hotel, a member of the Marriott Group, is located centrally close to the main attractions of Naples and the ferry terminal. Rooms are comfortable and modern while the rooftop where breakfast is served has lovely views of the Bay, Castel Nuovo, and Mount Vesuvius. Click here for more information and to check the latest prices. Grand Hotel Europa – Sea Hotels Group : Located near the main station, this hotel is an excellent choice for those thinking about visiting Pompeii or the Amalfi Coast. It provides excellent 3-star value with comfortable rooms including Wi-Fi, satellite TV, air-con, and safe. Click here for more information and to book the Grand Hotel Europa.

You might be interested in: 3 days in Naples.

Day 2 Pompeii & Sorrento

Visiting Pompei is a must and you cannot miss this stop during your 2week stay in Italy! You can easily reach Pompei by train and it will surely be an emotional visit making you feel like an ancient inhabitant of these places. To see the main points of interest and make the best of your time, join a guided tour ( Pompeii: Small-Group Tour with an Archeologist ). As an alternative, get a fast-track ticket ( Pompeii Fast Track Entry Ticket ).

An organized tour will take around 2- 3 hours, but armed with the knowledge already gained, you may want to spend more time there on your own before returning moving on.

No matter how you choose to visit the site, know that it is very busy especially from May to October. Bring a hat and sunscreen, wear comfortable shoes and drink plenty of water.

In the afternoon, head to the lovely town of Sorrento . How can you spend a few hours?

• take a stroll in the picturesque alleyways of the Old Town
• visit the beautiful S. Francesco Cloister
• linger in a café in Piazza Tasso

• meet local fishermen in Marina Grande village
• watch the sunset from the panoramic terrace of Villa Comunale

As an alternative, you can join a walking tour. If you are looking for an organised skip the line guided tour starting from Naples I suggest this full day guided tour that combines a visit to the Pompeii ruins and the mount Vesuvious .

Day 3 Amalfi Coast

Option 1 : rent a car and spend your day driving around to explore all the picturesque villages along the coast. A few tips?

• Positano : winding alleys, a medieval flair, and some wonderful views. If you feel like being active, don’t miss the Path of the Gods.
• Amalfi: the main and largest town on the coast, full of historical buildings and monuments. Visit at least S. Andrea Cathedral and the Cloister of Paradise .

• Ravello : up in the Lattari Mountains and overlooking the Mediterranean Sea. Visit the Gardens of Villa Cimbrone to take the most amazing pictures!
• Cetara: a lovely fisherman village where you can taste a local gastronomic specialty named “colatura di alici” (anchovy extract)

Option 2 : a guided tour from Naples to the Amalfi Coast.

Option 3: It is very easy to do this day trip on your own as well. You just need to catch a train to Sorrento from Naples. There are about 3 trains per hour depending on the season and the journey is about an hour depending on the type of train. As soon as you exit the train station there is a kiosk where you can buy a bus ticket to either Positano or Amalfi. The buses are in front of the station and tickets cost 2-3 euros one way.

It takes around an hour to get to Positano by bus as the road is small and there is huge traffic especially during the summer and you need even more time to get to the Amalfi village because it is further away. Also, during the high season, the queues to take the bus are huge and you might have to ride standing. Also, the road is very curvy and a lot of people get sick.

Option 4: There is an alternative way to get to the villages, which is by ferry from Sorrento. You can get the ferry from the port. It is a 10- minute walk from the train station. From Sorrento to Amalfi it is one hour by ferry and the ticket was 16 euros in September that I visited. The ferry makes also a stop in Positano before arriving in Amalfi. There are many small boats connecting Positano with Amalfi and the other villages of the Amalfi Coast. Tickets can be bought at each port.

You might also be interested in: 11 Amalfi towns to visit. An Amalfi Coast itinerary and a guide on where to stay in the Amalfi Coast. A guide to Positano

Day 4 Capri

Take a ferry from Naples to reach Capri island in about 40 minutes. The fast ferry takes 50 minutes to Capri from Naples and tickets cost around 21,50 euros one way.

Start your visit with a boat tour taking you to the wonderful Blue Grotto ( Capri Boat Tour With Stop by the Blue Grotto )

Catch a bus and reach the village of Anacapri . Its highlight is the beautiful S. Michele Arcangelo church with its precious majolica floor ( Chiesa di San Michele (chiesa-san-michele.com) )

Now you can either take the chairlift and reach the top of Mount Solaro ( The Chair Lift Monte Solaro (capriseggiovia.it) ) or go back to Capri to visit its Old Town and the medieval Certosa di San Giacomo

Don’t miss a visit to the Gardens of Augustus to enjoy some local nature

If you still have some time to spend on Capri island, reach Villa Jovis on Mount Tiberius

Alternatively, you can book a full-day tour to Capri from Naples.

Click here for my post: Things to do in Capri

Day 5 Naples to Rome

Spend your last hours in Naples taking the Underground Tour to learn more about some important archeological findings ( Naples Underground (napolisotterranea.org) )

Catch a high-speed train to reach the second stop of your 14day itinerary in Italy: Rome !

Spend the afternoon walking around the city center. Start from Piazza Navona and take a moment to admire the Fountain of the Four Rivers by Bernini

Reach Piazza di Spagna and climb its iconic stairs to reach the panoramic terrace in front of the church of Trinità dei Monti

Admire the neoclassical beauty of Piazza del Popolo with its Egyptian obelisk and its twin churches

Reach the Trevi Fountain and wait in line to throw a coin into the basin!

If you still have some time, enjoy some shopping in via Condotti and via del Corso

Where to stay in Rome

Royal Rooms – Via Del Corso : The Royal Rooms are just 200 meters from Via Margutta and many amenities are in the immediate vicinity. They include shopping, piazzas, and cafes. Within the Royal Rooms, you will find everything you need for comfortable accommodation. Click here for more information and to check the latest prices. Palazzo Medusa : Palazzo Medusa is regularly selected by its guests as one of the best in the whole city. Comfortable accommodation includes a large TV, an en-suite bathroom, and a hairdryer. You can even rent a bike if you wish. Palazzo Medusa has gained a reputation for its fine cuisine; enjoy it! Click here for more information and to check the latest prices. Navona Colors Hotel : Located less than 200 meters from Piazza Navona, its situation is ideal for visitors wanting to walk or cycle around. The food is good and the bedrooms are comfortable in this beautiful Baroque building. Click here for more information and to check the latest prices. Piazza Del Gesu Luxury Suites : Situated on the Piazza Navona, a 5-minute walk from one of Rome’s highlights, the Pantheon. Facilities you will enjoy include free WI-FI, lovely furnishings, and a modern bathroom. The views over the City are stunning. Click here for more information and to check the latest prices.

You can also check a local’s guide on where to stay in Rome .

What’s best than starting off the day with a visit to the Colosseum ?

Dive into ancient times by also visiting the Roman Forum and the Palatine Hill . You can also take a guided tour with skip the line tickets to make the best of your time as lines are huge .

In the afternoon, head to the Pantheon and watch the light entering from the hole in its dome.

Enjoy some nature in Villa Borghese Park , but not before taking a tour of the beautiful Villa Borghese Gallery housing some famous statues by Canova. Book your skip the line tickets here to avoid the queues.

Tonight, taste some typical Roman dishes in Trastevere !

You might also be interested in: 5 days in Rome .

During your 2week stay in Italy, you should absolutely spend a whole day visiting the Vatican . Start from the Vatican Museums and save enough time for the Sistine Chapel, the Galleries, and Raffaello’s Room.

Tip: Visiting the Vatican is an essential Rome experience, and it will be quite overwhelming! Before anything, you should know that the queues are huge. No matter how much you think you can wait, you can’t. The queues go on for seemingly forever, so I recommend a skip a line tour. Another way to enjoy the Vatican if you don’t have much time is by this Pristine Sistine, early entrance small group Vatican tour . The reason I like this tour is that you get inside the Vatican one hour before it opens, the group is small and you get to see the Vatican in under 4 hours. All 3 times I’ve been there were with the skip-the-line guided tour, and it added to the overall comfort and convenience of my entire visit there.

Visit St. Peter’s Basilica and get lost among its many artistic masterpieces and stunning architectural features like the dome.

Leave the Vatican by walking along the majestic via della Conciliazione and take one last picture of the Basilica

Reach S. Angelo Castle and watch the Tevere river from the homonymous bridge lined with huge stone Angels. Book here your fast-track ticket to Castel San Angelo or a guided tour.

Spend a romantic evening walking along the Tiber river .

Day 8 Rome to Florence

Get up early and catch a high-speed train to reach Florence in about 1h30.

Start your tour from the Duomo Complex , the beating heart of Florence. It consists of: Santa Maria del Fiore (Cathedral), Brunelleschi Dome (belonging to the cathedral), Baptistery , and Giotto Tower . A guided tour of the Cathedral is always a great idea.

Tip: There is a dress code to enter the church. Women must wear clothes covering their knees and their elbows. Men must wear long trousers. Tip: The queues to enter the Duomo and to climb the Cupola are long and you might have to wait for hours to enter. A great way to skip the lines is by taking a guided tour or if you are using the Firenze Card (The Firenze Card works like a three-day fast pass to your favorite attractions. This is a great option for visitors trying to pack as much sightseeing into a Florence vacation as it lets them skip the long queue lines at most of the most popular sites. It is a great buy if you are staying in Firenze for 3 days). Here are some recommended tours of the Duomo: Duomo skip the line guided tour. Guided Tour of the Duomo Including the Rooftop and View the Terraces

Head to the elegant Piazza della Repubblica with its beautiful Triumphal Arch and the ancient Column of Abundance

Now reach Piazza della Signoria with the iconic Palazzo Vecchio and the famous Loggia dei Lanzi .

Cross the picturesque Ponte Vecchio , but not before having touched the nose of the wild boar decorating a small fountain nearby (it brings good luck!)

Your last stop will be Santa Croce Basilica , with its marble façade, its frescoes, and the tombs of some famous people like Galileo Galilei and Michelangelo.

Taste the famous Fiorentina Steak for dinner!

Where to stay in Florence

Tourist House Battistero : This accommodation in a 15 th Century building is close to the Ponte Vecchio and the Scudieri Café. You will get a comfortable room with lovely views over the City. Click here for more information and to check the latest prices. C-Hotels Ambasciatori : You will be close to Florence’s main attractions if you stay at this 4-star hotel. It is a chic, modern hotel surrounded by a wonderful history. Click here for more information and to check the latest prices. Plaza Hotel Lucchesi : Built in 1860, this is 4-star accommodation situated close to the Arno River. You will have lovely views of Florence during your stay. Click here for more information and to check the latest prices.

Day 9 Florence

Spend the whole day admiring some of the most famous artistic masterpieces in the world! An example? The iconic David by Michelangelo! Where to find it? In the Galleria Dell’ Accademia .

Tip: There are usually long queues for the Accademia. To save time you can either buy a timed entrance ticket beforehand or book a guided tour. Skip the line entrance ticket to the Accademia Another great option is to book a skip-the-line half-day tour to both the Accademia and Uffizi.

Another iconic museum is waiting for you: the Uffizi . Skipping the endless line at the entrance is a must, but a guided tour is what you really need to see everything without spending the whole day wandering around and getting lost!

Tip: The queues for the Uffizi are long. To save time you can either buy a timed entrance ticket beforehand or book a guided tour. Here are some great options: Skip the line Ticket to the Uffizi Skip the long queue with a guided tour of the Uffizi

As an alternative, you can replace one of these visits with Palazzo Pitti , especially if you love Renaissance art. If you go there, step outside and visit the beautiful Boboli Gardens !

Don’t miss the sunset from Piazzale Michelangelo and remember to take a picture of the iconic city’s skyline

The Piazzale Michelangelo has become famous because of its wonderful views of Florence and the neighbouring areas. It is equally impressive by night with its flickering lights or as the sunsets.

Check out here my 2 day Florence itinerary. 

Day 10 Tuscany Tour or Cinque Terre

There are interesting day trips from Florence to see the larger region. The choice is yours from a few alternatives:

• San Gimignano and Siena and Chianti are medieval towns within a famous wine region of Italy. It is a lovely region of rolling hills so even the journeys there and back are fun.
• Pisa with tickets to the leaning tower, another alternative especially if you want to see the Leaning Tower of Pisa.
• Cinque Terre is a region of lovely small villages that can be done by train from Florence or with an organized group.

You might like: How to spend one day in Cinque Terre . How to get from Florence to Cinque Terre. The most beautiful hilltop village in Tuscany.

Day 11 Florence to Venice

Get up early and take a high-speed train to reach the third stop of your 14day itinerary in Italy: Venice ! Try to be there as early as you can to be able to spend the whole day exploring the city.

Start from Piazza San Marco . Enter the majestic San Marco Basilica and enjoy its golden decorations and its byzantine vibes. It’s always extremely crowded, so it’s best to skip the line .

Visit also Palazzo Ducale (Doge’s Palace) and learn who the famous Doge was

Recommended: Skip the line tour to Doge’s Palace & St Mark’s Basilica.

Learn something more about the other two landmarks of San Marco Square: San Marco Tower and the Clock Tower . You can enjoy a complete visit to the Square and its monuments by taking a guided tour .

In the afternoon, relax and slowly stroll along the canals . Cross Rialto Bridge and don’t forget to take a picture of the Canal Grande !

Your first night out in Venice shall involve some “cicchetti” and an “ombra” in a local “bacaro” (meaning tasting some local tapas and a glass of wine in one of the typical taverns of Venice!)

Where to stay in Venice

Hotel Al Codega : This comfortable hotel has regularly received positive reviews from its guests. That is because of its location close to some of Venice’s top attractions as well as the facilities they have found within their accommodation. Click here for more information and to check the latest prices. Hotel Rio : Hotel Rio is central within Venice so that you will find attractions close by including the Rialto Bridge. The Venezia Santa Lucia Train Station is near and so it is convenient for arrivals and departures. You can expect every modern amenity including satellite TV and Wi-Fi. Click here for more information and to check the latest prices. Hotel Ai Reali – Small Luxury Hotels of the World : An eclectic mix of Baroque and Neoclassical architecture with plenty of marble, this hotel is among the top tourist selections in Venice.  St. Mark’s Basilica is just a short walk away; perhaps the first major attraction you will see in Venice if you book here? Click here for more information and to check the latest prices.

Day 12 Venice

Start your day with some Venetian art at the Accademia Galleries . Save at least 2h30 for this visit!

If you love modern and contemporary art, replace this visit with a tour of the Peggy Guggenheim Collection. Click here to book your skip-the-line tickets.

Spend the afternoon visiting the smaller islands of the Venetian Lagoon: Murano, Burano, and Torcello . They are well connected to Venice by water taxi, but you can also choose a combined tour Find here more information and book a cruise to Murano, Burano , and Torcello islands.

The perfect Venetian night? It shall start with a romantic gondola ride . Find here more information and book a 30-minute gondola ride.

Check out my detailed post about 2 days in Venice .

Day 13 Venice to Milan

Today, you’ll reach the last stop of your14day itinerary: Milan ! You can reach it in about 3h by high-speed train

Since you only have 1 day left, focus on the city center and start with the symbol of the city: the Cathedral in Piazza Duomo . This gothic masterpiece deserves a thorough visit and you should absolutely climb up to the rooftop to take in a breathtaking view of the Alps and to see the golden Madonnina (a golden statue of the Virgin Mary protecting the city).

To make the best of your time, choose a fast-track Milan Cathedral and Terraces Guided Tour .

You won’t probably have enough time for a visit, but you should spend a moment to watch the medieval Sforza Castle .

Take a moment to also enjoy some nature and get out of Milan’s crazy traffic in the lovely Sempione Park !

How to spend your last night in Italy? At La Scala Theater of course! It doesn’t need to be super expensive, just have a look at the discounted shows offered by ScalAperta – Teatro alla Scala . Check the regular schedule at Teatro alla Scala

Where to stay in Milan

NYX Hotel Milan : This 299-room hotel near the Central Station is close to a number of the City’s attractions; “La Scala” Opera House, the Sforzesco Castle and”Golden Triangle” (Quadrilatero Della Moda). There is a bar, restaurant, gym, and Wi-Fi. Click here for more information and to check the latest prices. Mandarin Oriental Milano : This 104-room hotel takes up four 18 th Century buildings in Quadrilatero della Moda. Its elegant décor, spa, pool and gym, and excellent service combine with a Michelin-starred restaurant, one of two in the hotel, to provide a memorable stay in Milan, no matter how brief. Click here for more information and to check the latest prices.

You can also check my one day Milan itinerary.

Day 14 Fly Home

Book your flight in the afternoon to be able to enjoy an unmissable artistic masterpiece also included in the UNESCO’s World Heritage List: The Last Supper by Leonardo da Vinci . It is kept in the Cenacolo Vinciano, which is part of the monastery of Santa Maria delle Grazie. Visitors are admitted a few days a week and in small groups, so plan your visit in advance ( Last Supper, Leonardo Da Vinci | Cenacolo Vinciano Official Website ). As an alternative, take a guided tour .

Time to fly home!  Reach Malpensa international airport by bus ( By Coach | Milan Malpensa Airport (milanomalpensa-airport.com) ) or by train ( By Train | Milan Malpensa Airport (milanomalpensa-airport.com) ) and say bye to Italy…or better, see you soon!

TRAVEL TIPS

🚗 Rent your car in advance

with Rentalcars and make your trip as convenient as possible

✈️ Book your flight in advance

To find the cheapest flights and most suitable option, use WayAway

🧾 Get your tickets and tours

with Viator and get the most out of your journey

Looking to extend your trip to Italy? Check out the following 20 Northern Italy cities you should visit. One day in Verona. Best Towns on Lake Como. Things to do in Lake Garda. Best towns in Lake Garda.

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Two Weeks in Italy: A Complete Guide for First Timers

There’s a good reason why Italy tops the bucket list of countless travelers. It has a unique historical significance (even though Italy itself is actually one of the youngest countries in Europe) thanks to the Roman Empire’s escapades, it has a famous food culture (not to mention the wine), and it has gorgeous scenery.

Italy has spent hundreds of years building its brand which has millions of people dreaming of visiting Italy. 

But as we’ve learned over the course of our time in Italy over the past two years (almost two months in total), boiling the entirety of Italy down to just a handful of things it’s famous for means that you’re missing the things that really make Italy special.

Coming from an American perspective, we have a very specific view of what it means to be “Italian” that involves numerous stereotypes including some combination of chicken parmigiana, garlic bread, and talking with your hands (in our experience, only one of those is genuinely found in Italy – which one is it?).

However, after several trips where we’ve been able to go a level deeper than you usually do on that first trip, we’ve come to realize something important. 

Italy is a surprisingly diverse country. 

Not necessarily in terms of race or ethnicity, which is how the word “diversity” often gets translated, but in terms of regional differences that have been formed over thousands of years.  

The regional differences in culture, dialect, and cuisine that come from centuries spent as independent (and often warring) city states are what we love about Italy, and that diversity is what makes Italy a fascinating place to visit.

As you move between regions, you’ll notice that the food and wine menus change drastically, as do the accents and cultural norms. 

With so much to learn, see, eat, and drink in Italy, how do you even go about planning a two week trip to Italy?

In this guide, we’re going to go through what is, in our minds at least, a perfect 14 day Italy itinerary.

It covers Italy’s major cities – Rome, Florence, and Venice – along with some time spent in less heralded places like Bologna that most tourists miss, but we believe is well worth a stop. 

This guide is geared towards first-timers who want to see those main cities, but we also have an entire section below the main itinerary full of ideas on how to modify it, which you might find useful if you’ve done the whole Venice thing before and are looking for something new.

Either way, grab a cup of coffee (or a spritz?) and buckle in for a long one – here’s exactly (and we mean that) how we’d spend two weeks in Italy. 

Disclaimer: Some of the links in this post, like hotel links, are affiliate links, meaning at no additional cost to you, we make a little bit of money if you click through and book. That being said, we would never recommend something to you that we don’t stand behind 100%.

Is 14 Days Enough Time in Italy?

In short, no. Definitely not. However, we do think it’s a good amount of time to see a chunk of the country that will give you a nice overview and help you decide where you want to dive deeper on your next trip.

In this itinerary – which is primarily designed for first timers – we’re going to cover both the main cities (Rome, Florence, and Venice) and some of our favorite places that don’t usually make the list (Bologna and Verona).

P.S. If you have a shorter trip, make sure to check out our guide to 10 days in Italy , which focuses on Rome, Florence (and the surrounding area), and Venice, or our guide to spending a week in Italy , which has five ideas for a week in Italy that you can mix and match to build your own itinerary.

There are two places that you won’t find in this itinerary for various reasons.

First is southern Italy – specifically Napoli, Pompeii, and the Amalfi Coast.

The reason is not that they aren’t beautiful or worth seeing, but that we think your time is better spent in northern Italy, which is our favorite part of the country.

Getting between Napoli and northern Italy is going to take a lot of time that would be better spent exploring!

The second place is the Cinque Terre , and it’s for a similar reason. The Cinque Terre is gorgeous. But it’s not particularly easy to get to.

You’ll need to make multiple connections from Florence, and it’s going to take about three hours each way.

If you do want to add the Cinque Terre, you’ll need at least two full days. We have some ideas on how to add it below the main itinerary.

If you’re interested in visiting Cinque Terre, make sure to read our guides for Cinque Terre.

• The Best Things to Do in Cinque Terre: A Complete Guide
• How to Plan an Amazing 2 Day Cinque Terre Itinerary
• Where to Stay in Cinque Terre: The 4 Best Places to Stay (with Pros and Cons for Each)

Where to Fly In and Out Of?

If you follow the itinerary below as written, which takes you on a tour-de-Italy from Rome to Venice, you’ll want to fly into Rome–Fiumicino International Airport (FCO) and out of Venice Marco Polo Airport (VCE) .

An alternative would be to fly out of Milan (either LIN or MXP – we like LIN better because it’s closer to the city and a newer airport), which generally has more flight options than Venice, but it requires an extra day or two and a train.

Getting Around Italy

The best way to get around Italy is by train. At least for your purposes on the itinerary below It’s going to be cheaper, faster (once you include travel time and security at the airport), and better for the planet than hopping on a short flight.

There are a few things you should know about trains in Italy before we get any further.

First, there are (essentially) two types of trains in Italy – high speed and regional – and they operate differently.

High speed trains are more expensive, significantly faster, and less flexible. To save time since you’ve only got a limited amount of it in Italy, you’ll want to take the high speed trains between cities.

You’ll want to book your ticket as far in advance as possible, which usually will save you some money, but will be less flexible. If you want the flexibility, you’ll have to be prepared to pay a little extra.

Regional trains are slower, cheaper, and more flexible. They’re usually for connecting nearby smaller cities to each other (for example, there’s a regional train between Florence and Pisa).

You can buy these tickets when you arrive at the station, and they’re more flexible. You need to make sure you validate them before boarding.

The best way to book train tickets in Italy is directly through Trenitalia , the company that runs most of the trains in Italy. The only downside is that you’ll need to know the name of the station you want to travel to in Italian. 

We’d take high speed trains between Rome and Florence, Florence and Bologna, Bologna and Verona, and Verona and Venice . For day trips from Florence and Bologna, regional trains will do.

The Itinerary / Route

And now, the itinerary for spending two weeks in Italy. 

One quick note : In general, when you’re moving between cities, we’d recommend taking an afternoon train, which will give you some extra time to explore the city you’re leaving in the morning before heading to the train station.

Here’s how we would plan a trip to see the best of Italy in two weeks, starting in Rome and ending in Venice: 

• Day 1: Arrive in Rome
• Day 2: Rome
• Day 3: Rome
• Day 4: Rome + Train to Florence
• Day 5: Florence
• Day 6: Florence
• Day 7: Florence Day Trip
• Day 8: Train to Bologna
• Day 9: Bologna
• Day 10: Day Trip to Verona
• Day 11: Train to Venice
• Day 12: Venice
• Day 13: Venice
• Day 14: Venice + Fly Home

You’ll notice a couple of different things about the way we’ve structured this itinerary.

First , we’re big fans of spending at least 2-3 days in big cities to avoid feeling like you’re rushing around from sight to sight. That will give you some time to do some exploring to find a new favorite neighborhood, coffee shop, wine bar, or restaurant.

Second , we hate packing and moving accommodations. It sucks. Which is the reason we’re recommending you stay in a place like Florence or Bologna and use it as a home base for exploring the surrounding area.

Third , we’ve included a significant chunk of time in Bologna. Which is our favorite city in Italy not named Rome or Florence (Lucca and Verona are also in the running). 

Here’s why: Bologna is the capital of the best food region in Italy , home to the production of delicious things like Parmesan-Reggiano cheese (we LOVED touring a small producer of Parmigiano-Reggiano with Claudio on this tour ), prosciutto di Parma, mortadella, balsamic vinegar, Lambrusco (a sparkling red wine), tortellini, ragu, and plenty more. 

Not only is the food incredible, but the city – which feels noticeably younger and less “touristy” than most of the cities here – is a nice change of pace from places like Rome, Florence, and Venice.

Bologna also makes an excellent home base for day trips because it is so well connected.

Whatever you do, we’d implore you NOT to cut Bologna. It’s an amazing city, and you won’t regret spending a day or two there.

Fourth, it might seem like a lot of time in Venice at the end. However, it’s really only two and a half days if you take a midday train there, and have an early flight home.

If you have a full 14 days (you’re flying out on day 15, for example), we’d add an extra day either in Florence to do another day trip, or in Rome.

2 Weeks in Italy: A Perfect 14 Day Italy Itinerary for First Timers

And now, on to the detailed itinerary. 

Our intention here is to give you the information we think you need to know to plan an amazing trip to Italy.

We’ll go a little deeper than a short description of each place, giving you some of our favorite things to do, see, eat, and drink that come from our own experiences exploring Italy (and, equally crucially, what not to do – looking at you, Juliet’s House in Verona!). 

We believe those details – like specific wine bars, tours, and coffee shops we loved – are the difference between a good trip and an incredible trip, and hope you’ll find a few places that you wouldn’t have necessarily found on your own. 

The other intention here is to not just give you the same old itinerary that you’ll see in every guidebook.

Of course, we’re going to include Rome, Florence, and Venice, because those are places that are absolutely worth seeing on your first trip to Italy. 

However, we’re also going to include some of our favorite places (like Bologna) that don’t usually make the cut. Rick Steves (who Matt loves – he’s from Seattle too!) doesn’t even include Bologna in his Italy guidebook! What a miss.  

Rome: Days 1-3

I mean, if you’ve never been to Rome before, you’re in for a treat. Rome is one of our favorite cities in Europe, and there’s something special about walking past architecture from over a thousand years ago on your way to a hip natural wine bar in the evening. 

While Rome is famous for its historical sights, it’s also a great city for food and drinks (as we’ll cover below) and as I’m sitting here writing this, I literally made a Roman pasta dish (amatriciana) for dinner last night. 

We’d recommend three days in Rome, at a minimum, which will allow you enough time to see both of the main attractions, dive into the history of Italy’s capital city, and also indulge in some of Rome’s great food and drinks. 

What to Do in Rome

Look, there are two main attractions in Rome that, if it’s your first trip, you probably shouldn’t miss. 

They are, of course, the Vatican and the Colosseum and Roman Forum . They’re popular and “touristy,” but being touristy doesn’t necessarily mean it’s not worth doing. 

However, you should absolutely split them up and avoid doing them on the same day . It will simply be too much information if you try to knock them both out on the same day, and you will be exhausted, which means you won’t get the most out of them.

Do them on different days. Trust us. 

Let’s talk about those two first. However, this is going to be relatively brief.

For a more in-depth version of how we think you should experience them, head over to our guides to the best things to do in Rome , our guide to planning your Rome itinerary, and our review of the Colosseum and Forum tour we did (and, spoiler alert, loved). 

The Colosseum and Roman Forum are perhaps the best example in Rome of the grandeur that the Roman Empire was able to create nearly two millennia ago.

The Colosseum, in particular, is an architectural marvel to us.

The Forum is mostly just stones strewn about at this point, so it’s harder to visualize what it looked like roughly two thousand years ago at the height of Rome’s power. 

Which brings us to an important point: you should definitely do a guided tour of the Colosseum and Roman Forum .  

We have a strong opinion here, mostly informed by the fact that we did an amazing tour of the Colosseum with our favorite Italian tour company (you can read all about it here ) where we learned that some (really, most) of the things we thought we knew about the Colosseum were actually just fairy tales. 

We have personally done (and enjoyed) TakeWalks’ Skip the Line: Premium Colosseum Tour with Roman Forum & Palatine Hill – you can read about our experience here (spoiler: we loved it!). It is a great tour option that includes both the Colosseum and Forum.

Before or after your visit, there’s an excellent view of the Roman Forum from OUTSIDE the boundaries located here .

The Vatican is basically one of the greatest art museums on the planet. Sure, there’s St. Peter’s Basilica, but even that is very much about the art (which at the end of the day is just a way to show that you have money and power).

The Sistine Chapel, in particular, is incredibly moving, especially when you consider how long it took to finish, and how Michaelangelo had to paint it facing the ceiling. 

It’s worth a tour of the Vatican too, if you can afford it. We’d do the “Pristine Sistine” early access tour with Take Walks, which includes early access.

We haven’t done that specific tour ourselves, but we’ve done four separate Take Walks tours now, and all have been excellent because the guides are top notch experts in their fields. 

If you can only do one tour, we’d do the Colosseum and Forum because the added context and historical perspective from a guide is more useful when you’re looking at ruins. 

Since we’ve already rambled so much in this section, here’s a quick hit list of other things to do in Rome. 

The view from the Orange Garden (Giardino degli Aranci) . This is one of our favorite views in the city, and we’re not alone. Head up here around sunset for a treat, but it’s equally gorgeous in the early morning hours (perhaps better, because the sun is generally behind you), and there are far fewer people.

Trastevere in the evening . Our favorite neighborhood in Rome is Trastevere, and it’s not that close. It’s nice in the morning, especially if you visit the open air market that takes place at Piazza de’ Renzi, but the evening is when it comes alive. People spill out of the bars and restaurants into the streets, and the piazzas are full of people drinking and being merry. 

Wine! Enoteca il Piccolo in the Centro Storico ( here it is on Google Maps) is as great as it is popular. The owner came out to the terrace where I tried to explain in my bad Italian what kind of wine I wanted (dry white), and he walked away without a word, and returned with two excellent glasses of exactly what I asked for. If you’re looking for a bottle, Les Vignerons in Trastevere is the place to go (great beer and cider selection, too!). 

Roman cuisine . First, we make the four Roman pastas at home (carbonara, gricia, amatriciana, and cacio e pepe) all the time. Roman food is generally very simple, but delicious. The best way to learn about Roman food is taking a food tour with a local guide, where you’ll not only taste some delicious food, but learn about the history and context behind that food. Which is our favorite part about learning about food cultures of different places. We’d do this tour , which looks truly spectacular and includes a lot of cultural context along with tons of tastings. 

If you’re into good coffee, head straight to Pergamino Caffè near the Vatican, which is home to some of the best baristas in Rome who bring in a bunch of different Italian specialty coffee roasters to brew for you.

It’s my, Matt the coffee snob’s, favorite coffee in Rome. 

Of course, there are tons of other things in the Eternal City that are worth doing, seeing, and eating. For more, head over to our guide to the best things to do in Rome , which has a collection of our favorites. 

Where to Stay in Rome

While there are a bunch of areas you could stay in Rome, we have two strong recommendations for you to help you narrow it down.

We also have an entire, super detailed guide to where to stay in Rome if you want more details to make your decision.

Our overall recommendation is to stay in Trastevere , which is far and away our favorite part of the city.

We stayed there on our last trip, and it’s magical.

It’s a great place to eat and drink, and it really comes alive when the sun goes down, full of lively piazzas and small bars and restaurants that fill up on a nightly basis and spill out into the cobblestone streets.

We stayed at Horti 14 Borgo , a small boutique hotel in Trastevere, and absolutely loved it.

It’s a splurge compared to where we normally stay, but the stylish rooms, comfortable beds, and incredible breakfast buffet were worth it. 

A more affordable (but equally highly rated) option would be Ripagrande a Trastevere , which is essentially right on the River Tiber and within five minutes of everything in Trastevere. 

The only downside to Trastevere is the fact that it’s a little far from the train station, which doesn’t matter as much with three days, but is a little less convenient (you’ll need to take a taxi, most likely).

Which brings us to our second recommendation, which is Rome’s Historic Center (the Centro Storico). 

Stay here if you want to be right in the middle of all the action, within walking distance to just about everything in the city.

It’s the most convenient place to stay, though it will be crowded and potentially loud. Don’t miss an early morning walk from Piazza Navona to the Trevi Fountain and the Spanish Steps!

We stayed for five nights near Piazza Navona at these apartments , which were honestly a perfect location, especially if it’s your first time in Rome.

Coronari Palace and Casa Pietra are two hotels that were also on our list, though we decided we wanted more space and a kitchen for our time in Rome. 

Florence: Days 4-6

Historically, the city of Rome might be the crown jewel of the Roman Empire, but you could make a convincing argument that Florence is the second most important city in the history of the Italian peninsula because of its influence around the birth of the Renaissance. 

On a walking tour in Florence ( this one , which we recommend below because it’s a great introduction to the city), as we were walking through Piazza della Signoria, our guide made a point that I hadn’t really thought about before that moment. 

Florence was one of the richest cities in Europe (if not the world) in the 15th Century and through the Renaissance. 

A lot of people – myself included – might think that wealth came from the amazing art that was produced in Florence leading up to and during the Renaissance.

But the truth is that Florence was already a rich city thanks to silk production, and that wealth is what allowed it to become a cultural icon that thousands of people still flock to five centuries later. 

Walking the streets of Florence, it’s easy to see why so many people fall head over heels in love with it on their visit.

It’s charming. The Duomo is incredible, both because of how imposing it is, and the fact that it’s an architectural miracle. There are two world class museums.

The food and wine are both excellent (definitely get the wild boar if you see it on a menu – pappardelle al cinghiale – which was our favorite discovery on our Tuscany road trip itinerary ). 

I could go on and on about Florence – I’ve spent over a week in Florence between two trips in the past year (at the time of writing) – but let’s leave it there and get into how to make the most of your time in the Tuscan capital. 

In this itinerary, we have you spending two and a half days in Florence itself, and then using it as a home base for a day trip into Tuscany. 

What to Do in Florence

There are two main attractions in Florence that you’ve likely heard of before, and both are well worth your time.

They are the Uffizi Gallery , which is a chronological journey through Renaissance art in Florence, and the Galleria dell’accademia , which is where you’ll find Michaelangelo’s David . 

However, you should definitely try to do them on different days , because it’s too much information to process in a single day.

Believe me, my mom and I tried to do both in a day in Florence on my latest trip to Italy, and it was too much. 

The other thing I would say – and again, I’m speaking from experience here having done both museums with and without a guide – is that you should invest in a guided tour with an art historian if you can .  

After some truly great experiences recently, I’ve decided that I probably won’t do a huge art gallery like the Uffizi or the Louvre without a guide ever again.

The guide is able to add so much in terms of color, context, and storytelling that will give you a deeper connection to just about any museum visit. 

Otherwise, we’d look at the art, say “yeah, that looks pretty,” and move on without really understanding the context behind what we’re looking at.

If you only have the budget for one, make sure to do the guided tour of the Uffizi, where your guide will be able to explain exactly what you’re looking at, and what it says about the changing nature of society and culture during the Renaissance.

We did this guided tour of the Uffizi Gallery , and it was fantastic. 

For what it’s worth, I (Matt) also did this guided tour of the Galleria dell’Accademia on my last visit with my mom, and we also really enjoyed it.

However, like I said above, if you only have time or budget for one tour, you’ll get more out of the Uffizi. 

For more information, including on how to visit both galleries independently , head over to our guides to the best things to do in Florence and our guide to planning your Florence itinerary .  

As we said above, we’d split those two museums up and do one on each of your two full days in Florence. Which, obviously, leaves you with some extra time. Here’s what we’d do with that time. 

Take Andrea’s walking tour . We’re huge fans of walking tours as a way to get an introduction to a new city and connect with a local for tips on what (and where) to eat, drink, and shop. And we loved Andrea’s walking tour , which is a two hour crash course in Florence’s rich history, with all the salacious details about the Medici family (they were essentially royalty in Florence during the 1500’s). He also has a more in-depth version of the tour that adds an hour and includes crossing the river to Oltrarno. 

Climb to Piazzale Michelangelo . On the other side of the river from Florence’s Centro Storico, you’ll find what is arguably the best view of the city at Piazzale Michelangelo. You’ll have a view of the Arno River and Ponte Vecchio (the only bridge in Florence that wasn’t destroyed in World War 2), the Duomo, and the rest of the city. It’s nice at sunset, but it’s busy. Early in the morning is even better, because the sun is behind you and there are basically no crowds. 

Climb Brunneleschi’s Dome . The Duomo in Florence is massive. The best way to experience it, in our opinion, is to climb to the top. Along the way, you’ll get a view of the interior of the dome and the (somewhat creepy) artwork decorating it, then you’ll climb through the area between the interior and exterior dome (which gives you perspective on how it was built 600 years ago, which is mind-boggling) up to the top, where you’ll have a 360-degree view out over Florence. Try to do it first thing in the morning for the fewest people, and book in advance here . 

Dive into Tuscany’s food and drink offerings . We’d strongly encourage you to skip the pizza in Florence, and instead indulge in some of the local specialties. We love Pappardelle al ragu di cinghiale (a pasta with a wild boar sauce that my mom fell in love with), pappa al pomodoro (tomato and bread soup), and the Schiacciata (sort of like a focaccia sandwich, but slightly different). We liked the food at Trattoria da Garibardi . Most of the Florentine cuisine pairs well with the Tuscan reds like Chianti Classico and Brunello, which are a couple of the more prestigious red wines to look for. 

Where to Stay in Florence

Similar to Rome above, we have two recommendations for where to stay in Florence .

Also similar to Rome, your choice is going to be between the coolest neighborhood (in our opinions, anyway) and the most convenient area.

Convenience matters a little more here because you will be taking a day trip, which means you’ll be going to and from the train station.

Our favorite area in Florence is Santa Croce / Sant’Ambrogio , which is a five minute walk east of the Duomo. It has the best food (we think), fewer tourists, and is close to everything in the city.

We stayed at Pietrapiana Boutique Apartments for almost a week, and it was everything we wanted and more: access to a kitchen, a little more space to spread out, a quiet refuge from the hustle and bustle, and a comfortable place to sleep. Highly recommend! 

La Maison du Sage is another good option nearby – it’s more of a traditional hotel than serviced apartments.

The other option, which is best if you want to be super central to everything in Florence, is Florence’s Centro Storico , which is centered around the Piazza del Duomo and nearby Piazza della Signoria (home to the Uffizi Gallery).

It’s crowded, it’s loud, but it’s super convenient. It’s also closer to the train station for your day trip.

Day Trip from Florence (Choose Your Own Adventure): Day 7

Florence is the capital of Tuscany, which might be Italy’s most famous region for its wine and general dolce vita feeling. And, after spending a week in Tuscany, we can definitively say it delivers on both. 

Florence is an excellent base to explore Tuscany from, with most of the highlights accessible within 90 minutes by train. However, the main issue with Tuscany is that you really need a car to be able to see certain things properly.

Here are the three day trips from Florence we’d recommend, and which one you choose totally depends on what you’re interested in. 

If you’re looking to combine San Gimignano, Chianti, and Siena into one day, it’s going to be a long day, but this tour with Take Walks (which, as we’ve already mentioned a few times in this guide, is one of our favorite tour companies on earth), covers San Gimignano, Chianti, and Siena in one action-packed 10 hour day. 

Day Trip 1: Siena for the Cathedral (and the History) 

Siena is a popular day trip from Florence, and it’s a 90 minute train ride south in the heart of Tuscany.

There is, perhaps, no better example of a classic hilltop town than Siena, which is a red city perched on a hill overlooking a lush green valley. 

The cathedral in Siena is incredible, and we say that as people who usually don’t get all that excited about massive opulent churches.

The iconic dark green and white stripes of Siena’s Duomo are just the beginning of what makes it special.

The interior is where the real fun begins, particularly if you’re around when the floors are uncovered (usually in the summer), and the intricate art and tilework on the floors is on full display. 

We recommend climbing up to the Facciatone, which is a viewpoint inside the Museo del Duomo that has an excellent view of both the cathedral and the surrounding landscape. 

The other place not to miss in Siena is Piazza del Campo, which rivals Piazza Maggiore in Bologna (more on that in a second) as our favorite piazza in all of Italy. 

In terms of eating and drinking, head to Torrefazione Fiorella for a morning coffee at a stand-up bar (very Italian), Panificio Il Magnifico to try sweet Sienese specialties like ricciarelli, Du’ Cose Da Berna for traditional sandwiches at lunch (a recommendation from our friendly host at the agroturismo we stayed at outside of Siena), and Ristorante Gallo Nero , which was one of the best meals we had in Tuscany. 

How to get there : There are regional trains between Florence’s Santa Maria Novella (the main station in Florence) and Siena that take about an hour and a half. You can also take bus 131 (or the faster 131R) from the Florence bus station ( here on Google Maps – it’s right next to Santa Maria Novella), which is a similar amount of time. Both are very affordable options.  

Day Trip 2: Chianti for the Wine

Chianti is the place to go for wine. Chianti classico is the name of the game here, which is a Sangiovese-based red wine that follows strict production methods, and is one of the most famous wines that comes out of Italy.

If you don’t like red wine, I have some bad news for you – Tuscany is all about the red wines (except for vernaccia, which is a white wine that comes from San Gimignano!). 

Assuming you don’t have a car, your only option here is to do an organized tour because doing a self-guided tour of Chianti wineries would require both a rental car and a designated driver. 

In terms of guided tours, you have two options.

You can either choose a tour that goes deep on a single winery , usually including a cellar tour and detailed tasting (but you’ll have to make your way out to the winery), or a tour that takes you around to multiple wineries , which is going to be a little less personal, but give you more breadth where you’ll get to see multiple approaches AND usually includes transportation to and from Florence. 

We did this tour of a tiny organic winery and olive farm at the northern end of Chianti, and we loved it.

It was very personal and intimate, and we learned a ton about growing grapes (and olives) in Chianti.

We’d highly recommend it, and the nice part is that it’s easily accessible from Florence (and the hosts will help you figure out how to get there, including a bus station pickup). 

In terms of the other option where you get to visit multiple wineries with transportation to and from Florence, this is a highly rated tour with a sommelier that we considered.

You’ll get to visit three wineries, which are all closed for public visits, which is a good sign that it’s a unique experience because the host clearly has relationships with those specific wineries. 

If you want to see more of Chianti, including the super charming Badia a Passignano, we’d go with this tour . 

Day Trip 3: Lucca For the Views

You might have been expecting to see Pisa somewhere on this list of day trips from Florence, and we’re here to tell you that while, yes, the leaning tower is kind of cool, we would absolutely recommend skipping Pisa (which is crowded beyond belief with people wanting to see the aforementioned leaning tower) and heading to Lucca instead. 

There are a couple of reasons we love Lucca. 

First, the medieval walls are still intact, encircling the entire city. It’s well worth walking the full loop, where you’ll get some nice views of the city and the mountains beyond. 

Second is the tower. Climbing the Guinigi Tower will take you up to what might just be our favorite view in all of Italy.

On a day trip to Lucca, we’d spend your time walking the city walls, climbing the tower, and indulging in some Luccan cuisine for lunch (at Trattoria L’ Angolo Tondo , which is right on the Piazza dell’Anfiteatro where a Roman amphitheater used to be), which is slightly different than the food you’ll find in Florence because of its proximity to the coast, which means more fresh seafood. 

How to get there : There are regional trains between Florence’s Santa Maria Novella (the main station in Florence) and Lucca that take about an hour and a half. They come frequently, and they’re super affordable. 

Bologna: Days 8 & 9

You’re probably a little bit surprised to see Bologna on this itinerary, since it’s not exactly known as one of the “must-see” cities in Italy. However, we’re here to tell you that it absolutely should be on your list, particularly if you love food. 

One of the most interesting parts about traveling to Italy is having our expectations about “Italian” food completely shattered.

Here in the US, Italian food (we now know that Italian–American food is an entirely separate thing) consists of heavy sauces with lots of garlic, garlic bread, and chicken parmigiana. 

The truth is that Italian food culture is vastly different from region to region, and depends a lot on the fresh ingredients available in close proximity.

For example, in Sicily , you’ll find tons of fresh seafood because you’re on an island and are perpetually near the coast. In Tuscany, it’s olives, wild boar, and sheep cheese (pecorino) because those are the ingredients that are readily available. 

If you made us choose our favorite Italian food region, we’d choose Emilia-Romagna, which is where you’ll find Bologna. 

Here’s an exercise: write down your five favorite Italian ingredients (rather than dishes). If you’re anything like us, at least one of the things you wrote down comes from Bologna’s region, Emilia-Romagna. 

There’s a reason the city is known as “La Grassa” (“the fat one”). It’s about as close to heaven for foodies as you can get. 

There are, of course, other things we really like about Bologna. It’s a city of towers that overlook the distinctive red brick buildings (most of them are facades, though).

It’s a University town (one of its other nicknames is “La Dotta” which means “the learned one”) and it has a distinctly younger vibe than just about any other major city in Italy. There are far fewer tourists than any other city you’ll visit.

And it’s well connected to just about every corner of Italy. 

We think you should spend three nights in Bologna, using one of those nights to do a day trip up to Verona, which is another one of our favorite cities in Italy. 

What to Do in Bologna

Here are a few of our favorite things to do in Bologna. For more, head over to our guide to spending a day in Bologna . 

Climb the Asinelli Tower for Excellent Views . We have friends that live in Bologna, and when we visited them on our first ever visit to Bologna, this was the first thing they did with us. It’s a big climb, but you’ll eventually end up on the top of the taller of the Due Torre (“the two towers”), where you’ll have a commanding view out over Bologna. Book here in advance for a timeslot. 

Eat your heart out . Mortadella and filled pastas like tortelloni come from Bologna, but the broader region is home to just about every delicious food we associate with Italy. Parmesan, balsamic vinegar, prosciutto di Parma, lambrusco, and ragu alla bolognese. Go to any of the places in Quadrilatero, which is right off of Piazza Maggiore, to taste and shop. Specifically, we like Tamburini for tagliere (a plate of meats and cheeses) and a glass of wine (lambrusco!), Cremeria la Vecchia Stalla for excellent ice cream (which is NOT the same as gelato), and Vineria Favalli for their excellent Italian wine list.

Take a food tour with a local guide . While you can absolutely get a sense for Bologna’s food offerings on your own, a food tour is going to be the best way to dive a little deeper. This food tour in Bologna was on our list, but after learning they couldn’t accommodate gluten free diets (which, by the way, makes total sense), we decided to skip it. 

Take in Piazza Maggiore and Basilica di San Petronio . Piazza Maggiure is the beating heart of Bologna, and one of Italy’s best piazzas in our opinion (as we noted above, Siena’s Piazza del Campo is a close second). There are events nearly every afternoon and evening, from rallies to concerts, and even when there isn’t an official event, you’ll find some of Bologna’s best musicians out on the square (along with a crowd of admirers). The church is worth going into, but it’s only half finished after they tried to make it outshine the Vatican, who said “you can’t do that.” That’s why part of the church’s facade is exposed brick, which is the unfinished portion, while the other part is covered in marble.  

Make the climb to Santuario Madonna di San Luca . Bologna is known for porticoes, which are essentially just covered walkways, and you can walk through the 666 (someone has a sense of humor) to get up to this church on the hill. For what it’s worth, this the #1 recommendation from our friends that live in Bologna. 

Where to Stay in Bologna

There’s no doubt in our minds – you should stay near Piazza Maggiore while you’re in Bologna . It’s the beating heart of the city, and it’s going to be both the most convenient and the coolest place to stay.

I spent a few days in Bologna solo on my last trip to Italy, and stayed at Bibliò Rooms and Guesthouse . It’s essentially a small B&B that takes up one floor on a residential building about five minutes from Piazza Maggiore.

The rooms are fairly spacious with comfortable beds and private bathrooms, and it’s a good home base for a few nights in Bologna. 

I also stayed at the Social Hub in Bologna , which is a hip, young-feeling hotel in Bolognina up near Bologna Centrale.

While the location is further away from Bologna’s main attractions, it is a gorgeous hotel with all sorts of great amenities (a pool, a nice gym, a bar, an events calendar, and ping pong, to name a few). Plus, it’s about five minutes on foot from the train station, so it’s convenient in that sense. 

If you’re looking for an apartment, look at Canonica Suites , which is where I kind of wish we had stayed. 

We have an entire guide dedicated to helping you figure out where to stay in Bologna with FAR more detail, if you want more of an in-depth look at your options.

Day Trip to Verona: Day 10

On this day, we’d highly recommend leaving your stuff in Bologna and doing a day trip up to Verona, heading back to spend the night in Bologna.

Verona is famous for being the setting for Romeo and Juliet, but it tied with Bologna for our favorite discovery in Italy when we spent six weeks exploring Italy in 2021. 

You might be wondering why we’d do it this way, considering Verona is sort of on the way to Venice (the next stop in this itinerary).

The reason is that we don’t want you to have to worry about juggling your bags, and instead focus on getting an early train from Bologna without the worry of check in times and baggage storage. 

Take the high speed train, which takes about 45 minutes or so (book in advance for cheaper tickets!). 

Rather than go into the details of what to do and see with a day trip up to Verona, we’re going to direct you to a separate blog post where we go through exactly that. Here’s how we’d spend a day in Verona . 

Venice: Days 11-14

Venice is a place that we have mixed feelings about. We’ve both been to Venice, and as we’ve thought about it, we’re truly not sure if we need to go again. 

It’s true that Venice is the best-preserved example of a canal city in Italy, but it’s also true that it’s a beautiful disaster.

There are way, way too many people trying to see Venice for the infrastructure to handle, and cruise ships are a big part of the issue, with huge tour groups coming in for part of a day and contributing very little to the local economy while stressing Venice’s infrastructure. 

Remember in 2020 when the canals were all of a sudden empty and pristine, and the swans came back to Venice? It’s safe to say that’s over now. 

However, it’s not really fair to say that you shouldn’t get to see Venice because too many people go there. 

Instead, we’d recommend that you do go to Venice, but be deliberate about how you do it.

Spend multiple days there so you’re not stressed about the crowds and whether or not you’ll be able to do everything. Eat at local restaurants, and stay in Venice so that your money stays in the local economy. 

The best way to explore Venice is not to spend a day (or less) seeing the main sights and calling it a day.

Venice is at its best in the early morning and evening, when it’s notably less crowded. If you only spend a day in Venice, you’re likely going to miss out on that precious time spent exploring during those hours. 

That’s why we’d strongly recommend two and a half days in Venice, which gives you a couple of mornings and nights to really soak up the atmosphere of Venice when it’s not packed wall-to-wall with people. 

What to Do in Venice

There are a few main sights in Venice that you shouldn’t miss, and two days is more than enough time to see them. Like we said above, part of the fun of exploring Venice is wandering the canals in the early morning and evening. 

Piazza San Marco is the main piazza in Venice, and there are a couple of main sights right on the square. 

First is the Doge’s Palace , which is a big Gothic building (you know because of the pointed arches) on the lagoon. Over its long history, it served as a fort, a prison, and a residence for the most powerful person in Venice, the Doge. 

The version you see today was built in the 1100’s, and has been renovated a few times since as the needs of its inhabitants changed.

It housed the Doge of Venice (sort of like a Duke, but not quite the same) during the Republic of Venice, which lasted for more than 1,000 years starting in the 8th Century and was one of the most powerful city-states in modern day Italy for long stretches because of its position on the water.

The best part about the Doge’s Palace is that it’s an excellent place to learn about Venice’s history. For example, I had no idea that there was a Republic of Venice, let alone how powerful they were.  

You can buy your tickets in advance here . 

The second major attraction on San Marco Square is the church, St. Mark’s Basilica (Basilica di San Marco), which is the biggest church in Venice.

In a surprising (to no one) twist, the church is attached to the Doge’s Palace, showing the relationship between secular and religious power in Venice over the centuries. It’s set on the site of two older churches, which is a story that you hear over and over again at some of Italy’s biggest and most important churches.

Also similar to other churches in Italy, it was built over such a long stretch of time that it’s one big mish mash of architectural styles and art periods. 

It’s an impressive building from the outside, and the interior is special because of the mosaics that cover just about every surface. The Pala d’Oro, which is essentially a big golden altarpiece from the Byzantines, is also pretty cool. 

Information on tickets and opening hours here . 

If you want to see both with a guided tour, we’d (again) recommend doing the St. Mark’s and Doge’s Palace tour with Take Walks , who we’ve done multiple tours with in multiple Italian cities, and love. It’s three hours long, includes both the church and the palace, and will take you a level deeper than just visiting by yourself. 

The islands to the north of Venice – namely Burano and Murano – are well worth a visit, and the vast majority of visitors don’t make it out there.

These tiny islands are known for glassblowing, and they’re relatively easy to reach via water taxi from Venice. From this ferry terminal, it’s a quick 20 minute ride over to Murano, the closer of the two islands (it’s a significantly longer boat ride out to Burano). 

You can read more about what to do in Venice in our guide to spending 2 days in Venice . 

What to Do with More Time in Italy

If you’re blessed with more than 14 days in Italy, we have (lots of) thoughts on what to do with extra time. Whether it’s one or two days or a full extra week, we have ideas for you based on our own explorations. 

Keep in mind that this isn’t an exhaustive list – we haven’t been everywhere in Italy, and it’s hard to recommend something we haven’t experienced ourselves.

For example, the Dolomites and Lake Como are on our list, but we didn’t include them below. Once we make it there, we’ll definitely add them!

You’ll notice that there’s one very popular destination missing from this list that you might be expecting to see: Naples, Pompeii, and the Amalfi Coast.

We contemplated adding it because we know it’s a place that people have seen pictures of and want to visit, but we really wouldn’t do it ourselves due to insane crowds and associated overtourism. 

Just this last summer, we’ve seen about 30 pictures of friends on Instagram who all went to the Amalfi Coast within the same two month period. 

Which, when you take a second to think about it, is pretty crazy. 

We think there are better coastal destinations in Italy (like the Cinque Terre – which has its own over tourism issues – and Sicily ) that we’d recommend way before the Amalfi Coast. You’ll find both of those on the list below. 

Add Another Day Trip from Bologna 

The first thing we’d add if you only have an extra day or two is an extra night in Bologna to explore more of Emilia-Romagna.

Cities like Parma (famous for prosciutto and parmesan-reggiano) and Modena (famous for balsamic vinegar) are an easy train ride away, and are well worth your time. 

We’d highly recommend a day trip that starts with Claudio’s tour of a working parmesan-reggiano dairy, which of course includes a tasting of different ages of parmesan, and a vacuum packed chunk to bring home with you.

It was the highlight of our last trip, and Claudio is friendly, uber-charismatic, and an all around phenomenal host. 

That tour is a morning tour, going until roughly noon. 

We’d then spend the rest of the day in Modena, which is the capital of balsamic vinegar production and is an easy 20 minute ride from the train station in Reggio-Emilia (where you’ll get dropped off by Claudio). That’s what we did. 

We loved tasting small production balsamic vinegar at La Consorteria 1966 (you should know that the tasting costs money unless you buy a bottle afterwards, which are expensive because this is the good stuff). 

We also had multiple people recommend Osteria Francescana , which is a world-famous fine dining experience that you’ll need to book well in advance.

You can also try chef Massimo’s food at nearby Franceschetta58 , which is less expensive and more approachable (you still want a reservation, though!). 

Another great stop is the Mercato Storico Albinelli, which is Modena’s central market. 

Add Another Day Trip from Florence

The second thing we’d add is an additional day trip from Florence. We gave you three options above, and if you took our advice, you’ve already done one of them. Do a second (or third!) one if you have an extra day. 

Cinque Terre (2-3 Days)

For my mom’s 60 th birthday, we took her on a two week Italy trip. Her two must-do experiences were the Cinque Terre and seeing the Last Supper in Milan.

So, we spent a few days exploring the Cinque Terre, and we loved it.

However, we have a major caveat. We would absolutely NOT recommend a day trip to the Cinque Terre, which is what approximately 90% of people seemed to be doing.

The main reason is that it’s a long way from places like Florence and Milan, requiring three hours of travel time.

That means you won’t arrive until mid-morning, which is when all of the other day trippers arrive, and the streets and trails are packed wall-to-wall. It’s no wonder people say it’s too crowded!

The magic of the Cinque Terre is in the early morning and late evening, when the day trippers clear out and it becomes a tranquil, slow paced coastal retreat. That means you’ll need at least one night (two or more is better).

The Cinque Terre, which literally means “Five Towns,” is a series of charming towns tucked between the mountains and the coast in northern Italy.

It’s known for hiking, terraced vineyards, and colorful towns perched on rocky outcroppings above the sea.

You’ll definitely want to hike a section of the Blue Trail (we like the one from Corniglia to Vernazza the most), dive into the wines of Cinque Terre, take in some excellent sunset views, and explore all five towns.

We have a bunch of guides dedicated to helping you plan your Cinque Terre trip. Here are some links for you:

Milan (2 Days)

Milan is a really great city that offers something a little different from other major cities like Rome and Florence.

That’s not to say that it’s not a historic city, but it feels less “Italian” than Rome and Florence mostly because it has been trading hands between the Spanish, French, Italians, and Austrians for centuries.

There is a difference that you’ll notice right off the bat, probably when you exit the train station.

It looks and feels more modern, which is mostly a function of the fact that it’s a major financial hub and home to just about every high end fashion company in the country.

There are two world-class attractions in Milan – the Duomo di Milano which took 600 years to complete and is a mishmash of different styles that somehow still works, and Da Vinci’s Last Supper .

However, it’s worth lingering for an extra day to explore some of Milan’s less famous attractions and the hip food and drink scene.

Wander Parco Sempione and pop into Castelo Sforza, and experience aperitivo in the Navigli District, which is home to some of Milan’s last exposed canals (it used to look like Venice!). 

Where to add it : You could either do Milan after Bologna (there’s a high speed train connecting the two), or after Venice (and fly out of Milan).

We have a bunch of guides dedicated to helping you plan a trip to Milan. Here are some links for you:

• One Day in Milan: The Best of Milan in a Day
• 2 Days in Milan: How to Plan An Incredible Milan Itinerary
• Where to Stay in Milan: A Complete Guide
• The Best Things to Do in Milan
• Where to Find the Best Specialty Coffee in Milan
• Gluten Free Milan: A Complete Guide for Celiacs

Sicily (7 Days)

If you have about a full week of extra time, we’d highly recommend exploring Sicily.

We love Sicily (Alysha’s family is from a small town in southeast Sicily), and spent three weeks on the island in the fall (which somehow was still not enough time). 

However, you should know that Sicily is massive, and it’s impossible to do the entire island in a week.

For that reason, we’d focus on southeastern Sicily (Catania, Mount Etna, and Syracuse) . Unfortunately, that means you’ll miss Palermo, which is an amazing city in northwestern Sicily.

The other reason to focus on southeastern Sicily is that you don’t need to rent a car. The corridor from Taormina to Syracuse is connected by a regional train line, which is something that can’t necessarily be said for the rest of the island.

To get there, you’ll need to fly. The best place to fly into is Catania (Catania–Fontanarossa Airport) .

Definitely don’t miss a day trip from Catania up to Mount Etna, which was among the highlights of our trip (you can read about it in our guide to the best things to do in Catania ) and a trip to the amphitheater in Taormina, which has a spectacular view.

Oh, and eat all of the pistachio and almond granitas you can. 

We have an entire guide dedicated to helping you plan a Sicily itinerary , which has a couple of ideas for how to spend 7 days on the island (P.S. we recently wrote a specific guide for spending 7 days in Sicily , which is even more helpful and specific in this context).

Where to add it : We’d add it after Venice, flying from Venice to Catania (which might require a connection) and flying home from Catania.

What to Do with Less Time in Italy

We’re not going to dive deep into how to spend less time in Italy, mostly because we’ve already done exactly that in some of our other guides. 

We have a guide to 10 days in Italy that’s geared towards first-timers that focuses on Rome, Florence, and Venice, and how to make the most out of your time in those places. 

We also have a guide to spending 7 days in Italy , which is a little different because it gives a bunch of different ways to do a weeklong trip to Italy. 

If you’re looking for ideas for a shorter trip, definitely read those. 

When to Visit Italy

Having spent some time in Italy over two consecutive fall seasons, I’m here to tell you that it’s absolutely my favorite time to be in Italy.

Summer is oppressive for two reasons. One, it’s sweltering. My first ever visit to Italy was late July in Rome, and it was miserable. Two, it’s simultaneously crowded and empty. Crowded with tourists, empty of locals (who all go on vacation in August). Not a great combination. It’s also very expensive, relatively speaking.

Fall is more moderate in both respects. By the end of fall – late October and November – it gets a little chilly, especially further north. But, all in all, September and October are an incredibly pleasant time to be in Italy.

Winter is going to be cooler and grayer, but significantly cheaper. The other thing to watch out for is things – bars, restaurants, shops, tours – closing, especially in smaller, more tourist-centric places like the Cinque Terre and beach towns in Sicily.

Spring is just a hair behind fall in terms of the best time to be in Italy, and anytime between Easter and the end of May would also be an excellent balance of weather and crowds. 

Matt is the founder and main writer behind Wheatless Wanderlust, which he started back in 2018 as a way to share his gluten free travel guides with his fellow Celiac travelers.

Since then, Matt and his wife Alysha have visited 18 national parks, spent three months in Europe and six weeks in Colombia, and have explored every corner of the Pacific Northwest, which is where Matt grew up.

He writes super detailed guides to the places they visit, bringing together personal experience and historical context to help YOU plan an amazing trip.

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The Ultimate Italy Road Trip Itineraries: Routes, Sights, Guides, Maps And More

From the stunning scenery of Lake Como and the culture, art and beauty of Florence and Rome, to the epic views along the Amalfi Coast and traditional Italian towns of Puglia, this Italy road trip has it all!

Road tripping past vineyards, dramatic coastlines and historic cities sounds like a pretty perfect holiday doesn’t it? When it comes to European holidays, Italy is always one of my top recommendations. I love the views, the buzz, the people. And don’t get me started on the food – I mean, delicious Italian cuisine for brekky, lunch and dinner? That’s enough of a reason to visit in itself! 

Whether you’re interested in art, architecture, history, food or fashion, a trip to Italy will no doubt appeal. Spend leisurely days floating beneath the Rialto Bridge in Venice on a gondola, window shopping in Milan’s boutiques, standing where gladiators once fought in the Roman Colosseum or staying in a traditional Trulli house in Puglia.

And the best part about an Italy road trip? The freedom! You don’t have to stick to the obvious routes. While I’ve created an Italy itinerary on the maps below, I’d encourage veering off course from time to time. That’s when you’ll find the hidden gems, the towns the tourists don’t know about, and no doubt some delicious Italian food too.

It’s also worth remembering that some of the interior parts of the country are as pretty as the coasts, with vineyards, sunflower fields and gorgeous hilltop towns. Going on a road trip means you’re pretty much guaranteed to see some of the most beautiful landscapes in Italy too.

So, rather than create one epic Italian road trip, I’ve divided it into a northern Italy road trip and a southern Italy road trip. That way you can just pick one and break the country up into manageable chunks. Got a while? Join the two up and continue down the coast from Rome to Milan.

Click through to take a look at each itinerary, and figure out which one is right for you…

The Ultimate Italy Road Trip Itinerary

From driving along the Amalfi Coast and enjoying traditional pasta in Puglia, to enjoying lake views in northern Italy and the incredible canals of Venice, it's time to plan the ultimate Italy road trip! 

The Ultimate Northern Italy Road Trip: Routes, Sights, Guides, Maps And More

From the stunning scenery of Lake Como, dramatic coastlines of Cinque Terre and the canals of Venice, to the culture, art and beauty of Milan, Florence and Rome, it’s time to plan the ultimate northern Italy road trip!

The Ultimate Southern Italy Road Trip: Routes, Sights, Guides, Maps And More

From the vibrant city of Naples and the awe inspiring views of the Amalfi Coast, to the traditional Italian towns of Puglia and Sicily’s beaches, volcanoes and cuisine, it’s time to plan the ultimate southern Italy road trip!

When Is The Best Time To Visit Italy?

Italy has a Mediterranean climate and is a lovely destination to visit all year round.

Temperatures vary by region, but as a quick example, you can expect average temperatures of around 0°C in around Cortina (a ski resort in the mountains) in January, and as high as 37°C in July in cities such as Milan and Venice. Temperatures in the south remain mild in winter, making destinations like Puglia and Sicily great options for a winter holiday.

If you’re wondering when is the best time to visit Italy, I’d suggest planning a trip between April and June, or in September or October, just after the peak summer season.

The weather tends to be consistent in these months, but isn’t too hot. Plus, as you’re missing peak season, you should benefit from lower prices and fewer people.

What to pack for your road trip

If you’re wondering what to pack for your trip, this guide to road trip essentials has you covered. From portable chargers to ways to stay entertained on long journeys, it’ll help you create your road trip packing list.

I hope you’ve enjoyed checking out my Italy road trip itineraries! Let me know where you decide to go and what your highlights are…

Enjoyed this post? Pin it for later… 

Chloe Gunning

With a passion for food, fun and adventure, Chloe is the content creator behind one of the UK's top travel blogs Wanderlust Chloe. From volcano boarding in Nicaragua, to sailing around Sicily and eating her way around Japan, her travels have taken her to some of the coolest spots on the planet. Named Travel Influencer of the Year in 2022, Chloe regularly works with a number of tourism boards, producing inspirational travel content across multiple platforms. Find out more about Chloe here.

2 thoughts on “The Ultimate Italy Road Trip Itineraries: Routes, Sights, Guides, Maps And More”

I am obsessed with Italy! I really want to visit Milan and Lake Como so I think that will be my next trip! xoxo Jess

Hey Jess – that’s a great route to take and super easy! I’ve just got back from Trentino which is also stunning!

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Urban Abroad

Urban Planning and Travel Blog

2 weeks in Italy Itinerary

Travel Blog Last Updated · Jan 10th, 2024 [post_author_posts_link] · [post_comments before=""] -->

With this 2 week Italy itinerary, you can see Italy’s essential landmarks.

The suggested road trip will combine the timeless beauty of cities such as Rome and Florence an experience from north to south the ever-changing landscape of this country.

The itinerary is 2 weeks long (14 days) starting with 2 days in Venice and then moving towards the south.

You will stop for : 1, 2 or 3 days in Bologna, Florence, Rome and Naples!

Then, to top it all off, your Italian escape will end with a couple of days of beach and sun, sipping homemade limoncello on the Amalfi Coast.

You can either rent a car or just take the trains (or buses on some occasions) to move around.

All these stops mentioned are very well-connected by public transport, but we’ll explain more in the next paragraphs.

Table of Contents

2 Week Italy itinerary

Italy has a fascinating Mediterranean vibe that neighboring countries in Europe (and not only in Europe) simply don’t have!

This could be related to the happy geographical position of the peninsula, which made Italy a meeting point of tens of old civilizations.

For this reason, we can get to see:

• Magnificent architecture
• Palaces and churches all around the country
• A diverse urban and natural landscape
• The most authentic Italian dishes

With this 2 week Italy itinerary, we want you to see and experience all of it and get the chance to breathe the ‘dolce vita’ Italian vibe whilst visiting some of the most beautiful cities of the world!

But first, you may be asking yourself…

Is 2 weeks enough for Italy?

In reality, spending 2 weeks in Italy is an ideal length of time to be able to enjoy the best of some popular and iconic spots.

You can easily spend a couple of days in cities such as:

• Venice (our favorite)

Then, if you’re feeling adventurous, you could even add some more off-the-beaten-path stops like Bologna or Verona to your itinerary.

You can easily move around the country by train or even hire a car (for ultimate freedom) as all these cities are well-connected one to the other.

Is Italy Safe?

Italy is a safe country to visit and there’s no reason why you should be concerned by this aspect during your time in the Bel Paese.

According to the Global Peace Index, Italy is the 32nd safest country in the world.

In fact, the crime levels are generally low with moderate rates in some big cities like Naples , Reggio Calabria, Palermo and Catania in Sicily , where the crime episodes happen in confines areas or neighbourhoods.

Are you ready to experience the best of Italy?

2 weeks in Italy Itinerary Map

Below we’ll share a map of Italy to use as part of your trip planning:

Planning A Trip to Italy

Also, read some of our travel tips below to help you with planning your trip.

• You can get around Italy by train as there are good train connections from major cities like Rome, Florence, Naples, Venice, and Milan.
• You’ll find renting a car in Italy is effective for getting to secluded towns and villages but you can always consult the Trenitalia website for timetables and connections between cities before you leave.
• Check the attractions websites included in this 2 weeks in Italy itinerary. Not only to be sure they are open the days you’re planning to visit them but also for museum pass deals that allow you to access more monuments and sites and save some money.
• A 24h ticket for Colosseum, Roman Forum, and Palatine can cost 16,00euro in Rome or the Museum Pass in Venice to get access to the Doge’s Palace and 10 more museums scattered around the lagoon city with 6 months validity costs 36,00euro.
• One insider tip is don’t stop for a meal on the main touristic streets of these cities. The quality of food is always not the best, and by exploring a few meters away from the main landmarks, you can have a more authentic gastronomic experience!
• If you feel comfortable asking locals for suggestions, go for it! If not, you can read TripAdvisor reviews before making your decision.
• Alternatively, you can join a small group tour like with this Naples: Street Food Tour with Local Guide where you can combine a walking tour of the city with a food tasting experience led by a local expert.
• Unless you really want to be in Italy for a festivity or big event, avoid the weeks when these are happening because the flight costs will be higher (as well as the accommodation).
• Aim to book your stay in Italy at least 2 months before leaving to get better deals on your accommodations and trains. We advise booking trains tickets that allow changes and cancellations.
• We recommend carrying a Pacsafe (or an equivalent backpack) when exploring Italy to help conceal any valuables you may want to carry.

Italy itinerary (14 Days)

Now, without further ado, let’s get into this 2 weeks Italy itinerary!

2 days in Venice

Is there a better place to start your 2 weeks in Italy than Venice?

Venice is known for its unique position on the Venetian lagoon, in the Adriatic Sea, and for being built on hundreds of small islands, connected by fascinating bridges.

It’s common to get around by foot but you can’t miss a gondola ride or take a ferry to the other islands of the lagoon such as Murano and Burano.

Among the most beautiful landmarks, do not forget to pay a visit to the S. Marco Basilica, Doge’s Palace, and S. Mark’s Square!

If you have the chance, get to the top of the Campanile too, to get breathtaking eye-bird views of Venice and the lagoon and to Rialto Bridge for an unforgettable sunset on the Grand Canal.

Since there are many spots to visit in Venice, one of the popular highlight tours are a great activity to take on – you can see the city’s major highlights with pre-reserved tickets to avoid any hassle.

Venice is much more than these popular places though, and we invite to literally get lost in its narrow streets and ‘piazzas’ (you will find that your GPS won’t work properly on these streets anyway!).

It’s here that you’ll find the best ‘bacaro’ or ‘trattoria’ and experience proper Italian style aperitivo and a meal with fresh and local ingredients!

See all the stops in our Venice itinerary which you can read here:

• St. Mark’s Square + Basilica + Campanile
• Doge’s Palace + Bridge of Sighs
• Grand Canal sunset view from Rialto Bridge
• Acqua Alta Book Shop
• Basilica Santa Maria della Salute
• Campo San Polo
• Cannaregio District
• Jewish Ghetto

Stay at Duodo Palace , an elegant historical palace near St. Mark’s Square and La Fenice theatre, to enjoy the best of the San Marco neighborhood.

How to get from other destinations to Venice

Venice Marco Polo airport is an international airport that offers 76 flight connections within Europe and with the rest of the world.

There are daily flights from London, Amsterdam, Paris, Berlin, and Frankfurt, just to mention a few cities in Europe.

There are weekly international flights from and to Dubai , Marrakesh, Istanbul and New York City.

There are different options to get from the airport to Venice. By bus with the ATVO express bus that leaves the airport every 30 minutes or the ACTV bus that leaves the airport every 15 minutes (line n.5).

Both of them land in Piazzale Roma. More expensive options include the water bus called Alilaguna and the water taxi.

See our guide on how to get around in Venice for more insider tips!

1 day in Bologna

Bologna is the regional capital of Emilia Romagna and the first stop of your 2 weeks in Italy itinerary.

It’s known for its towers that you can spot all around the historic center.

The incredible porticoes were recently added to the UNESCO World Heritage List and it’s the motherland of tortellini and bolognese sauce.

Bologna can be explored on foot and there are some attractions we advise not missing.

First, the Asinelli and Garisenda towers, the first one is the tallest medieval tower in the world and, you can actually walk to the top.

The Maggiore Square, the heart of the city for the Bolognese people and the 38 kilometers-long porticoes.

For a look at the authentic side of Bologna walk around the market and small shops of the Quadrilatero neighborhood.

Stop by Neptune’s fountain and enjoy a Venetian canal-style view from the small window in Via Piella.

See all the stops in our Bologna itinerary which you can read here:

• Bologna towers: Asinelli and Garisenda
• Piazza Maggiore
• Bologna porticoes
• Quadrilatero neighbourhood
• The Neptune’s Fountain
• Window in Via Piella

If you’ll to stay more than a day in Bologna, why not stay at the Albergo Rossini 1936 , situated in the heart of Bologna? Near the famous towers.

How to get from Venice to bologna

From S. Lucia railway station in Venice, there are daily trains leaving for Bologna Centrale.

Cheaper options include one change whilst for a direct train, just select the Frecciarossa ticket if buying the online ticket, or ask to book a Frecciarossa train when you’re at the counter.

2 days in Florence

Florence is the Italian destination offering the perfect mix of art, culture, and food to the visitors.

The Renaissance city is a must-see in your 2 weeks in Italy itinerary, and one or two days are never enough to find out all the best of Florence.

The heart of Florence is the architectural complex of the Florence Cathedral, one of the largest in the world.

Explore the inside and out part of this cathedral before moving to the Uffizi Museum. A real museum institution attracting visitors from all around the world for its collections.

You can also visit this museum with a skip-the-line small group tour for a convenient and informative visit that will save your precious time.

Proceed by walking around the beautiful Duomo and Signoria Squares, and cross the Ponte Vecchio, the medieval bridge on the Arno river.

Just to mention a few more landmarks you can include in your Florence stop, we suggest the Pitti Palace, the Boboli Gardens, the Church of Santa Maria Novella, and the Church of Santa Croce.

• Florence Cathedral
• Uffizi Museum
• Duomo and Signoria Square
• Ponte Vecchio
• Pitti Palace
• The Boboli Gardens
• Church of Santa Maria Novella
• Church of Santa Croce

Stay at the B&B La Terrazza Sul Duomo , (a few steps from the Santa Maria del Fiore Cathedral) for fabulous city views from the terrace!

How to get from Bologna to Florence

Bologna Centrale station and Florence S. Maria Novella are well-connected too, with tens of train options all day long.

For faster connections, choose Frecciarossa trains, if you want to save some money and you’re not bothered about changing trains, then select any other regional train option.

2 days in Rome

Rome is the capital of Italy and must stop in your 2 weeks in Italy itinerary. Rome is called the Eternal city and the reason why is for its unique blend of ancient and modern architecture.

From the Colosseum and Roman Forum archaeological sites to the St. Peter’s Basilica in Vatican City and the lively atmosphere of Trastevere neighborhood.

These architectures will make you fall in love with Rome and even more when you try a street food tour with a guide – a perfect way to cap a day filled with visits on tourist spots.

Try to spend at least 3 days in Rome to have enough time to visit both the most important attractions and lesser-known but worth a visit places.

Apart from the above-mentioned landmarks, you can also visit the Navona Square and the Square of Spain with the Spanish steps, the Trevi fountain, the Pantheon, and People’s Square.

See all the stops in our Rome itinerary which you can read here:

• The Roman Forum
• Navona Square
• Trevi Fountain
• Square of Spain
• Vatican City
• Mausoleum of Hadrian
• Mouth of Truth
• Trastevere neighbourhood
• People’s Square
• Pyramid of Caius Cestius
• The non-Catholic cemetery of Rome
• The Orange Trees Garden and the Small Keyhole
• The Catacombs

Dreaming of a stay close to the world’s most famous fountain? Stay at Trevi Chic House to stay seconds away from the top attractions in Rome.

How to get from Florence to Rome

Most of the trains leaving Florence S. Maria Novella station are arriving at Roma Termini station.

So that’s the station to look for when checking your train choices. You can select Frecciarossa and Frecciargento train routes for direct trains.

2 days in Naples

It is no secret that Naples is the ultimate pizza lover’s destination!

But is that all? We don’t think so…

In Naples, there’s much more than pizza, rum babà, and sfogliatelle, all delicious food to taste at least once in life.

Spend at least 2 days in the city to admire the beauty of Plebiscito Square and the nearby Neoclassical-style S. Carlo Theatre.

You can also walk down the fabulous architecture of the Umberto I Gallery and visit the National Archaeological Museum to get an idea of how was life in the Vesuvius area around 79 AD.

There are some fascinating corners and places in the city to not miss, first: Spaccanapoli, the street which divides Naples into two and where you’ll find the best street food.

Be sure to check out Underground Naples with this guided tour , the S. Chiara monastery and cloister plus the San Severo chapel.

Finish one of your days with a romantic walk along Caracciolo promenade to enjoy a stunning view of the Gulf of Naples.

See all the stops in our Naples itinerary which you can read here:

• Plebiscito Square
• Umberto I Gallery
• National Archeological Museum
• Via Caracciolo and Naples Lungomare
• Castel dell’Ovo
• Spaccanapoli
• Cappella San Severo
• Santa Chiara complex and Majolica Cloister
• Underground Naples
• Castel Sant’Elmo

Book a stay at Le Mummarelle , to admire the Gulf of Naples from your room (only) 400 meters away from Piazza Plebiscito and Castel dell’Ovo.

How to get from Rome to Naples

From Roma Termini there are tens of different train routes you can choose from.

Always consult the Trenitalia.it website to get the most convenient one.

The station you’ll arrive at is called Napoli Centrale. Again the Frecciarossa trains are always the best option but also the most expensive one.

You can find direct trains selecting some Intercity train (IC) routes too, although the ride might be one hour long.

3 days in Sorrento and Amalfi Coast

This 2 week Italy itinerary includes stunning beach destinations like Sorrento and the Amalfi Coast! This is where your Italian escape will end.

A full day tour of Sorrento, Positano and Amalfi is the perfect package to cap off your Italian escapade with comfort and convenience.

Sorrento is a historic coastal town facing the Tyrrhenian Sea and the place where the popular limoncello liquor comes from too.

Stroll around Piazza Tasso (it’s packed with restaurants), visit the Church of San Francesco and admire a sunset over the Gulf of Naples from the Villa Comunale Park.

Sorrento is also well-connected by ferry to Capri if you are already thinking of doing a day trip.

The last stop is the Amalfi Coast. Don’t miss a visit to Positano and Amalfi. Both wedged between high coastal cliffs, they offer a dramatic view over the Mediterranean Sea.

See our Sorrento and Amalfi Coast itinerary for details on the below:

• Day 1 in Sorrento
• Day 2 & 3 in Amalfi Coast

The quaint town is dotted with independent shops, cafés, seafood restaurants, and churches. The best panoramic spot in Positano is near Le Sirenuse Hotel and in Amalfi the Belvedere Cimitero Monumentale .

How to get from Naples to Sorrento

Read our Naples to Sorrento here. From Napoli Centrale station take the Circumvesuviana train to get to Sorrento station. It’s a direct train that takes 50 minutes (express) or an hour and 10 minutes to get to Sorrento.

There are some interesting stops along with the ways such as Pompeii and Ercolano, archeological sites as well as Meta and Vico Equense if you want to spend a day at the beach.

Italy Travel Tips

See our list of travel tips to take with you:

• All the citys and towns we have suggested above are designed for you to be able see some of the Italy’s most popular landmarks.
• Remember to get your FREE travel insurance quote from SafetyWing to receive fully comprehensive support when it comes to unforeseen travel complications.
• If you are traveling alone, be sure to ‘always’ carry your cell phone along with you, if you have one that is. Even if you are just popping out of your hotel to go to the main square.
• Check out the Trenitalia website to see how all of the train stations are connected if you’ll be using public transport.
• Check out all the amazing tours in Italy that you can do whilst exploring the stops suggested in this 2 week itinerary.
• Try to carry cash and items of value with you at all time in a front or inside pocket, you’ll find Pacsafe make some great bags/backpacks for traveling around with valuables.

What to Pack for Italy

If you’re wondering what to pack before leaving for your 2 weeks in Italy, check out this list of items to add to your bag/luggage:

• Passport and visa – The passport is the most important document that you should never forget to carry with you when travelling. If you need a visa in advance depends on the country where you’re coming from, remember to check well in advance.
• European Travel adaptor – These are essential to charge your phone and camera, if you’re arriving from another European country or from elsewhere.
• Euros – We recommend exchanging some money before leaving, they can be quite handy in a country like Italy where it’s still widespread the use of cash.
• Italian phrase book – This can be quite handy to carry with you all the times, if you need to ask for directions or help in Italian.
• International driving permit – If you’re planning to rent a car in Italy , and you come from outside Europe, you need to get an international driving permit before leaving your country.
• Eco water bottle – A refillable water bottle that can keep your water fresh is a great item to put in your bag. There are many cities where you can find fountains with drinking water such as Rome or Venice!

Best time to visit Italy

The best time of the year to visit Italy is between April and October to enjoy pleasant and mild temperatures. For us, Italy in April is the perfect time.

Bear in mind that summer in Italy (July and August) can be very hot, so ideally avoid these two months.

We recommend avoiding August more than any other month because most of the Italian (and European) people are on holiday.

This means higher prices of flights, trains, accommodations, and in general busier streets and attractions.

The cities can be visited all year round but avoid cities in the north of Italy during wintertime if you’re looking for mild temperatures.

Here, winter can be quite cold, with a higher chance of rain and foggy days. Avoid visiting Venice during the months of November and December because of the high tide (which can be up to 1.5 meters).

Now you should have a solid idea of how to spend 2 weeks in Italy and get fully acquainted with this beautiful country.

Got some time to learn more about Italy before you embark on your travels? See these books about Italy that should give you a deeper insight into the culture and customs of life in Italy.

This post contains affiliate links, meaning, if you click through and make a purchase or sign up for a program, we may earn a commission. This is at no additional cost to you.

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15 Incredible Italy Road Trip Itineraries (with Driving Tips)

By: Author Kate O'Malley

Posted on Last updated: June 3, 2023

Home >> Europe >> Italy Travel Guide >> 15 Incredible Italy Road Trip Itineraries (with Driving Tips)

A road trip through Italy is the trip of a lifetime. We have enjoyed numerous Italian road trips and never tire of exploring one of Europe’s most charismatic countries by car.

Italy offers glorious road trip possibilities with beautiful historic cities, stunning countryside, majestic lakes and mountain regions, and quaint coastal towns and islands. And, of course, such varied regional cultures and cuisines to explore.

Whether it’s an extended road trip from north to south or one region of Italy, we’ve rounded up some fabulous itineraries for each area – from a few days to four weeks to help you plan the perfect Italian road trip.

Table of Contents

Tips for Renting a Car and Driving in Italy

• Always take photos when you pick up your rental and when returning it. Some agencies may try to accuse you of damaging the vehicle after you have returned it.
• Read your rental contract, and be aware of the excess fees and type of insurance.
• If possible, rent a small car . Streets can be narrow in small towns, and parking garages in cities and larger towns can be very tight.
• Collecting your rental car from an airport is always less stressful than in a city.
• Download the Parclick App to pre-reserve parking all over Italy (and Europe). It can save you up to 50% on parking fees . Select the garage that suits you, book for the required days, and show your reservation (or use the license plate recognition) on arrival. You can come and go from the garage as much as you like during your booked time. We have used it all over Europe and saved ourselves so much stress and money when parking in cities and larger towns.
• Be careful not to drive into any restricted zones in historical centers . They are called ZTL zones (Limited Traffic Zones) and are monitored with cameras. You can check for the zones online before arriving in a city. Unauthorized vehicles will automatically be issued hefty fines.
• When it comes to speed limits in Italy, while many people don’t seem to respect them, you can get hefty fines if caught on camera, and there are a lot of speed cameras in Italy.
• The same goes for parking. It can be difficult to work out where you can or can’t park sometimes but never risk it – In Italy; you will either get a huge fine or worse – they just tow you away. Always look for the ticket machine or park in a paid garage.

Find the Best Car Rental Deals for Italy

When we travel, we always use Discover Cars for car rental as they aggregate the best local deals, have no hidden fees, and offer free cancellation.

Tip:  Always check if you have car rental insurance included on your travel insurance or with your credit card company before paying any additional to the rental car company. 

Search for the Best Car Rental Deals in Italy .

16 Fabulous Italian Road Trip Ideas

Northern italy to southern italy-south tyrol to bari.

• Recommended Duration : 3-4 Weeks
• Distance : Over 1400 Kilometres
• Destinations : South Tyrol – Venice – Bologna – Brisighella – San Marino – Perugia – Sorrento – Amalfi Coast – Naples – Capri – Pompeii – Ischia – Matera – Bari

For the ultimate Italy road trip, head from north to south. This Italian road trip itinerary starts at the border with Austria, visiting South Tyrol and ending in Bari in the south, where it is possible to head over to Croatia if you choose.

Covering over 1400 kilometers and traveling through many regions of Italy, you need to allow 3-4 weeks for the optimal experience.

The best time of year is spring – May/June and autumn – September/October for great weather without the summer crowds. However, this itinerary is great at any time – winter is especially good in South Tyrol for skiers.

Suggested Itinerary

• Start in South Tyrol for stunning mountain scenery and a mixture of Austrian and Italian culture. The German-speaking towns add a very different feel to this slice of Italy. Hike Lago do Baies to see the best of this area.
• Next, head to Venice for the quintessential Italian bucket list experience. Take a gondola ride, walk over the Rialto Bridge, and experience the unique ambiance of Venice. We have a fabulous Venice itinerary if you can allow at least a few days in the magical city.
• On your way south, stop in at Bologna . Bologna is renowned for its fantastic food, so indulge in the region’s typical dishes while exploring the atmospheric Old Town.
• Brisighella is the perfect rural stop to enjoy the Italian countryside. This gorgeous town has the must-visit Rocco Manfrediana fortress.
• Pop out of Italy for a moment with a stop on your way south at San Marino . One of the world’s ten smallest countries at 61 sq km, this tiny republic is the world’s oldest surviving sovereign state with glorious views and a beautifully preserved medieval walled town.
• Soak in the history of Perugia. The center is gorgeous, with interesting museums and many historic churches.
• Next up is Rome . There is so much to do in Rome (we have a great 3-Day Rome Itinerary to help you plan your stay). From the Colosseum, Pantheon, Trevi Fountain, and Vatican City , Rome is a highlight on any Italian itinerary. If you need a budget-friendly Rome itinerary, there are many great things to do in Rome for free .
• It’s now time for southern Italy with a week in the Sorrento/Amalfi coast area – one of the most romantic places in Italy for couples . Make a day trip to Naples and Capri , explore the towns of the Amalfi coast by sea, and head to Pompeii and Ischia . There is so much to do in this region, so spend as much time as you can spare. For those that like walking and hiking, see our Amalfi Coast hiking guide .
• Finish up with a final stop at Matera before getting to Bari . Matera is famous for its cave dwellings which have been inhabited for 9,000 years. It’s amazing to walk around.

Recommended by Sharon Gourlay – Dive Into Germany

Northern Italy Road Trip Itineraries

Road trip through piedmont italy.

• Recommended Duration : 7-10 days
• Distance : 290 Kilometres
• Destinations : Turin – Bra – Barolo – Alba – Asti – Biella – The Sanctuary of Oropa

The  Piedmont region of Italy  is situated in northwest Italy, bordering France and Switzerland. Backdropped by the majestic Swiss Alps, its rolling hills and vineyards eventually give way south to the Ligurian sea.

Piedmont has everything a traveler could want, from welcoming small towns, unique cuisine, and amazing wine, the most famous of which is Barolo, the King of wine.

Highlights of the Trip:

• Turin, the Imperial capital of Piedmont
• Bra – Birthplace of the Slow Food movement
• Barolo – Taste Barolo wine and local cuisine
• Alba – Home of the rare white truffle
• Asti – Much more than Spumante wine
• Biella – Famous wool town supplying the fashion capital of Milan
• The Sanctuary of Oropa
• Start your 290 km road trip in Turin , a large but walkable city with dozens of Savoy Royal Palaces to tour, loads of historical attractions, decadent chocolate, and the outstanding Egyptian Museum.
• Drive 74 km south of Turin to Monforte d’Alba , a hilltop town with many enotecas, restaurants, and historic sites. It’s a perfect base to explore the surrounding wine towns of Bra, Barolo, and Alba .
• Spend a day in Asti drinking the sweet Moscato wines for which the town is named, then head north to Biella , 125 km north of Asti.
• Biella is known for producing wool and exquisite cashmere, surrounded by rambling rivers and mountain scenery. Be sure and visit the Sanctuary of Oropa , one of the many sacred mountains in the region.
• Sixty kilometers north of Biella on the eastern shore of Lake Orta is the quaint medieval village of Orta San Giulio and a great place to end your road trip. Tour the Sacre Monte of Orta and Isola San Giulio just offshore. You can stay at the centrally located Hotel Rocco San Giulio and walk anywhere in town.

Travel to Piedmont in late Spring through Fall to avoid wintery road conditions.

Recommended by Lori Sorrentino – Travlinmad

Northern Italy’s lakes

• Recommended Duration : 10 days or more
• Distance : 700 Kilometres. Circular route starting and finishing in Milan.
• Destinations : Milan – Lake Garda – Lake Como -Lake Maggiore – Cannobio – Lake Orta

An easy circular route from Milan’s airport,  a road trip through northern Italy’s lakes  is a must-try bucket list experience. You’ll cover approximately 700 km in one week, though extending the itinerary to 10 days or more is easy.

• The first four days must be dedicated to Lake Garda , the largest lake in Italy. Boasting enchanting coastal towns and beautiful natural scenery, you’ll want to stay forever.

Focus each day on another part of the lake – visit the unique Lemon orchard of Limonaia del Castèl in Limone sul Garda, take a morning stroll around the turquoise Lake Tenno, roam the colorful Malcesine, enjoy wine tasting near Bardolino, climb the Scaligero Castle in Sirmione.

• Continue to the luxurious Lake Como for one day. Visit the picturesque towns of Varenna and Bellagio and the stunning Gardens of Villa Melzi.
• Next, spend a day on the lovely Lake Maggiore . Base yourself in the city of Stresa , and opt for a boat tour to the nearby Borromean Islands, one of the most beautiful islands in Italy . See the picture-perfect centuries-old villas and gardens still owned by the noble Borromeo family.
• Have a relaxed last day with a visit to the serene town of Cannobio and a final cup of coffee in the medieval Orta San Giulio on Lake Orta before returning the car to Milan.

Late spring or early fall are the ideal times for this road trip in terms of weather and crowds. Also, many attractions in the area are only open from April to October.

Recommended by Or – My Path in the World 

Emilia-Romagna, Lombardy, and Piedmont. Bologna to Milan and Turin

• Recommended Duration : 7 -14 days
• Distance : 370 Kilometres.
• Destinations : Bologna – Modena – Parma – Milan – Turin

This fantastic road trip through historic Northern Italy is perfect if you want to taste some of the best ingredients and dishes produced in the country.

The entire distance of this Italian road trip itinerary is only 371 Kilometers, which means you will have plenty of time for small side adventures if you spread it out over two weeks. You could, of course, stay to the major stops and complete it comfortably in a week.

One thing is certain; there is no way you will finish this road trip hungry. You will wish you had just a bit more time to try just one more dish.

• The trip starts in Emilia Romagna, where you will make stops in Bologna, Modena, and Parma for a whirlwind culinary tour of the region. 

Some must-experience stops include learning how Parmigiano Reggiano is made in Parma and tasting 100-year-old Balsamic in Modena . 

Bologna is a highlight of the road trip, with historic sites like the Piazza Maggiore, its Renaissance buildings, the city’s incredible food scene, and charming cafes.

• From Emilia Romagna, head northwest toward the Lombardy region for a stop in Milan , the world’s fashion capital and home to the famous Risotto Milanese. 
• The road trip then continues to the city of Turin in the heart of the Piedmont region . You will want to take some time to go truffle hunting or take a day to taste some Barolo or Barbaresco.

The best time for a road trip through these regions is during truffle season in the late fall – you will experience fewer crowds and accommodation, and car rental prices are lower. It is also a great time of year for food festivals after the harvest season.

Recommended by Gabriel – Chef Travel Guide

Pisa to Genoa

• Recommended Duration : 2-7 days
• Distance : 330 Kilometres.
• Destinations : Pisa – La Spezia – Cinque Terre – Portofino – Genoa

One of Italy’s best coastal road trips is from Pisa to Genoa. This road trip starts in Pisa in the region of Tuscany, tracing the Ligurian Coast to the capital of Liguria, Genoa.

It is possible to complete this road trip in two days, with an overnight stop in one of the Cinque Terre Villages.

However, this itinerary would be lovely spread over a week, allowing for at least one night at each destination between Pisa and Genoa. We have a fantastic two-night Cinque Terre itinerary to help you plan extra time in the famous five villages.

• See the Leaning Tower of Pisa and climb to the top
• Visit the Technical Naval Museum in La Spezia
• Enjoy the viewpoints and  Instagrammable places in Cinque Terre .
• Go to Castello Brown in Portofino
• Taste focaccia in Genoa
• On the first day, you’ll discover Pisa and the remarkable monuments in the so-called “Square of Miracles, including the iconic leaning tower.
• Head to La Spezia , the second largest city in Liguria and the gateway to the famous Five Villages. The pretty coastal city of La Spezia is also home to a major Italian naval base and the Technical Naval Museum.
• Head north to Cinque Terre to stay in one of the five villages for a night or two. Make sure you try tasty bruschetta at Nessun Dorma in Manarola and catch the sunset from one of the villages.
• Visit one of the prettiest fishing towns on the Italian Riviera, where the colorful village clusters around a small harbor. Since the late 19th century, Portofino has attracted European aristocracy and the celebrity jet set to its pristine shores, high-end restaurants, and glitzy boutiques. You never know who you might see in Portofino.
• You can spend an evening (or two) in Portofino or head directly to the final destination, the capital of Liguria, Genoa .

This road trip is best in the shoulder seasons to avoid summer traffic and crowds. However, if you plan to take advantage of the stunning coastal beaches, try for early or late summer. Avoid August if possible.

Recommended by: Dymphe Mensink – Dymabroad

Sanremo to Cinque Terre

• Recommended Duration : 3-5 days
• Distance : 260 Kilometres.

Embark on a memorable Italian road trip from Sanremo to Cinque Terre. Enjoy the breathtaking views of the Italian Riviera as you drive along the Mediterranean Sea. This road trip itinerary can be completed in as little as 2-3 days or stretched over a week.

• Sanremo is a charming and animated town right next to the French border. It’s a perfect starting point for an Italian road trip after exploring the south of France . You will find good restaurants and bars to get a first taste of the culinary talent and kindness of the locals.
• Drive along the Ligurian Coast from Sanremo for two hours until you reach Genoa , the capital of Liguria. Spend the afternoon visiting the Royal Palace Museum, Piazza De Ferrari, or Cattedrale di San Lorenzo.
• For the second day of your road trip, head to the marvelous Portofino, less than one hour from Genoa. You will be mesmerized by the colorful waterfront houses that line the harbor of the beautiful coastal town.
• You can spend the rest of the day (or overnight) in Portofino or head to the world-famous cliff-side fishing villages of Cinque Terre . 
• You should spend at least two days in Cinque Terre to see it all. Explore each colorful village, from Monterosso al Mare to Riomaggiore, making unforgettable holiday memories while savoring some of Italy’s best seafood dishes. 

Recommended by: Soline Le Page – On the Road Diary

Central Italy Road Trip Itineraries

Rome to pisa along the tyrrhenian coast.

• Distance : 350 Kilometres.
• Destinations : Rome – Cerveteri – Santa Severa Beach – The Tarot Garden – Argentario Peninsula – Elba Island – Pisa

A road trip along the Tyrrhenian Coast from Rome to Pisa is especially pleasant in summer. Traveling between the cities along the ancient consular road Aurelia allows you to discover beautiful beaches and small villages off the beaten path.

• Start in Rome, where the city’s historic center is dense with things to see. Aside from the main attractions – the Colosseum and the Trevi Fountain, there are wonderful piazzas, such as Piazza Navona and Piazza del Popolo, to explore.
• From Rome, head to Cerveteri . One of Rome’s most popular day trips , it is home to a UNESCO World Heritage archaeological site, the Etruscan Necropolis of Cerveteri—a fascinating city of the dead with thousands of tombs carved into the rock.
• Santa Severa Beach is the most beautiful beach near Rome. The beach is home to a well-preserved medieval castle and is washed by a clear sea.
• The Tarot Garden is a contemporary art park a few kilometers from the town of Capalbio . The park is home to 22 fascinating sculptures representing the tarot’s major arcana. The creator is French-American contemporary artist Niki De Saint-Phalle .
• Visit the peculiar Argentario Peninsula linked to the mainland by three narrow strips of land. The perimeter of the Argentario peninsula hides small bays bathed by crystal-clear sea, accessible by fairly steep walking paths. Cala Gesso is the most picturesque of these bays.
• Visit the largest island in the Tuscan Archipelago National Park, Elba Island . Take one of the regular ferries from the port of Piombino to explore the island’s unique and glorious beaches, such as Fetovaia Beach, and discover Elba’s rich history and the legacy of its most famous resident, Napolean Bonaparte.
• Finish in Pisa . The small city full of artistic treasures can be toured in a day. Its heart is the Piazza del Duomo, which houses the Leaning Tower, the Cathedral, and the Baptistery.

Tip: Pay attention to the speed limits along Aurelia road, as there are many speed cameras.

Recommended by Lisa –  Travel Connect Experience

Siena Region of Tuscany

• Recommended Duration : 2-3 days
• Distance : 70 Kilometres. Siena and Florence are the possible start and finishing points.
• Destinations : Montalcino – Pienza – Montepulciano – Cortona

One of the quintessential Italian experiences is a Tuscany road trip. The  Tuscan region of Siena  borders the province of Florence in the north, the province of Arezzo to the northeast, Umbria and Lazio to the south, and Pisa to the west. 

You can complete this road trip as a loop, starting and finishing in Siena. Or as this region is one of the most popular and accessible day trips from Florence , you could start or finish in Florence.

• You can start from either Siena or Florence.
• First, head for the tiny hilltop village of Montalcino , famous for its delicious Brunello wine. Visit the wine-tasting room in the fortress of Montalcino, where you can sample most of the local producers in one place. 
• Next, head to Pienza , the hilltop UNESCO-designated town, arriving through the sublime landscape of cypress trees and gently rolling hills. On the way, stop at Cipressi di San Quirico d’Orcia, a scenic viewpoint. Pienza, known for its Pecorino cheese, is a well-preserved Renaissance town that has remained untouched since the 15th century. Linger over a long meal at La Terrazza del Choistro or Osteria Sette di Vino. 
• Visit the pretty village of Montepulciano . Sip on some of the village’s finest wine in one of the cozy wine-tasting cellars dotted throughout the town.
• The last stop is Cortona , the town made famous by the book  Under the Tuscan Sun  by Francis Mayes and the subsequent movie. The town’s buildings span the 11th to 15 centuries.  Grab a gelato from the delicious Gelateria Snoopy and lose yourself in Cortona’s endless winding alleyways and epic views of the Tuscan countryside. 
• Return to either Siena or Florence.

For a relaxing road trip to this part of Tuscany, plan for 2 to 3 days and enjoy a lovely stay at  Siena House , a charming boutique B&B or explore some of Tuscany’s best wine hotels in the region.

Recommended by Renee – Dream Plan Experience 

Tuscany-Round Trip from Florence

• Recommended Duration : 7 days
• Distance : 471 Kilometres. Starting and finishing in Florence
• Destinations : Florence – Lucca – Pisa- Siena – Cortona – Arezzo – Val d’Orcia – Chianti

A road trip through one of Italy’s most famous regions, starting and finishing in one of Italy’s most beautiful cities, Florence.

Spring, summer, and fall are particularly beautiful in Tuscany. The hills will be green in the spring, and poppies will bloom in the countryside. In the summer, sunflower fields are a draw, and the golden, bare rolling hills look stunning after the autumn harvest. 

From a weather perspective, spring and fall offer the most pleasant temperatures, with fewer crowds than in the summer. 

Highlights of a  road trip through Tuscany  include:

• Charming hilltop towns that offer historical landmarks, local cuisine and culture, and charming ambiance.
• See the world-famous art in Florence.
• Wine tasting at some of the renowned wine-growing areas in the region, including Chianti and the Val d’Orcia.
• The opportunity to photograph one of the most picturesque regions in Italy, with its rolling hills, stately cypress rows, and picturesque farmhouses.
• Taste the region’s cuisine with its pasta, cheeses, meats, and the famous  ribollita  soup.
• Driving in a loop, you’ll start and end this Tuscany road trip in Florence. You can find our guide on what to do in Florence here .
• Head west of Florence to the city of Lucca , famous for its well-preserved Renaissance walls encircling the cobbled maze of the historic city center.
• On to Pisa , a small city best known for its leaning tower in the Piazza del Duomo. The so-called “Square of Miracles” is a treasure trove of remarkable landmarks, including the cathedral, baptistery, and the  camposanto (cemetery).
• Make your way south toward the stunning medieval city of Siena to explore the city’s 17 historic districts that extend outward from the unique fan-shaped central square, Piazza del Campo. Visit Palazzo Pubblico, the Gothic town hall, and the 14th-century Torre del Mangia for sweeping views of the city.
• Continue on to the Val d’ Orcia region for stunning landscapes and local wine – Plan some tastings in Montepulciano and Montalcino in the Val d’Orcia, where you can also taste the local pecorino.
• Head east to visit Cortona . The walled hilltop town, one of Tuscany’s prettiest towns, is famous for its beautiful medieval center and the Etruscan museum.
• Continue on to Arezzo in the east, an elegant city with an easy-going atmosphere often bypassed by tourists . Yet, the beautiful city is rich with monuments, parks, archaeological remains, churches, and historic squares.
• Make your last stop in the famed wine region of Chianti just south of Florence before heading back to the city.

If you have more time, you can add many small picturesque towns along the route to your itinerary.

Make sure you book at least one stay at an agriturismo. They capture the region’s essence and allow you to appreciate the countryside.

Recommended by Dhara – It’s Not About the Miles

Chianti Region Tuscany

• Distance : 100-150 Kilometres.
• Destinations : Montefioralle – Monteriggioni – San Gimignano – Radda in Chianti

One of Italy’s finest short road trips is a 2-3 day drive around the Chianti region of Tuscany. Chianti is situated between the tourist hotbed of Florence and the stunning medieval city of Siena .

A road trip between the two cities through Chianti only covers about 100-150 km, but there are so many beautiful places to see along the way that you won’t want to cover more ground. 

A region of rolling hills covered in vineyards and stone masonry villas, Chianti is what many people think of when they imagine Tuscany.

Chianti is mostly known for its wine. The region produces some of the finest wines in the world, especially the local specialty Chianti Classico . Vineyards are scattered throughout the region, mixed in with fairy-tale Tuscan villages and ancient castles.

Plan your road trip to avoid the motorways. While driving the winding back roads, be sure to include the following towns and villages in your itinerary:

• Montefioralle
• Monteriggioni
• San Gimignano
• Radda in Chianti

Most importantly, stop by some of Italy’s best wineries. Just be sure there is a sober driver in the group, as the local wineries can be generous with the pours.

Some of the top picks for Chianti region wineries are:

• Castello di Verrazzano
• Pogglio Amorelli
• Azienda Agricola Campocorto
• Fattoria di Montemaggio

Be sure to contact the wineries before visiting to arrange tours or tastings. Most of the more popular wineries require reservations. For a true Tuscan experience, spend the night at a castle vineyard like Castello Vicchiomaggio . 

A road trip through Chianti will leave you longing for more time in the Tuscan hills.

Recommended by: Chris Heckmann – Around the World with Me

Val d’Orcia Tuscany

• Recommended Duration : 4-7 days
• Distance : 350 Kilometres Starting in Florence or Siena.
• Destinations : Florence or Siena – Pienza – Montepulciano – Monticchiello – Bagni San Filippo thermal baths

The charming  Val d’Orcia in Italy  is a true jewel of Tuscany and a fantastic Italian road trip destination.

Most start their tour in Florence (approximately 1.5 hrs from Val d’Orcia), but you can also start or finish in Sienna (approximately 1.20 hrs from Val d’Orcia). You can plan around 350 kilometers for the entire route and 4-7 days.

On a road trip through Val d’Orcia, you will discover Tuscany you only know from movies. Endless hilly landscapes, breathtaking viewpoints along the panoramic roads, and the typical cypress avenues conjure up a picture-perfect ambiance. 

The stunning landscape dotted with small medieval villages and Renaissance towns is considered so unique it was given UNESCO World Heritage status in 2014.

• Explore the numerous small, charming Renaissance villages, where you can stroll through medieval alleys and discover Tuscany from its most beautiful side.
• Pienza is considered the cradle of the Renaissance. Make sure you try the local pecorino di Pienza cheese.
• The medieval walled town of San Quirico d’Orcia is considered one of the prettiest villages in Tuscany.
• Montepulciano . The stunning medieval hilltop town is a paradise for wine lovers. Make sure to try the delicious local red Vino Nobile di Montepulciano.
• Montalcino is another beautiful town for wine lovers. The town’s vineyards produce some of Italy’s most famous and delicious wines, Rosso di Montalcino and Brunello di Montalcino.
• The beautiful village of Monticchiello, with its famous winding road, becomes an open-air theatre in summer with performances by the local inhabitants.
• For the onward journey, it is best to choose the Strada Provinciale 146 between Pienza and San Quirico , considered one of the most beautiful panoramic roads in the region with its numerous viewpoints.
• visit the Bagni San Filippo thermal baths – beautiful natural hot springs in a peaceful forest setting. The water is loaded with calcium, giving the water a milky blue/white color like milk, and leaves white calcium deposits on the rocks, creating a stunning setting to bathe in.

You will find lots of lovely agrotourism accommodations to stay overnight, which will add to the Tuscan experience. A road trip through Val d’Orcia is a wonderful mix of landscape, culture, and wine, which should not be missed on any trip to Tuscany.

Recommended by Martina – PlacesofJuma

Southern Italy Road Trip Itineraries

Puglia road trip.

• Distance : 580 Kilometres.
• Destinations : Bari – Manopoli and Polignano a Mare – Alberobello – Locorotondo – Ostuni – Lecce

A Puglia road trip is the best way to explore one of Italy’s most charming regions. The ideal time for this road trip is around seven days in spring, early summer, or early autumn.

Visiting Puglia, you can fly into one of two airports, Bari or Brindisi (in the South). Both airports have car rental options to begin your 580 km road trip around Puglia’s best sights.

Suggested Itinerary for Puglia

• It’s worthwhile beginning your Puglia road trip in the historic city of Bari , Puglia’s capital. Bari has beautiful architectural sights, including the Basilica San Nicolo and Bari Cathedral.
• From Bari, head to Manopoli and Polignano a Mare , where you will find the region’s best beaches.
• Head inland to see the famous trulli houses of Alberobello . The white cone-shaped houses of Alberobello are a recognized Unesco World Heritage Site.
• Locorotondo , a picture-perfect town (often missed by tourists), is a real treat. Visit during holidays such as Easter and Christmas when the locals adorn the town in traditional decor.
• The white city of Ostuni is a maze of white-washed buildings, sitting below a hill-topped citadel with ancient fortified walls.
• Before heading back to Bari, if your Puglia road trip itinerary allows, stop at Lecce , known as the ‘Florence of the South,’ with exquisite baroque architecture, including the Piazza del Duomo.
• It’s also worth stopping in Gallipoli : an old fishing village with a stunning port backed by ancient walls and pretty beaches.

Recommended by: Jasmine – The Life of a Social Butterfly

Calabria in the Toe of Italy’s Boot

• Recommended Duration : 7-9 days
• Distance : 153 Kilometres.
• Destinations : Costa degli Dei and Costa Viola – Pizzo – Zambrone – Marinella – Michelino – Tropea – Costa Viola – Bagnara Calabra

Often overlooked by visitors to Italy, Calabria is a fabulous region in Italy’s south. If the idea of visiting picturesque villages perched in the Pennine mountains, the glowing sun, and relaxing at the beach sounds like your type of road trip, Calabria is perfect.

If you find yourself in cities such as  Venice  or Rome, you can take an internal flight to Lamezia Terme Airport. Your road trip will start from here and ends in Scilla.

Taking between seven and nine days, you can drive 153 kilometers down the Costa degli Dei and Costa Viola.

• First, stop in Pizzo , where you can taste the delicious Tartufo (a gelato based dessert).
• Visit the beaches in Zambrone, Marinella, and Michelino, then the last stop along the Coast of the Gods, Tropea. The tourist town of Tropea is worth visiting for its lovely old city set on high cliffs overlooking the sea. Don’t miss trying the typical Calabrian pasta dish, Fileja alla Tropeana, when in Tropea.
• Continue towards the Costa Viola with Bagnara Calabra, known for its long stretch of sandy beach and Scilla.
• In Scilla , you can spend some time snorkeling in some of Italy’s most crystal clear waters and visit Chianalea , the charming fishing village. Make sure you try a swordfish sandwich in Scilla.

The best time of year to be in Calabria is in June or July, right before it gets too busy in August.

This Calabria road trip is an alternative way to explore the Tyrrhenian coast and includes popular places and lesser-known villages.

Recommended by: Maddalena Visentin – Venice Travel Tips

• Recommended Duration : 2 weeks
• Distance : 600 Kilometres.
• Destinations : Cagliari – Villasimius- Cala Goloritze – Gorrupu – Orgosolo – Cala Luna – Cala Brandinchi – Olbia – La Maddalena – Alghero – Bosa

A Mediterranean island road trip through Sardinia offers some of the world’s finest beaches, picturesque hikes, breathtaking natural beauty, and charming towns. 

A trip to Sardinia is an incredible Italian road trip experience.

A suggested 600 km, two-week itinerary would be to start in the capital city of Cagliari and end in Bosa. The best stops are Villasimius, Cala Goloritze, Gorrupu, Orgosolo, Cala Luna, Cala Brandinchi, Olbia, La Maddalena, and Alghero. 

• Once you have explored the capital Cagliari , drive along the coast to Villasimius , where you can enjoy the famous Sardinian beaches.
• Another must-see spot is Cala Goloritze , where a hike leads to one of the island’s most spectacular beaches with crystal-clear water.
• Gorropu , an impressive canyon, is a reminder that Sardinia has more to offer than just beaches. Inland villages such as Orgosolo , known for its street art and political graffiti, also provide a glimpse into the “real Sardinia.” 
• Another highlight includes the stunning La Maddalena Island . While there, visit Caprera Island, Cala Coticcio, the Garibaldi Museum, and Cala Napoletana.
• Finally, back on the mainland, visit the charming city of Alghero, Neptune’s Grotto, and the colorful town of Bosa. 

The best time for a road trip around Sardinia to avoid the crowds and enjoy milder weather is the shoulder season from May to June and September to October. It is still warm enough to go to the beach, but there are fewer crowds to battle – Sardinia is extremely busy in the summer months. See here for more tips on visiting Sardinia .

Recommended by: Rachel – Average Lives

Western Sicily

• Recommended Duration : 10-12 days
• Distance : 580 Kilometres. Starting and finishing in Palermo
• Destinations : Palermo – San Vito Lo Capo – Trapani – Marsala – Caltabellotta – Agrigento – Enna – the Parco delle Madonie.

Sicily is the ideal setting for an Italian road trip. This efficient itinerary starts and ends in Palermo and makes a tidy loop around the western part of the island.

We also have a 10 day Sicily road trip looping the entire island.

Covering both the coast and the lush interior, stops include San Vito Lo Capo, Trapani, Marsala, Caltabellotta, Agrigento, Enna, and the Parco delle Madonie.

This road trip covers a distance of approximately 580 km and requires a minimum of 10-12 days to complete.

The best time of year to explore this part of Italy is early autumn when temperatures are pleasant, the summer crowds have dissipated, and harvest festivities sweep through the vineyards.

• Embarking on a street food tour of Palermo
• Swimming and snorkeling at San Vito Lo Capo
• Exploring the salt flats near Trapani
• Shopping for traditional Sicilian souvenirs at the carpet ateliers in Erice
• Doing a fortified wine tasting in Marsala
• Getting lost in the ancient streets of Caltabellotta
• Visiting the UNESCO World Heritage-listed Valley of the Temples
• Touring the incredible Cathedral of Enna
• Hiking in the Madonie Regional Natural Park
• After a few days in Sicily’s biggest city, pick up your car and depart Palermo . Follow the coastal road to San Vito Lo Capo, where gorgeous white-sand beaches and ultramarine waters await.
• Continue along the coast to Trapani , the ‘City of Salt and Sail’, to explore the crystal pans before continuing to Marsala , a picturesque city of honey-colored stone known for its fortified wines. For a unique experience, tour the cellars at Cantine Florio.
• Detour inland to spend a night in the tiny village of Caltabellotta before making your way down to Agrigento , the departure point for exploring one of Sicily’s most important archaeological sites, the Valley of the Temples.
• Turning inland, make a quick stop in medieval Enna before spending a few nights on the fringe of Madonie Regional Natural Park , where you can enjoy the area’s hiking trails before returning to Palermo.

Recommended by Emily – Wander-Lush

Italy is such an incredible country to explore leisurely by road. With so many incredible and diverse experiences, it’s hard to choose just one Italy road trip itinerary.

Delightfully Italy

The insider's Italy travel guide for independent travelers

Italy in two weeks: the perfect 14 days Italy travel itinerary

Discover Italy in 2 weeks. Visit classical destinations such as Venice, Florence, Tuscany, Rome, Cinque Terre and the Amalfi coast. 

Two weeks in Italy are probably the minimum time needed to give you a fair view and feeling about this wonderful country: you should be able to see many of Italy highlights and spend a decent time in each one of them.

This Italy in 2 weeks itinerary is based on my experience, personal tastes and on a tight 2 weeks schedule (reasonable days in brackets). I’m assuming you will purchase  an “open jaws” ticket (meaning: landing and departing in two different airports),  to save valuable time. A round trip would imply at least half a day more.

I tried to use train / public transportation as far as possible, and showed (in brackets) average transfer times.

However, you may wish to rent a car, especially to explore Tuscany at your own pace, and to discover beautiful hamlets off the beaten path. If this is the case, I recommend you have a look at   www.rentalcar.com , and book your car as early as possible , to ensure availability and to get the best rates. It’s an aggregator, and allows you to compare offers from the main car rental companies.

These are just ideas, with optimized logistics. Days to be spent in the different places can be modified based on your tastes and interests. Feel free to mix everything up, it’s your Italy in 2 weeks very personal trip!

Would you like some help on your Italian trip planning? Then have a look at my Italy Travel Consultant page!

Destination 1:   Venice  – (2-3 days)

Ferry Boat in Venice + a lot of walking (and maybe a romantic gondola ride  ). Of course Rialto, San Marco and Palazzo dei Dogi, but also fancy Museums like Punta della Dogana . If you are travelling with kids, have  a look at a  child oriented itinerary . On the third day visit Murano, Burano and Torcello (1 day, by ferry).

Venice main highlights, and especially San Marco church, suffer from very long queues. To skip the line and to know more about its masterpieces, a guided tour could be a clever option. Click here for a good San Marco guided tour .

Where to stay in Venice:

• The Foscari Palace : enjoy a room on the Canal Grande, just in front of Rialto market
• The Hotel Pausania : a charming hotel in the off the beaten path Dorsoduro Neighborhood.

Want more choice? Click here to find the best places to stay in Venice

Destination 2: Florence (1-2 days)

The length of your stay in Florence will depend on how much time you wantto dedicate to Florence Museums.

Key highlights are Uffizi, Michelangelo’s David (in Galleria dell’Accademia, the one in front of Palazzo Vecchio is a copy) , Palazzo Vecchio, Santa Croce, San Miniato, piazzale Michelangiolo, Via Tornabuoni, Palazzo Pitti, Boboli, Fiesole (20-30’ out of town). Have a look here for a one day walking itinerary. 

You may consider a guided tour, to better appreciate Florence history and culture. If you would be interested in taking a g uided tour, or to skip the line in the main museums , just follow the link.

Where to stay in Florence:

The Grand Hotel Cavour : lots of atmosphere and history for this fascinating hotel located between Santa Maria del Fiore and Palazzo Vecchio. The roof bar will seduce you with its fantastic views over the Santa Maria del Fiore cathedral.

Want more choice? Click here to find the best places to stay in Florence

Destination 3:  Florence >> Pisa  (Lucca) >> Cinque Terre (1 day) .

It takes a little less than 3 hours to go by train from Florence to the Cinque Terre area, via Pisa. Lucca is half an hour from Pisa by train. If you decide to visit also Lucca, you could consider spending the night in one of the two towns (I personally prefer Lucca).

Destination 4:  Cinque Terre .

It’s worth spending 1-2 days at Cinque Terre, but should also visit Portofino and San Fruttuoso (convenient boat services/tour available). Sestri Levante, lovely little town located between Portofino and the Cinque Terre could be a good Base. Don’t use a car, parking is a nightmare. (2 days).

Destination 5: Cinque Terre – Siena / Tuscany country side .

Here you could consider renting a car,  to provide you with all the freedom you want to explore this fascinating countryside. Tuscany country side >>> Rome. Chianti, Monteriggioni, Siena, Montalcino, Val d’Orcia, Pienza, Montepulciano >>> Rome. (1-2 days, even more if you like the countryside and the good food).

This itinerary assumes you rent a car, by far my suggested option. In case you didn’t feel comfortable driving on Tuscany country roads, then you can use Florence as a hub and join Tuscany country side guided tours. Here are my recommended ones .

Where to stay in Tuscany: Monteriggioni (Siena)

• The Hotel Monteriggioni : a charming and romantic hotel, located in a fortified medieval village
• The Castel Pietraio , a true medieval castle, now four star hotel, to treat yourself like a king

Destination 6:   Rome (3-4 days or more) .

You don’t want to have a car in Rome; walk + hop on – hop off buses ( follow this link to reserve on line, no need to print the receipt ). Bicycles or scooters, if you dare, are fantastic solutions!  Spanish steps , Piazza Navona, Panteon, Fontana di Trevi, Campo dei Fiori, Old Ghetto,  Trastevere . St Peter (consider  climbing on the Cupola ) + Vatican Museum ( RESERVE! queues are terrible – click here if you wish to reserve your visit with Ticketbar ).

Mercati di Traiano, Fori Imperiali (including Orti Farnesiani), Colosseum, Palatino are unmissable destinations, and for this reason may be crowded. Purchasing the ticket in advance is a clever way to skip the line and to save time .

Don’t miss Trastevere + Isola Tiberina (very lively area in summer time, funny & crowded). Appia antica + Catacombs (best by bike, you can rent one in via Appia),  medieval Rome and its underground treasures .   If you are a running fanatic, don’t miss Villa Borghese and the awesome  Borghese Gallery .   Villa Adriana and Villa D’Este , both in Tivoli (30 km from Rome) make a pleasant day trip out of town .

Where to stay in Rome:

• The  Hotel la Lumiere , a delightful hotel hidden a few blocks away from the Spanish steps, in posh via Condotti. Great roof top, have your breakfast while admiring Rome century old roofs!

Want more choice? Click here to find the best places to stay in Rome

Destination 7: Rome >>Naples/Sorrento (2/3 days) .

You can sleep in Naples or, better, in Sorrento. Visit Pompei, Sorrento, Positano , Ravello, Capri. Naples is also worth a visit. You can use public transports: boat service between Sorrento and Positano is very convenient, while buses, especially to Ravello, could be extremely crowded (consider sharing a taxi with fellow travelers). Renting a car could be an option in high season, but car parks are very expensive (and driving on the costiera is an experience on its own!).

Looking for a hotel? Click here to find the best places to stay in Sorrento

For more info about Amalfi coast visit my posts: Capri: breathtaking Faraglioni and Natural Arch walking tour and Best of Amalfi coast

Enjoy your Italy in two weeks itinerary!

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27 Replies to “Italy in two weeks: the perfect 14 days Italy travel itinerary”

Thank you for the post and a wonderful blog! I am using your itinerary for our first trip to Italy.

Tks Phoenx, enjoy Italy!

I must state that yours is a very well written blog. We spent two weeks in Italy’16 and very much followed an itinerary similar to what you have proposed. However we added Milan as our flight out was from there. We did not include CT as we had read that cramming CT to a 2 week trip in Italy would have been rather hectic. We are middle aged and wanted to take things rather laid back. Mine was a complete DIY trip and I thought I should share my experience with other first- time would be travellers to Italy. So I have started a very hands- on kind of travel blog which is almost 75% complete.diytravelexperiences.wordpress.com. Glad if you can critique the same and hope that others will visit my blog and benefit. Regards. Dhiraj

Hi, nice blog. I particularly liked the hands on tips and the “myths about Italy”!

Hi grateful for visiting my blog and thanks a ton for your comments. Good luck. Regards. Dhiraj

Hi- we are taking our 2 boys in 2018. My favorite is Venice and my husband loves the Amalfi coast. Is this doable in 2 weeks adding CT, Pisa, Pomeii and Rome?

How old are your boys? Children have their own pace, and need time to relax and play, on top of visiting. By the way, you are not mentioning Florence and Tuscany, unless you have already seen them you may probably wish to spend some time there. So, coming back to your question: yes, you can do it: Day 1: getting to Venice, check in, relax Day 2-3: Venice and the lagoon (Murano, Burano) Day 4: Venice >> CT (this will take close to one day, change train in Milan) Day: 5-6 CT Day 7: CT >> Pisa (visit the leaning tower, reserve in advance!!!) Sleep in Florence Day 8: Florence >> Rome (1,5 hours) >> Check in, city center walk (look for my post for detailed itinerary) Day 9-10: Explore Rome Day 11> Rome – Sorrento Check in, relax (yu may squeeze Pompei in day 11 if you leave early) Day 12: Visit Pompei (or Capri if you already seen Pompei on day 11) Day 13: Visit Amalfi coast: Positano, Ravello, Amalfi (renting a car could be a good idea) Day 14: Back to Rome & fly home

In my opinion, this is doable if your children are at least 8-9 and used to travel, otherwise too tiring.

Hi, thank you so much for this. It looks like your first flight coming in drops you off in Venice, but tell me at what point do you take another flight other than back home, is there one needed at all other than home?

Hi Arlene, you don’t need any additional plane for this itinerary, you can just use trains. I’m available in case you need any help for your Italy trip planning. You can also follow delightfully Italy Facebook page for additional travel inspiration https://www.facebook.com/delightfullyitaly/

Enjoy Italy!

Hi, we are headed back to Italy for our second trip. We will have 2 weeks and starting from London. We would like to spend a few days in Amalfi Coast and also Tuscany. Maybe Milan, CT, Lake Como, Naples. Not sure how to plan this. We will not be going to Venice or Pompeii or Pisa as we already did this. Would appreciate any help.

Sure Lydia, with pleasure. I will send you an e-mail with some suggestions.

Would love to see this itinerary!

Hello. We are planning trip to Italy beginning of June this year. I was thinking 2 weeks and would like to visit the following places Venice, Milan, Florence, Amalfi Coast, CT, Pompeii and Vatican. Is this doable in 2 weeks. I am flying from Tampa, FL and was thinking of arriving in Milan or Venice and then come back home from Rome or Naples. Or do it the other way around arrive to Naples or Rome and come back from Venice or Milan. Any thoughts?

Hi Ana, would fly to Venice and come back from Rome, or the other way round, depending on the air rates. Will send you additional details on your mail.

thank you for your blog it is very helpful. few questions, what is the best way for transportation between the 7 destinations? is renting a car for the whole trip possible or you recommend taking the train? also flying back the last day from Naples or Rome what you suggest. thank you!

Hi, I recommend to use the train, and hire a car only to visit specific areas such as Tuscany. The reason is taht trains are much faster and taht you are not allowed to use private cars in city centers such as Rome or Florence (and of course you don’t need a car in Venice!). If you can find a suitable flight from Naples (meaning: good time slot and not too expensive) then a flight from Naples makes a lot of sense.

Hi Jean, thank you for the blog – very helpful!! Would love to get your recommendation on a 14 day travel with 2 kids, 3 & 11 in July. We love the beaches and would like to visit few historical sites. We are flying into Milan. I was thinking about renting a car, driving down to CT, Pisa, Florence, train to Rome/Naples/Amalfi Coast. Any recommendations? Kids love train rides. I thought a car would be convenient to do things at your own pace. Thanks!

Hi Brian, thanks for your appreciation! I’ll send you a separate mail with my views and suggestions

Hi Jean, I wish to also have the same trip plan exactly like Brian. Flying into Milan and flying out from Rome for a 14 days travel, but in December. Appreciate your advice as well. Thanks.

Hi, I just answered to Brian specific points, I didn’t design a bespoke plan. For a 2 weeks itinerary you can get inspiration from my “Italy in 2 weeks” post or subscribe to my Italy Trip Planning” service.

Hi Jean love your Blog , I’m flying in to Rome with my Husband and meeting my Brothers . We have 4 days booked in Rome and then 10 days who knows , I really like to be organised my Brothers want to wing it . What’s your thoughts on this and best places to go .. thank you Karen

Hi Karen, the needed level of organization and pre-booking depends on three factors: A) when you are planning your trip: if you are planning to come in low season (ie, winter), not much need to plan ahead, in July and August you may hardly find decent accommodation and trains availability B) Were you are planning to stay, mainstream destinations: Venice, Rome, Florence, Cinque Terre, Amalfi coast get overbooked long ahead, while off the beaten regions (Apulia,marche, …) are less crowded C) Your visiting ambitions: if you want to limit your visit, say, to Rome, Tuscany and Umbria, then you have a reasonable amount of time to decide day by day where to go and stay, also based on availability. On the other side, if your plan is to squeeze the mainstream destinations in 14 days (Rome, Amalfi Coast, Florence, Tuscany, Cinque Terre, Venice, …), then you need to design an optimized itinarary and make sure the logistics is fixed much ahead.

Hope this is useful. Enjoy your visit and don’t hesitate to contact me should you need some help on your trip planning.

We are planing for three weeks in Italy in either may or September. Starting in Milan and ending in Sorrento and fly to back to the US from either Naples or Rome . the second week of our trip we plan on staying in Greve in Tuscany for a week and travel from there. Any suggestions.. Thanks.

Hi Mike, I would rather choose September, weather should be nicer and it’s a better period to visit the vineyards. Milano deserves 1, max 2 days, from tehre you can get to Como Lake in one hour by train (train to Varenna, then ferry to Bellagio) You may want to have a look at my post about Chianti, there’s lots of information about what to do, where to sleep…and where to wine taste! Once you are finished with Tuscany, take a high speed train to Naples, and start your Amalfi coast exploration from there. Try to dedicate one day to visit Naples, it really deserves it. Do spend a night in Capri (avoiding the week end), it’s a magical place and for a real off the beaten path experience the island of Procida will seduce you (no tourists there, just colored housed and a lost in time feeling). Even though Sorrento is a perfect hub to visit the area, in my view it’s not the most beautiful place to stay, I would rather select Positano.

These are the first things that come to my mind. If you wish help on your Italy trip planning (select best accommodations, optimize logistics, select the unmissable experiences) don’t hesitate to contact me, I’ll be more than happy to help.

Thank you for your quick response. We travel to Italy almost every year and rent an apartment in a small town just south of Florence. (Qurco)..The name of the place is Le Torri. This coming trip we are going to rent a car and drive from Milan down south and visit friends in Rome and Lake Bomba In Abruso.. then on to Sant Agata del golfi near Sorrento. then depart either from Naples or Rome depending on the flights. I would like to know if you know a good route and any good bed and breakfast places on the way. We come there to visit the people and and and enjoy your beautiful country and try not to stay at large hotels. Thanks again. Mike

Thanks for a great itinerary, am using it as a foundation for our first trip to Italy!

Hi Douglas, apologies for the late reply. I’m glad you liked my suggested itinerary. In case you need any further help for your trip planning don’t hesitate to contact me.

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The Ultimate Northern Italy Road Trip Itinerary for 2 Weeks

A Northern Italy road trip means enchanting lakes, astonishing mountains, and romantic cities. Along the way, you will experience delectable Italian gastronomy, adrenaline-pumping hikes, and fascinating museums and art galleries.

There is so much to take into account when planning the perfect Northern Italy itinerary so my travel guide is here to help you get started.

In this 2 weeks in Northern Italy article, you will find all the necessary information about where to visit, where to stay and what to do, along with many useful travel tips and information about the region. Let’s dive right in, shall we?

* Disclosure: This post contains a few affiliate links, which means I may receive a small commission, at no cost to you, if you make a purchase through my link. *

Table of Contents

Overview of Your Northern Italy Road Trip Itinerary

Rather than proposing what to do each day of your 2 week Italy road trip, I have split your itinerary into 6 sections that cover a different region.

Each segment contains useful information about how to get there, where to stay and where to eat as well as the best things to do in that specific area.

Breakdown of your 2 weeks in Northern Italy

• Milan: 2 days
• Lake Como: 2 days
• Lake Garda: 2 days
• Verona: 1 day
• Dolomites: 5 days
• Venice: 2 days

You can choose whether you start in Milan and end in Venice, or go in reverse. This Northern Italy road trip itinerary works either way!

Map for your Northern Italy road trip

Below you can find a customized map that includes all the locations you’re going to visit on this Northern Italy road trip itinerary.

I marked the different parts of the road trip with different colors so you can easily see which places you’re going to visit in each area.

How to use this map: This map is fully interactive, so you can move around, zoom in/zoom out, and click on the icons. If you want to see a larger map, click on the bracket in the upper right corner. To see more details and the different layers, click on the tab in the upper left corner. If you want to save it for later, click on the star icon next to the name of the map. Then simply open Google Maps either on your desktop or phone, go to ‘Saved’/’Maps’, and open the map whenever you need it.

Milan (2 Days)

Milan is the Italian equivalent of Paris with its hundreds of boutiques, splendid landmarks, and fashion-centric identity.

The city was subject to devastation during World War II although fortunately the monuments such as the Duomo di Milan were salvaged and resurrected. That being said, Milan has the most modern vibe of the cities featured on this Northern Italy road trip.

Although it’s a huge city, most of the tourist attractions are centrally located so 2 days in Milan is sufficient time for getting to know the city. 

Best things to do in Milan

Duomo di milano .

The most iconic landmark in the city, the Duomo di Milano (Cathedral of Milan) is the perfect place to start your 2 weeks in Northern Italy.

You can admire the gothic architecture from the outside and visit the rooftop for panoramic city views. I strongly recommend doing both!

Make sure to book your tickets in advance to skip the line . Trust me, you’ll thank me later!

Piazza del Duomo

The Cathedral Square is the center of Milan and is a great place to hang out with an espresso or gelato while you take in the sights and observe stylish Milan locals going about their day.

Galleria Vittorio Emanuele II 

The Galleria Vittorio Emanuele II is the oldest shopping mall in Italy. You can browse luxury stores in this elegant 19th-century arcade or just visit to take photos.

It’s beautiful at night when it’s illuminated by street lights and if you want to have it all to yourself, make sure to be there before 8 am.

The Last Supper

Did you know that one of the most famous paintings in the world is located in Milan? Leonardo Da Vinci’s The Last Supper is housed in the 15th-century basilica, Santa Maria Delle Grazie.

Tickets are usually sold out months in advance so it’s important to book a ticket online the moment you know the exact dates of your Northern Italy road trip!

Castello Sforzesco

Built in the 15th century by Francesco Sforza (the Duke of Milan), the Castello Sforzesco is wonderfully preserved and it’s one of the most beautiful castles in Europe to this day.

The castle is free to visit and you can visit the current art exhibition at the museum for a minimal fee.

Royal Palace

This impressive 18th-century palace was formerly a governmental seat but now it hosts historic artworks in an opulent setting. It’s worth coinciding a visit with the Modern Art Gallery to note how styles have evolved. 

San Siro (AC Milan) Stadium

Perhaps not for everyone but if you are a football fan you might want to book a tour of the AC Milan Stadium and Museum.

The museum houses historic and contemporary memorabilia while the tour includes the VIP stand, interview room, and dressing rooms. 

Navigli 

This bohemian neighborhood features funky canalside trattorias and floating bars.

After lots of art and landmarks, it makes a nice change to your Milan itinerary and is a great place to spend an afternoon pottering around flea markets and vintage stores or an evening of laid-back drinks. 

Where to eat in Milan

• Caffè Vergnano 1882 : Situated within walking distance to the Duomo, this is a great place to grab a morning pastry and fresh brew before you dive into a day of sightseeing.  
• B : B operates a restaurant and a cafe within walking distance of one another. Both are set within chic interiors and give you the chance to enjoy authentic Italian. Visit B for artistic fine dining and wine and B Cafe for gourmet sandwiches and cocktails.
• Macha Cafe : Because you’re going to be eating a lot of Northern Italian dishes over the next few days, spice things up with some fresh Japanese food. Sushi, poke bowls and stacked pancakes served with matcha are on the menu at this cute string of restaurants. 
• Rita : One of the coolest bars in Milan, this canalside bar mixes innovative cocktails and serves a mix of comforting Italian dishes 
• Pavé : If you love the combination of delicious pastries with a heavenly cappuccino, drop by this cute cafe for a hearty breakfast or a quick afternoon snack. Each product is carefully crafted and beautifully presented so it’s a real feast for the eyes and the soul as well!

Where to stay in Milan

As you are only spending 2 days in Milan, I recommend that you stay centrally, especially if this is your first time in the city.

The Centro Storico is the heart of the city and this is where you can discover all of the major cultural attractions as well as shops and places to eat. More affordable accommodation is located on the outer rim of the historic center, in Brera and Navigli.

Milan’s center is fairly walkable and has good public transportation so it’s enough to pick up your rental car before leaving. This way you can save some money on the rental time as well as on parking. 

If you want to read more about the different neighborhoods, make sure to check out my in-depth article about where to stay in Milan .

If you’re in a rush, below you can find my top picks for hotels in Milan for different budgets.

• Luxury: Four Seasons Hotel Milano
• Mid-range: Sina De La Ville
• Budget: Acca Palace

Lake Como (2 Days)

Located in the Lombardy region at the foot of the Alps, Lake Como is the third largest lake in Italy.

The azure water is surrounded by cute little lakeside towns, each with its own portfolio of stylish hotels, trendy restaurants, historic churches, landmarks, and museums as well as boat piers that connect to other towns.

Its dramatic setting means that you have viewpoints from pretty much anywhere. Swimming is possible in Lake Como but be prepared for the deep water to be cold even at the peak of summer.

Due to the peculiar shape of the lake (like the letter ‘Y’) the perimeter of the lake is 171 km (106 miles) and this makes it tricky to drive around the entire lake during this Northern Italy road trip itinerary.

Bellagio is strategically positioned to enable you to drive to other nearby towns and hop on boats to those further afield.

Driving time: 1 hour (56 km/35 miles) from Milan to Lecco, 1.5 hours (70 km/44 miles) from Milan to Bellagio or Varenna

Best things to do in Lake Como

Even if you choose to stay elsewhere during this leg of your road trip to Northern Italy, you should still consider spending at least a few hours in this picturesque lakeside town. Wander the cobblestone streets, dip into cafes and soak up the atmosphere – you won’t be disappointed!

Sail Lake Como

There are plenty of opportunities to hire a motorboat or board a sailing trip to explore Lake Como from the water. This Sailing Boat Experience gives you the chance to have a go at playing captain and swimming opportunities. 

Villa del Balbianello 

Right out of a fairytale, this villa is set upon the Lavedo headland and juts out to provide splendid lake views from its grounds and terraces. The villa has been used for special events and as a film set many times over the years, if you’ve seen James Bond or Star Wars it may ring a bell.

Villa Carlotta 

A short drive south of Menaggio, this luxurious 17th-century lakeside villa is set within 14 acres of botanical gardens. The residence showcases masterpieces including The Kiss by Francesco Hayez and exhibits how the stately home would have looked in the 19th century. 

Isola Comacina

Isola Comacina is the solo island of Lake Como and is located in the southwest part of the lake. Boats shuttle tourists to the island from Ossuccio as well as towns further afield.

For a small place, Isola Comacina has a large history that you can discover via its churches and historic buildings before slashing out on an upscale meal at the island restaurants.

As one of the largest towns, Lecco has a monopoly on some of the most interesting attractions in Lake Como. Tour the Palace of Fears and the Manzoni Museum of Municipal Art and walk along the Lungolago di Lecco.

There are numerous short hiking trails that are accessible from Lecco if you have some extra time.

Como-Brunate Funicolare

Ride the Funicolare Como-Brunate from Como Town to the mountain town of Brunate for magnificent views.

You’ll find restaurants at the top or you can hike to the summit of Monte Boletto. This 11.7 km (7.3 miles) hike is moderate to challenging and takes approximately 3-4 hours in total. 

Where to eat in Lake Como

• Kitchen : Located in Como, Kitchen puts a modern twist on traditional Italian staples within an exquisite setting that’s perfect for special occasions.
• Trattoria Corte Fiorina : Hidden away down one of the oldest streets in Lecco, this lovely restaurant features an outdoor courtyard and a sophisticated internal dining room. The risotto is highly commended.
• Gelateria del Borgo : Homemade ice cream, milkshakes, and cakes to go or savor in a tranquil courtyard in beautiful Bellagio. 
• Osteria Il Pozzo : This rustic trattoria in Menaggio has a compact menu but every dish is loaded with flavor and the place has a casual ambiance. 
• Babi Como : Located in Como, this lovely cafe serves the most delicious and aesthetic dishes ever. If you’re looking for a delicious brunch in a beautifully decorated cafe with all the good vibes, don’t miss out on this one!

Where to stay in Lake Como

As Lake Como comprises many small resort towns you have plenty of choices available with accommodations varying from basic guesthouses to luxury villas.

Bellagio is perhaps the most idyllic and most convenient place to stay in Lake Como. However, Como, Lecco, Tremezzo, Menaggio, and Varenna are all worthy contenders. 

You can decide whether you want to book 2 nights and stay in the same hotel or spend the two evenings in different towns.

Whichever one you choose, make sure to ditch your car during the day and use the public boats and ferries to get around Lake Como as driving (and especially finding a parking spot) would be a big hassle.

To get you started, below you can find my personal recommendations for staying in Bellagio or Varenna for every budget which is a great base for your Lake Como itinerary .

If you want to know more about where to stay in Lake Como, check out my detailed guide about the best places to stay in Lake Como which includes 7 different towns with pros-cons and hotel recommendations!

Best places to stay in Bellagio

• Luxury | Grand Hotel Villa Serbelloni
• Mid-range | Hotel du Lac & SPA
• Budget | Hotel Bellagio

Best places to stay in Varenna

• Luxury | Hotel Royal Victoria
• Mid-range | Hotel Olivedo
• Budget | Hotel Montecodeno

Lake Garda (2 Days)

In terms of surface volume, Lake Garda is the largest lake in Italy. As with Lake Como, Lake Garda is a popular destination for international and domestic tourists alike and it’s the most family-friendly of Italy’s lake destinations.

The glorious sapphire water is framed by resort towns with historic sites and lively restaurants. If you wanted to drive around Lake Garda in its entirety, it would take approximately 3 hours, subject to traffic, to complete the 140 km (90 miles) radius. 

The northern end of Lake Garda almost resembles a system of fjords and arguably is the most impressive visually. As with Lake Como, swimming is possible at Lake Garda so add your swimmers to your Northern Italy road trip packing list. 

Driving time: 2.5 hours (150 km/93 miles) from Bellagio to Sirmione or 3 hours (185km/115 miles) from Bellagio to Riva del Garda

Best things to do in Lake Garda 

Rocca scaligero castle.

The main landmark of Sirmione is the moated 13th-century Scaligero Castle. Open to the public, you can pay to tour the interiors and clamber around the towers for sprawling lake views. 

Thermal baths 

Sirmione is known for its thermal baths which are believed to have healing benefits. There is a selection of bathhouses on the peninsula or you can drive further afield to Parco Termale del Garda or Villa dei Cedri. After all, 2 weeks in Northern Italy calls for some indulgence, am I right?

Cruise Lake Garda

Watersports and sailings are rife in Lake Garda and provide a unique way to experience the surroundings. You can choose from short boat tours by speedboat , four-hours cruises , and sunset sailings . 

Monte Baldo hiking trail

Lake Garda provides a wealth of hiking trails that are accessible without a guide. The Monte Baldo circuit is a moderate 8 km (5 miles) trail that takes around 4 hours to complete.

To access the trailhead you will need to ride the cable car from Malcesine to the top of Monte Baldo, which is worth doing regardless of whether or not you want to hike. 

Riva del Garda promenade

Riva del Garda’s backdrop with the towering mountains and greenery really helps make the pastel-colored buildings pop. Take the time to wander the promenade or take a boat ride to appreciate the postcard-perfect landscape even if you don’t choose to stay in the town.  

Lake Garda markets

Traditional Italian markets operate most days in the towns of Lake Garda and give you the opportunity to purchase fresh local produce and souvenirs such as leather goods and ceramics. You can check the schedule for the current locations and timings of the Lake Garda markets online. 

Gardaland 

Italy’s leading amusement park is located right next to Lake Garda and provides white knuckle rides and family-friendly alternatives to appease all. If you’re traveling with children or teenagers, Gardaland is a fun addition to factor into your Northern Italy road trip.

Where to eat in Lake Garda 

• Jamaica Bar : Nab yourself a spot at one of the most scenic parts of Sirmione and soak up views of Lake Garda over a sunset cocktail. 
• Mamba Beach Club Limone : Providing incredible views of the lake, a pool and sun terrace, artistic dishes, and flashy cocktails, this is a great spot if you want to indulge in some lakeside luxury. 
• Hosteria Croce d’Oro : A small family-owned trattoria in Desenzano del Garda that serves homemade pasta, succulent meat, and wholesome seafood with an expansive wine menu. 
• Aril Pizzeria : An unpretentious diner in Malcesine with an ample pizza menu at budget-friendly prices. 
• Ristorante Al Vaticano : Situated in a quintessentially Italian courtyard in Riva del Garda, the environment is just as pleasing as the hearty Italian fare. 
• La Darsena : Operated by Grand Hotel Fasano, this lakeside restaurant offers an extensive outdoor space shaded by chestnut trees right by the lake. They serve aperitifs and cocktails along with authentic local cuisine such as homemade pastas and delicious pizzas.

Where to stay in Lake Garda 

Similar to Lake Como, I recommend booking accommodation for two nights in Lake Garda but consider splitting your accommodation across two towns.

As you approach from the south, you can start your Lake Garda road trip in the southern end and book a hotel in the peninsula town of Sirmione or historic Desenzano del Garda.

For your second night, I suggest either Malcesine in the shadow of Monte Baldo or the colorful resort towns of Riva del Garda or Limone sul Garda. 

All of these proposed towns are well-equipped with amenities, restaurants, and attractions for your road trip to Northern Italy. But, of course, you might prefer to book somewhere more remote along the lakeside – it’s totally up to you!

If you want to know more about the best towns to stay at the lake, make sure to check my in-depth guide about where to stay in Lake Garda .

If you don’t want to spend too much time with searching for accommodations, check out my recommendations below for different budgets.

• Luxury: Hotel Olivi Spa & Natural Wellness
• Mid-range: Du Lac Et Du Parc Grand Resort
• Budget: Albergo Ristorante Montebaldo

Verona (1 Day)

Verona is a small medieval city that’s teeming with ancient sights. The historic center, Città Antica, is a UNESCO World Heritage Site with a number of landmarks that predate the Rome equivalents.

Verona is also the gateway to the Valpolicella wine region and while you’re in the city you can sample the esteemed local reds for yourself, best enjoyed with a delicious Verona meal.

It’s a small city so spending 1 day in Verona is sufficient for your Northern Italy road trip.

Driving time: 50 minutes (45 km/28 miles) from Sirmione to Verona or 1 hour 10 minutes (85 km/53 miles) from Riva del Garda to Verona

Best things to do in Verona

Piazza brà.

The beating heart of Verona, Piazza Brà, is where you most likely start your day in Verona. It’s a lovely spot and believed to be the largest public square in Europe.

Note the statue of Italy’s original ruler, King Vittorio Emanuele II, in the center and spend some time admiring the historic buildings and walls of the Verona Arena. 

Juliet’s Balcony

Sure it’s a little touristy but seeing the legendary balcony that Romeo wooed Juliet from is worth adding to your Northern Italy itinerary.

The square that Casa di Giulietta is located in is tiny and gets crowded so you should visit as early as possible in the day to snap a photo. Romeo’s house is just around the corner! 

Torre dei Lamberti

Situated in Piazza del Erbe, the Torre dei Lamberti is a Medieval bell tower that dates back to the 12th century. You can tackle the stairs or hop into the elevator and take in the panoramic views across the rooftops of Verona from the top.

Verona Arena

This Roman amphitheater is so fantastically preserved that it’s still used to this day for opera. You can tour the arena or even watch a live performance if your visit coincides with a concert.

A number of walking tours operate in town that include skip the line entry to Verona Arena . 

Castel San Pietro

An alternative option for getting a birds-eye view of Verona: ride the funicular to this ancient fortress that was built upon a castle.

To access the funicular station, you will cross over the ornate Ponte Pietro which is a sight within itself.

Wine tasting

Enjoy a tipple of Valpolicella in one of Verona’s world-class restaurants or book a Valpolicella Wine Garden Visit with Wine Tasting for deeper insight.

Basilica di San Zeno Maggiore

Another one for the Shakespeare fans, the crypt of the Basilica di San Zeno Maggiore is where the marriage of Romeo and Juliet took place. The Romanesque-style church was constructed between 967-1398 AD in honor of St Zeno of Verona. 

Where to eat in Verona

• Trattoria Reale : Positioned down a photographic alleyway, this elegant eatery serves a mix of classic Italian dishes. 
• Elk Bakery : Fluffy pancakes, delicious toasted bagels, and americanos that will satisfy those seeking a reprise from espressos; this is a great little breakfast spot to squeeze in. 
• Ziga Bar : A cozy vegetarian restaurant that also has excellent vegan options. Perfect for plant-based foodies seeking brunch, lunch, or dinner.
• Amorino : For anyone seeking their daily gelato fix, the servers at Amorino will present it sculptured into the shape of a flower.

Where to stay in Verona

As you will only spend 1 day in Verona I suggest that you stay close to the Città Antica, the historic center. Cittadella and Borgo Trento are alternatives where accommodation is a fraction cheaper or where parking spaces are more likely to come by.

Below you can find some of the best places to stay in Verona for every budget.

• Luxury: Due Torri Hotel
• Mid-range: Hotel Giulietta e Romeo
• Budget: Hotel San Marco Fitness Pool & Spa

Dolomites (5 Days)

The Dolomites are a UNESCO World Heritage Site comprising razorblade peaks as well as alpine lakes and fairytale meadows.

The area spans the three provinces of Belluno, Trentino, and South Tyrol and you will notice that many towns, lakes, and landmarks have both Italian and German names due to the close proximity to Austria and Switzerland. 

My advice is to split the Dolomites section of your Northern Italy road trip into West and East with 3 days in the Western Dolomites and 2 days in the Eastern Dolomites.

From each base, you will be able to plan short hikes and check out picturesque churches and turquoise lakes. 

To plan this part of your Northern Italy itinerary in more detail you can read my ultimate Dolomites road trip itinerary for 5 days .

Driving time: 2 hours (190 km/118 miles) from Verona to Ortisei, then 1.5 hours (65 km/40 miles) from Ortisei to Cortina d’Ampezzo

Best things to do in the Dolomites

Alpe di siusi (seiser alm).

Hiking at Alpe di Siusi is one of the best hikes in the Dolomites as it enables you to see right across this alpine meadow and at the peaks of the Western Dolomites.

You can get there by riding the cable car from Ortisei during the day but if you want to visit for sunrise or sunset, you’ll have to drive up to Compatsch and hike for about an hour to reach the scenic viewpoint.

It’s important to know that you can only drive to Compatsch and not further, and it’s not allowed to drive up between 9 am and 5 pm.

From Ortisei, you can ride the cable car high into the Puez Odle Nature Park and follow a short hiking trail to see the shocking ridgeline of Seceda with its huge dropoff.

You can continue by walking across the ridge if you have time and you can choose to take some longer hikes in the area as well. 

Churches of the Dolomites

Two of the prettiest churches in the Dolomites are within driving distance of Ortisei. Framed by the Odle mountain range, Santa Maddalena Church is located in the town of the same name.

From here you can choose to walk or drive to the neighboring St. John Church in Ranui which is said to be the most photographed church in the entire Dolomites.

Passo Gardena 

This high-altitude mountain pass connects Sëlva in the Val Gardena with Corvara in Val Badia. This is the best way to connect with Cortina d’Ampezzo where you will spend the next few days of your 2 week Italy road trip. Make sure you stop at Rifugio Frara where you can find a fantastic viewpoint!

Lago di Braies (Pragser Wildsee)

There are many beautiful lakes in the Dolomites but perhaps the most famous of all is Lago di Braies. During the summer season, you can rent a rowing boat and sail yourself across the water.

Visit as early as possible to beat the crowds, otherwise, you might not be able to snag a parking spot later!

Tre Cime di Lavaredo

This relatively easy yet utterly scenic hike provides jaw-dropping views of the famous three peaks. It’s a relatively easy hike that can be completed within 4-5 hours and requires no special skills.

Read my complete guide to the Tre Cime di Lavaredo hike and put this at the top of your list of things to do in the Eastern Dolomites.  

Cadini di Misurina

This is a short hike that rewards you with one of the most spectacular viewpoints that you’ll see during your 2 weeks in Northern Italy.

It’s not a very popular find and it’s generally hard to find information about it online so make sure to check out my Cadini di Misurina hiking guide before you go!

Where to eat in the Dolomites

• Caffè Val d’Anna : This apres joint in Ortisei dishes up comforting South Tyrolean dishes and light Italian dishes. Their apfelstrüdel is touted as the best in the Dolomites!
• Baita Resch : A warm and cozy restaurant with warming plates that will provide nourishment after tackling the local hiking trails around Cortina d’Ampezzo.
• Dolomiti : Feast on freshly baked bread and pastries to start your day or wind down in the evening with a glass of wine at this friendly restaurant and bar. 

Where to stay in the Dolomites

Head to Ortisei (Urtijëi) in the valley of Val Gardena and make this your base for the first 3 days where you will explore the Western Dolomites. This is the largest and prettiest of the three Val Gardena towns.

Then you can relocate to Cortina d’Ampezzo in the province of Belluno for the last 2 days. Considered the ‘Pearl of the Dolomites’, this is an alpine ski resort that offers excellent summer hiking. 

If you want to learn more about the best areas to stay in the Dolomites, make sure to check out my detailed post about where to stay in the Dolomites which contains pros and cons, and hotel recommendations for each area.

In case you don’t want to spend too much time for searching, check out my recommendations for staying in Val Gardena and Cortina d’Ampezzo.

Best places to stay in Val Gardena:

• Luxury: Hotel Angelo Engel
• Mid-range: Garni August
• Budget: Hotel Edda

Best places to stay in Cortina d’Ampezzo:

• Luxury: Grand Hotel Savoia Cortina d’Ampezzo
• Mid-range: HOTEL de LEN
• Budget: Hotel Meuble Oasi

Venice (2 Days)

As one of the most beautiful cities in Europe , Venice is swimming in evocative views and attractions to make your heart swoon. A cluster of around 100 islands within the Venetian Lagoon form the city of Venice.

The main six sestieri (districts) are wrapped around the Grand Canal but further afield you have other islands such as Burano and Murano that have a different identity of their own.

Venice is a pedestrianized city so you can discard your rental car for the final two days of your 2 week Northern Italy road trip. Regardless of where you choose to stay in Venice, you can get to most places easily on foot or by water taxi (Vaporetto). 

As Venice is a paradise for photographers you might want to check out my guide to the best Venice Instagram spots which contains some essential shooting tips along with the exact coordinates for each location. 

Driving time: 2 hours (160 km/100 miles) from Cortina d’Ampezzo to Venice

Best things to do in Venice

St. mark’s square & st. mark’s basilica .

Start your Venice exploration in the core of the city from where you can access the top tourist attractions and photograph the landmarks.

While you’re there you can also dip into St. Mark’s Basilica and ride the elevator to the top of St. Mark’s Campanile for the best panoramic views over the city.

Doge Palace

Doge Palace is an ornate complex comprising exhibition halls brimming with artworks, armor, and the famous golden staircase.

It’s worth planning ahead and booking a Doge Palace skip the line ticket which shortens the time spent queuing. 

Bridge of Sighs 

A splendid bridge with a darker history, the Bridge of Sighs is where prisoners released one final breath in daylight before being imprisoned next door to Doge’s Palace. Gondolas usually take you beneath it but it’s worth visiting on foot as well for a different perspective.

Gondola Ride

Although the costs will raise any eyebrow, riding on a traditional Venetian gondola is such a special occasion it’s really worth doing it.

Prices are steep, usually around €120 but you might be able to negotiate a little bit. 

Rialto Bridge 

Originally constructed during the 12th century (with subsequent reconstruction), Rialto Bridge is the oldest in Venice and one of the city’s most arresting sights. Pay a visit to take some photos and watch the passing gondolas. 

Murano is another one of Venice’s islands that is accessible via Vaporetto and is a joy to explore on foot. Visit the Glass Cathedral of Santa Chiara which all makes sense once you’ve educated yourself on the island’s glass-blowing heritage at the Glass Museum.

Another island you can spend a half day exploring, Burano is known for its colorful architecture, lacemaking, and seafood. Find Bepi’s House, cross the Love Bridge, and order the catch of the day.

Where to eat in Venice 

• Cantina Do Mori : It’s tricky to find hidden restaurants in Venice but this historic local joint fits the bill. Come with a hunger for Cicchetti (Italian tapas) and a thirst for wine.
• Ristorante Wistèria : Fresh, authentic Venetian fare crafted from seasonal produce that suits vegetarians and carnivores alike. Book ahead to secure a table in the canalside garden.
• Gelatoteca Suso : Rumored to be the greatest gelato in the world, this gelateria is conveniently positioned next to the Rialto Bridge and even offers vegan options. 
• Caffè Florian : Said to be the oldest cafe in Europe, this is a lovely place to grab a coffee, negroni, or signature hot chocolate in a charismatic setting. Although dining at Caffé Florian is truly a once in a lifetime experience, be prepared that you will have to pay big bucks for it!
• Trattoria Al Gatto Nero : Stop for the freshest calamari and seafood linguine at this historic Burano trattoria. 

Where to stay in Venice 

Although central Venice spreads across six sestieri, the city is far smaller than you might think, therefore 2 days in Venice is all you need to explore the best sights.

San Marco and San Polo together form the touristic center of the city which means that there are lots of accommodations available within walking distance of the major tourist spots, although they are on the pricier side.

Cannaregio is a great alternative that’s still super convenient but a tad more affordable.

To learn more about the different parts of Venice, make sure to read my in-depth guide about where to stay in Venice . And if you want to make your stay even more memorable, you can stay in one of the most incredible Venice hotels with canal views !

Below you can find my personal recommendations for the best places to stay in Venice for different budgets.

• Luxury: Baglioni Hotel Luna
• Mid-range: H10 Palazzo Canova
• Budget: Hotel Bel Sito e Berlino

Useful Info for Your Northern Italy Itinerary

How to get to northern italy .

As you can start this Northern Italy road trip itinerary in either Milan or Venice, you will need to fly to either Milan Malpensa Airport (MXP) or Venice Airport Marco Polo (VCE).

Both are international airports that connect to other Italian cities and destinations in mainland Europe and you can usually find budget flights so keep an eye on upcoming sales. Nonstop flights operate between New York JFK and Milan. 

If you are already in Italy then you might want to take the train to your starting point and then pick up your rental car. Milano Centrale Railway Station (Milan) and Santa Lucia Train Station (Venice) connect to most major Italian cities.

If you’re coming from another European country that is not so far away from Italy and you own a car, it’s worth considering bringing it with you.

This way you can save a lot of money by not having to rent a car but on the other hand, you will need to calculate with the extra fuel usage for getting to Italy from your home country.

But since you’ll be spending 2 weeks in Northern Italy, having your own car is a lot better financially!

Best time go on a Northern Italy road trip

Italy experiences four seasons and the climate is a fraction cooler year-round in the north in comparison to the south. You can practically visit Northern Italy anytime and you’ll be greeted with beautiful scenery! But let’s see what are the absolute best times for your Northern Italy road trip itinerary.

The shoulder seasons of April, May, June, September, and October are the best times to visit and do this 2 week Italy road trip. This way you will benefit from the most pleasant weather and you will be able to visit everywhere on my itinerary including the hiking trails.

The months of July and August are considered as the peak tourist season which means everywhere will be busier, accommodation rates higher, and the weather at its hottest.

However, if you don’t mind these factors then summer is a wonderful time to visit Northern Italy for seeing the wildflowers in full bloom!

That said, if you like winter wonderlands you’ll love seeing the Dolomites when they’re topped with snow. Although please keep in mind that most of the hiking trails in the Dolomites will be closed during the winter and you will need to take some extra precautions for driving in the snow.

On the other hand, you can go skiing in the mountains which can be a nice addition to your Northern Italy road trip.

Tips for driving in Northern Italy

When planning your dream road trip to Northern Italy don’t forget to check the local driving laws and prepare any paperwork before you pick up your rental. Here are some quick tips to help you get started.

Driving License

If you’re coming from overseas, you will need to carry your driving license from your home country as well as an International Driver’s Permit (IDP) while driving in Northern Italy.

If your driving license was issued by one of the member states of the European Economic Area, you will not need the IDP as your license is valid in Italy.

Seatbelts & Speed Limits

Seatbelts are compulsory in Italy so remember to buckle up. Speed limits in Italy are usually 130 kph (81 mph) on major highways, 110 kph (68 mph) on non-major highways, and 90 kph (56 mph) on local roads. Always check for signs. 

Driving on Autostradas

When driving on autostradas (toll roads) you are required to pay at the booth as you exit the autostrada. Make sure to check the boards above each line in advance because it’s very important to stand in line at the correct one!

Avoid the yellow board that says “Telepass” and choose either the blue board that says “Carte” where you can pay with credit cards or the white board that indicates cash payment only.

Most toll roads accept credit cards but it’s worth having cash in your pocket in case the machine doesn’t work (it happens more than you would think!).

Driving in the Dolomites

When you reach the Dolomites region of your Northern Italy road trip itinerary prepare for narrow winding roads. Err on the side of caution and drive slowly if you are less confident behind the wheel.

Parking lots in the Dolomites are very limited so you will need to arrive early to grab a space at viewpoints, lakes, and trailheads. 

Parking in Northern Italy

When booking accommodation make sure that the hotel provides parking and check whether you need to reserve it in advance or pay extra to secure a spot. Parking in Northern Italy is hard to come by!

There’s no need to drive in the cities as they are generally walkable and you will find the public transport is less stressful. In case your hotel doesn’t provide parking, it’s best to find a parking house and leave your car there while exploring the cities.

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4 thoughts on “The Ultimate Northern Italy Road Trip Itinerary for 2 Weeks”

Would love to follow your great itinerary leaving from Milan but also returning to Milan for our flight home. We have visited Venice but would like to stay one night in Verona before returning to Milan. Do you have suggestions for a scenic, interesting drive from Verona back to Milan? Would like to avoid the Autostrada completely if possible. Thanks for any help with this!

Hi Tish! During our Northern Italy road trip we only used the autostrada between Verona and Milan so unfortunately I don’t have any suggestions for a scenic drive. But if you’re not planning to stay at Lake Garda, maybe you can drive around the lake before returning to Milan from Verona? It’s a super scenic road for sure!

This is the most professional, complete, informative, awe inspiring and beautiful travel blog / guide I have seen. Well done! I plan to use this as a travel guide for sure. I did not see any dates as to when you took this adventure, nor an estimate of costs along the way and overall, but this would be very helpful too. Thank you Kriszti. 😁

Thank you so much for your lovely feedback!

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The Ultimate Two Week Northern Italy Road Trip Itinerary

If you’ve read this blog before you’ll know Italy is my favourite place in the world.  The food, scenery, beaches and people are all wonderful – so much so that I married an Italian! So the hubby and I decided to take an epic northern Italy road trip and explore some of the beautiful regions in North Italy, and eat as much food as we could along the way. 

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Where to start your Italy road trip?

As this Italy road trip follows a loop, you can start and finish at any point of the itinerary. We started in Enrico’s home town of Treviso, which is easily accessible by two airports; Treviso and Venice. This 14 day Italy itinerary crams in a lot, and can easily be slowed down if you have more time. I’ve also offered options to add on other locations if you’re travelling for longer too or adding Italy to part of a longer Europe itinerary . 

Northern Italy Road Trip Itinerary Summary

Day 1-3 veneto.

• Day 4-6 Emilia Romagna 

Day 6-10 Tuscany 

Day 10-11 liguria.

• Day 12-14 Lombardy/Veneto

Camper or Car?

Either option is great for a road trip of Italy. If you’re driving a motorhome or campervan, there are lots of ‘area di sosta’ where you can often park for free – many with waste disposal and water facilities. There are also paying campsites with excellent facilities in some prime locations. If you’re travelling Italy by car, then you’ve got lots of accommodation options to choose from – just make sure they offer parking as it can be hard to come by in the cities. All suggested accommodations in this article offer parking (some at a fee). 

Hire a car in Italy.

Hire a motorhome or camper in Italy.

Tips for driving in Italy

Italians use the horn often – but don’t get offended – it’s just to let you know they are there. Be careful of your speed when driving through towns and villages – even if there isn’t a sign to say so – it’s likely the speed limit is 50km/h, and there are often speed cameras.

This northern Italy itinerary includes all the things that make Italy great: gastronomy, architecture, art and beaches. Whilst there are plenty of famous and fantastic cities in the North of Italy, we have only included a few as driving in Italian cities is not always enjoyable and one of the benefits of having a car is that you can visit some of the places off the beaten track (and tourist route). 

Check out our southern Italy road trip itinerary.

Treviso 

We began our Italy trip in Treviso in the Veneto region in Italy’s northeast. I’m obviously completely biased as Enrico is from this area but I think it’s such an underrated and incredible region to visit. 

Treviso is known for a number of things, including being the origin of the popular Italian dessert tiramisù and more importantly, the home of Prosecco. So visiting a few wineries or at the very least, sampling a few glasses is a must while you’re here. 

I recommend spending a morning in the city of Treviso, it’s a walled city with lots of canals and little laneways filled with bars, restaurants and shops. Due to its proximity to Venice, it is often overlooked, which means you’ll find fewer tourists and more locals. 

Things to Do in Treviso  

• The five domed Treviso Cathedral 
• Walk the ancient city walls
• Visit the Isola della Pescheria (fish market on an island) 
• Eat radicchio – a Treviso speciality (usually available between Autumn and Spring) 

Where to Stay in Treviso 

Budget – Dafne B&B offers rooms just outside the city walls. There is a garden and a fully equipped kitchen for guests to use.

Mid-Range – Locanda Ponte Dante is set in a historic building, 500 m from Piazza dei Signori square.

Luxury – Maison Matilda Boutique Hotel has luxurious rooms located next to Piazza Duomo.

Campsites – There is an area di sosta with water and waste facilities on Via Castello d’Amore – outside the city walls. 

Find accommodation in Treviso

Venice 

Venice is hugely popular and with good reason, it really is like stepping into a fairytale. It’s worth spending 2 days in Venice , or at least a day and a half to see the main sights.

Things to Do in Venice

• Hire a gondola and admire the city from the water 
• Eat cicchetti and drink a spritz along Fondamenta dei Ormesini 
• Admire the colourful buildings and lacework in Burano 
• Visit a glass-blowing factory in Murano 
• Marvel at the the  Basilica di San Marco  (a Byzantine marvel), the  Torre dell’Orologio  and the  Doge’s Palace  in Piazza di San Marco
• Visit during Carnevale or the Biennale for an added experience

Where to Stay in Venice

Venice is really not the place to bring a car, so I recommend leaving your car in Treviso and catching the train in – it takes about 30 minutes. You can also park at Mestre and take the train from there (20 minutes). If you want to drive into Venice, there is a multistory in Piazzale Roma which costs €39 for 24 hours.

Budget – B&B Exclusive features Venetian-style rooms with shared bathrooms a 5-minute walk from Venezia Santa Lucia Train Station and Piazzale Roma.

Mid-Range – Ca’ Amadi is set in a 13th-century palace, a 5-minute walk from the Rialto Bridge.

Luxury – Residenza d’Epoca San Cassiano overlooks the Grand Canal and is a 5-minute walk from Rialto Bridge. The 14th-century villa is furnished with antiques and Murano glass chandeliers.

Super Luxury – Baglioni Hotel Luna is a 5-star hotel set 80 m from Saint Mark’s Square, with views over the lagoon.

Campsites – Venice Utility Park in Mestre has a free shuttle service to Venice Island. For €20 per night for a camper. But I’d recommend leaving your camper in Treviso and taking the train from there.

Find accommodation in Venice

Conegliano and Valdobbiadene 

Next, head 40 minutes north of Treviso to Conegliano and Valdobbiadene. This picturesque area has DOCG (Denominazione di Origine Controlla/Controlled and Guaranteed Designation of Origin) status for Prosecco, meaning only Prosecco produced in these two towns can be awarded the prestigious DOCG classification. It is also a UNESCO World Heritage Site, with undulating hills covered in vines with a mountain backdrop. I honestly think it is one of the most beautiful places in Italy. I love it so much that Enrico and I got married here in 2019. 

Things to Do in Conegliano and Valdobbiadene 

• A visit to some of the wineries for prosecco tasting – my recommendations are Cantina Vigne Matte (we held our wedding reception here and aside from the excellent wines, the views don’t get much better)
• Osteria Senz’Oste – a hillside spot with Prosecco vending machines and an honesty bar for delicious Italian charcuterie and cheese
• Molinetto Della Croda – a 17th century water mill (and where we got married!)
• Cycle the Strada del Prosecco (Prosecco road)

Where to Stay in Conegliano and Valdobbiadene

Budget – Oasi di pace nel sito UNESCO del Prosecco DOCG is an apartment with a kitchen, living area and terrace.

Mid-Range – Agriturismo due Carpini is located above Salis restaurant a short walk from Osteria Senz’Oste in Valdobbiadene. We stayed here after our wedding and enjoyed some delicious meals at the restaurant and relaxed by the pool with views of the vines.

Luxury – Hotel Villa Soligo is a gorgeous 18th-century Venetian villa with lovely grounds and a swimming pool. We stayed here during our wedding with all our guests and it was fabulous! It has just undergone major renovations.

Campsites – There is an area di sosta in Valdobbiadene on Via della Pace. 

Day 4-6 Emilia Romagna

Emilia Romagna has some amazing towns and cities. If you have lots of time, then I recommend visiting Bologna, Parma, Modena, Reggio Emilia and Ferrara. If you’re sticking to two weeks then follow the itinerary below. Otherwise, check out our 4 day Emilia Romagna itinerary. 

Read our Emilia Romagna itinerary here.

Depart Treviso and drive an hour and a half to Ferrara for a lunch stop. 

Things to Do in Ferrara

• Wander the ancient streets (the whole city is a UNESCO site) 
• Visit the Estense Castle and Palazzo dei Diamanti – named for its diamond-patterned walls
• Grab a Pasticcio di Maccheroni (a macaroni pie) for lunch

Continue on your north Italy itinerary to Modena. Take the scenic route through the countryside and stop at an Acetaia – a balsamic vinegar producer – such as  Acetaia Paltrinieri  and sample some of the world-renowned Aceto Balsamico Tradizionale di Modena DOP.

Then stop at a winery or two to try the region’s specialities – Lambrusco and Pignoletto. Cantina Vini Garuti and Vini Zucchi  are both less than ten minutes drive from the Acetaia. 

Modena 

Modena packs a lot into a small city. It’s the home of Maserati, Ferrari, Lamborghini and Ducati, the birthplace of Pavarotti and also a gastronomic paradise with one of the world’s best restaurants.

Things to Do in Modena

• Explore the covered Albinelli Market – full of delicious Italian food
• Eat at three Michelin star Osteria Francescana – winner of the world’s best restaurant in 2016 and 2018. (Book at least 6 months in advance)
• Admire the UNESCO listed Duomo di Modena
• Watch an opera or concert at the Luciano Pavarotti Municipal Theatre

Where to Stay in Modena

Budget – Ostello San Filippo Neri is located 700m from Modena Cathedral and has rooms with shared and private bathrooms. There is a shared kitchen and living area.

Mid-Range/Luxury – Vittorio Veneto 25 has modern rooms a short walk from the centre.

Super Luxury – Hotel Rua Frati 48 is a 5-star hotel with frescoed rooms, a restaurant, private parking, a fitness centre and a bar.

Campsites – We slept at Cantina Vini Garuti which offers camper parking. Closer to the city, Mutina Camper Club has paid spots.

Find accommodation in Modena

If you’re a fan of cheese, then get up early the next day for a visit to a Parmigiano Reggiano factory. We visited  Fattoria Scalabrini and watched the cheese masters at work, before sampling some of the delicious cheese. Book in advance .

Next on your Italian road trip is the popular region of Tuscany. There is so much to do in Tuscany and you could easily spend your entire road trip in this region alone. 

Read our guide to the best things to do in Tuscany. 

It’s difficult to pick only a few places to visit in Tuscany, with so many stunning towns and villages. This northern Italy road trip sticks to the northern part of the region, but I’ve included other recommended places to visit further south if you have time. 

Florence needs no introduction as one of Italy’s most famous cities.

Things to Do in Florence 

• Eat Bistecca alla Fiorentina (Florentine Steak)
• Stroll across Ponte Vecchio 
• Visit Piazza della Signoria and admire Palazzo Vecchio, the Fountain of Neptune and Perseus with the head of Medusa
• See Michelangelo’s David in the Accademia Galleries
• Admire the Cattedrale di Santa Maria del Fiore (The Florence Cathedral/Duomo)

Where to Stay in Florence 

If you’re staying in the centre parking can be tricky – so make sure you book a hotel that has parking. Alternatively, stay a little further outside the city and take the train or bus in. 

Budget – Residenza Conte di Cavour & Rooftop is situated 200m from Accademia Galleries and has a rooftop terrace.

Mid-Range – Relais Piazza Signoria is located on the corner of Piazza Signoria and offers studios and apartments, some with terraces.

Luxury – The 4-star Hotel Berchielli is located on the River Arno, with views of Ponte Vecchio. Rooms are decorated in a classic style with antique furniture and details.

Campsites – Florence Park Scandicci is a 15 minute drive from the city centre with regular buses.

Find accommodation in Florence

From Florence, drive south to San Gimignano. On the way stop at one of the chianti wineries for a tasting, such as Antinori nel Chianti Classico , Villa Mangiacane  or Castello di Verrazzano . 

San Gimignano

This small town is known for its many towers – 14 to be exact (Although at one time there were 72!). Spend the afternoon and evening here. 

Things to Do in San Gimignano 

• Eat delicious gelato at prize-winning  Gelateria Dondoli  in Piazza Della Cisterna
• Visit the Florentine fortress – Rocca di Montestaffoli
• Enjoy a glass of Vernaccia at the wine museum
• Climb the Torre Grossa – the tallest remaining tower 

Where to Stay in San Gimignano

Budget – Hotel La Cisterna in Piazza Della Cisterna – a few steps from the gelateria! We stayed here and you couldn’t ask for a better location.

Mid Range – Casa Torre Margherita has a terrace overlooking the hills, set in a renovated 13th-century building.

Luxury – Located a 5 minute drive from San Gimignano in a converted Franciscan convent. Hotel La Collegiata has stylish rooms and a large outdoor pool.

Campsites – There is an area di sosta at Strada Comunale Di Santa Lucia, which is an 8 minute bus from the city. 

Find accommodation in San Gimignano

The next morning, drive 50 minutes north to San Miniato. 

San Miniato

There is a tasty reason for stopping in this sleepy Tuscan town: truffles. You can take a tour with Massimo from  Truffle in Tuscany  and his dog Mela, who is incredibly skilled at sniffing out truffles. During our trip, Mela found two and we were then treated to some delicious truffle dishes after the hunt. 

Continue north on your road trip in Italy to Lucca. 

Growing up, I spent many summers in Lucca and it’s one of my favourite Italian cities. Lucca is a walled city, and its 16th-century wall is still intact. Inside it has cobbled streets and laneways full of restaurants and bars. 

Things to Do in Lucca 

• Hire bikes and cycle around the 4km path on top of the walls
• Visit Piazza dell’Anfiteatro, a huge circular piazza that was once a Roman amphitheatre 
• Climb Torre Guinigi to enjoy the views and check out the trees at the top

Where to Stay in Lucca

Budget – Rooms at Al Tuscany include breakfast. We had a lovely room here with views over the city.

Mid Range/Luxury – Palazzo Rocchi  offers double rooms with breakfast included. We loved our stay here – such opulent decor.

Campsites – Parking del Borgo is located a 5 minute walk outside the city walls and has paid camper spots.

Find accommodation in Lucca

If you have more time, then I highly recommend driving south to Siena and to Montalcino and Montepulciano – famous for wines of the same name. Another hour’s drive southwest is Val D’Orcia, a region of incredible natural beauty (so much so it was a filming location for Gladiator). And nearby are the San Filippo Thermal Springs. 

Read more about Montalcino, Siena, Montepulciano, Val D’Orcia and San Filippo here. 

From Lucca, drive an hour to Lerici. Stop along the way at Viareggio – a glamorous seaside resort. 

Lerici 

Located in the Bay of Poets, Lerici is a seaside town with a sandy beach.

Things to Do in Lerici

• Visit a mussel farm 
• Enjoy the beaches in Lerici and nearby Fiascherino 
• Eat pesto, focaccia and Ligurian honey (the region’s specialities) 

Where to Stay in Lerici 

Budget – B&B Camera Bellavista has views of the coastline a 10 minute walk from the town.

Mid-Range – Hotel Byron has modern rooms, some with sea views, 1 minute walk from the beach.

Luxury – Located in the centre of Lerici, Doria Park Hotel has a terrace with views of the Gulf of Poets, the castle, and the old town. We had a lovely stay here.

Campsites – There is a paid area di sosta at Località Vallata which has no facilities. Alternatively, there is a cheaper site in La Spezia at Viale San Bartolomeo.

Find accommodation in Lerici

Cinque Terre National Park 

On your second day in Liguria head to Cinque Terre National Park. Cinque Terre means five lands in Italian, and the park is made up of 5 main villages: Monterosso al Mare, Vernazza, Corniglia, Manarola, and Riomaggiore. These picturesque villages are well photographed and you’re bound to have seen images of the colourful houses overlooking rocky beaches. It’s a very popular spot and parking is limited here, so I recommend taking the train from La Spezia station (20 minutes drive from Lerici). Train tickets cover the whole area and can be used as many times as you like in a day. The first village of Riomaggiore is only 8 minutes by train from La Spezia. 

Where to Stay in Cinque Terre 

If you prefer to stay in Cinque Terre there are a few accommodation options with parking. 

Budget –  Villa Caribe is set in Monterosso al Mare village, 800m from sandy Gigante Beach.

Mid-range – Also in Monterosso al Mare village, Locanda A Cà Du Gigante is 50 m from Gigante Beach. Parking is €15 per day.

Luxury – Stellio Affittacamere is a guest house in Riomaggiore. Parking is available nearby at €15 per day.

Super Luxury – Arpaiu has rooms and apartments with sea views in Manarola. Parking costs €60 per day.

Campsites – Il Poggio is a camper area within the Cinque Terre National Park in Monterosso al Mare. Campers cost €25 per night which includes transfers to the village. Booking is advised. 

Find accommodation in Cinque Terre

If you have more time in Liguria, then visit the pretty town of Portovenere. Read about it here . 

Read our full guide to Liguria here. 

Travel 3 hours northeast on your road trip of northern Italy to Lake Garda. On the way stop in Parma for lunch or take a small detour into the countryside to Bré del Gallo – a Culatello cellar. Culatello is a delicious cured meat and though it’s not as famous as Prosciutto di Parma, Culatello is considered the king of salumi.

Day 12-14 Lombardy/Veneto 

Lake Garda (Lago di Garda)

Beautiful Lake Garda is Italy’s largest lake, with mountains to the north and beaches to the south. There are lots of lovely towns and villages dotted around its shores and it can be hard to pick one or two to visit. Our recommendations are: 

Salò is located on the western shores of the lake in the Lombardy region. With a mountain backdrop, it’s an attractive town, particularly the historic centre – which is full of quaint lanes and small piazzas. It has the longest lakeside promenade on the whole of Lake Garda.

Things to Do in Salò

• Relax on the beaches 
• Admire the view from the Rocca (castle) – known as the ‘balcony of the lake’
• Shop at the Saturday market 
• Enjoy canoeing, fishing and sailing on the lake 
• Admire the Romanesque cathedral and the Torre dell’Orologio (clock tower)

Where to Stay in Salò 

Budget – Rivalta Life Style Hotel is located 150 m from Lake Garda promenade. Breakfast is included.

Mid-Range – Hotel Vigna is situated in the historic centre of Salò, with a gorgeous terrace with panoramic views across Lake Garda.

Luxury – Hotel Laurin is located in a charming Art Nouveau style villa from the early 20th century, 5 minutes’ walk from Salo town centre. The hotel features a large outdoor swimming pool and an excellent restaurant.

Campsites – Paradiso is located on the shore of Lake Garda and has 50 paid spaces.

Find accommodation in Salo

The next stop is Malcesine. Drive to Limone del Garda – considered the prettiest town on the lake and take the car ferry across to Malcesine. If you’re travelling outside of the summer season, this ferry doesn’t run but you can take a ferry from Maderno to Torri del Benaco. 

Malcesine 

Located on the eastern shore of Lake Garda, Malcesine is a picturesque town with cobbled lanes and a castle at the foot of Monte Baldo.

Things to Do in Malcesine

• Take the cable-car up to Monte Baldo for hikes and impressive views 
• Wander the cobbled streets
• Visit Castello Scaligero and its museum 
• kitesurf or sail on the lake (the best spot for kitesurfing is Torbole – a 20 minute drive north)
• Visit the Palazzo dei Capitani
• Taste local olives

Where to Stay in Malcesine 

Budget – Hotel Lago Di Garda has a roof terrace with views of Lake Garda. 

Mid-Range – Hotel Antonella features an outdoor pool and restaurant, 600m from the lake. Free private parking is available on site.

Luxury – Hotel Castello Lake Front has panoramic lake views and a private beach with parasols and deck chairs. Parking is free.

Campsites –  Camping Priori has twelve pitches a few metres from the lake and 150 meters from the cable car.

Find accommodation in Malcesine

From Malcesine, drive south along the coast for an hour to Verona. Along the way stop at some of the lakeside towns including Garda and Bardolino.

Verona 

Considered one of the most romantic cities in Italy, if not the world, there are plenty of reasons to visit Verona . It is full of ancient buildings, has fantastic food and wine and was also the setting for Shakespeare’s Romeo and Juliet. 

Things to Do in Verona

• Visit Juliet’s Balcony 
• See an opera at Verona Arena 
• Drink Amarone (a delicious red wine from the region) or eat risotto all’Amarone
• Visit Castelvecchio 
• Stroll through Piazza Delle Erbe in the heart of the historic centre

Where to Stay in Verona 

Budget – La Nuova Corte Rooms are 600m from the Verona Arena. Many have a balcony or terrace. Parking is €15 per day.

Mid-Range – Relais Ponte Pietra is located in front of Ponte Pietra bridge and 350m from Verona Cathedral in the centre of Verona, in an elegant 13th-century building. Free parking is available at Relais Ponte Pietra.

Luxury – Hotel Accademia is set in Verona’s centre, just 350 m from the Verona Arena, in an 18th-century building. Parking is €21 per day.

Super Luxury – Due Torri Hotel has a large roof terrace with views of the historic centre and is a 5-minute walk from Juliet’s balcony. Parking is €35 per day.

Campsites – Camping Castel San Pietro is located within the ancient city walls, surrounded by lush gardens. 10 minutes walk to the city centre.

Find accommodation in Verona

From Verona, it’s the final stretch on your northern Italy road trip back to Treviso. It’s an hour and a half drive and it’s worth stopping in the walled city of Padua along the way. 

Longer than 2 weeks in Northern Italy?

There are plenty of options to extend your trip:

The Dolomites

Instead of returning to Treviso after Verona, continue north to the Dolomites. This UNESCO World Heritage-listed area offers fantastic skiing in winter and amazing hiking in the summer, with a fusion of Italian and Austrian culture. 

Things to Do in the Dolomites

• Row a boat on Lago di Braies  
• Ski at Cortina d’Ampezzo (or check out the glamorous shops and restaurants in the summer)
• Hike to Lago di Sorapis – A stunning blue lake 
• Hike to Tre Cime di Lavaredo – The three peaks 
• Try a Bombardino
• Snowshoe in the winter

Read our guide to the Dolomites here. 

Where to Stay in the Dolomites 

Budget – Chalet Planvart is located 100m from the Santa Croce ski lift in Badia and 45 minutes drive from Cortina d’Ampezzo.

Mid-Range – Ristorante Rifugio Ospitale is a traditional mountain-style hotel with a restaurant in Rufreddo. 12 minutes drive from Cortina d’Ampezzo.

Luxury – Sporthotel Tyrol is located in the centre of San Candido and has an indoor pool, a spa and panoramic views of the Dolomites. We had an awesome stay here.

Luxury – Hotel Leitlhof Dolomiten has an indoor pool and wellness centre in San Candido, 800m from the Haunold ski slopes.

Campsites – Camping Cortina International is a campsite with a pool and buses to the ski lifts.

Find accommodation in the Dolomites

Have you taken a road trip of northern Italy? Leave us a comment below. 

How long do I need for a Northern Italy road trip?

Ideally two weeks or more. In two weeks you can explore a few of the regions in Northern Italy. If you have more time you can travel at a more relaxed pace, spend longer in each destination and add a few additional stops.

What is the best time of year to visit the south of Italy?

Spring, Summer and Autumn are all great times to travel in Northern Italy. In the summer you will have the highest temperatures, but the biggest crowds. In the shoulder seasons, you can enjoy exploring the towns, cities and countryside with fewer people while generally still having warm weather. Some parts of Italy, such as  the Dolomites  may be cold during Spring and Autumn, so pack accordingly.

What are the most beautiful towns in Northern Italy?

Tuscany  is famous for its beautiful walled towns, such as San Gimignano, Lucca and Siena. Venice is one of the most beautiful cities in the world and the  Ligurian coast  is also home to some incredibly scenic towns and villages, such as the towns of the Cinque Terre, Portovenere and Portofino.

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Thank you for sharing. I have been looking for tips and guides in planning my trip, with husband in northern Italy. You have give lots of details and information I’ve been looking for, especially where to find affordable accommodation in those different regions. Can you tell if I need to pre book accommodation prior traveling? I will be renting a car before leaving Florence.

Thanks Jackie. I would recommend booking accommodation in advance, especially if you’re travelling in the high or shoulder seasons. I was in Italy again in September and October and it was very busy. Have a lovely time!

Thanks so much for this. We are planning a northern Italy road trip for next summer and this has given me so much inspiration!

You’re welcome! Have an amazing trip!

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2 Weeks in Puglia Itinerary: 14 Days Road Trip

If you are planning to spend two weeks in Puglia (Apulia), and looking for the best places to visit and things to do in Italy’s heel, here you will find a perfect Puglia itinerary for 14 days with an exact route, map, driving times, distances, and places to stay. This is a Puglia road trip that I completed and thus, I am sharing all the travel tips that you might find useful to plan your trip.

Our 2 weeks in Puglia itinerary starts and ends in the regional capital city of Bari. It takes you around central Puglia through the olive groves of Itria Valley, where you stop at characteristic white towns such as Loccorotondo and Ostuni, and visit the trulli village of Alberobello. Then swing by the iconic coastal towns of Polignano a Mare and Monopoli.

The route also includes a classic detour to the cave town of Matera in the Basilicata region. The trip continues along the gorgeous Adriatic Coast and reaches the spectacular less visited Gargano Peninsula, on the northern side of Puglia region in Italy. Here you will discover true hidden gems of Puglia like Vieste, Monte Sant’Angelo, and Umbra forest. Those lesser-known places were highlights of my 14 days in Puglia.

That said, use my detailed guide to follow along or as an assistant to plan your perfect 2 weeks Puglia itinerary.

Disclosure :  This Puglia Itinerary contains affiliate links to our trusted partners. It means that we may make a small commission at no extra cost to you if you purchase by clicking a link. It helps us grow the blog and create more of free useful travel advice for you. 

2 weeks in Puglia itinerary: travel essentials

• Car rent : you can get the best rates at  DiscoverCars . I use this website to book my rental cars.
• Stay : we booked all our accommodation in Puglia on  Booking.com .
• Travel Insurance : purchase reliable travel insurance at Heymondo , or SafetyWing (this one is the cheapest on the market).
• eSIM card : Stay connected as soon as you land.   Airalo   offers an eSIM card with up to 20 GB (7 to 30 days) data packages for Italy and Europe.
• Best day tour in Gargano Peninsula: Tremiti Islands from Vieste boat tour .
• Best food tours: Street food tour in old Bari and Rickshaw street food tour in Bari.
• Best sea cave tour: Speedboat tour in Polignano a Mare and Catamaran Tour with Aperitivo.
• Best tour for history: Matera guided tour and Matera guided tour with entry to cave houses .

Puglia itinerary for 14 days: overview

Here is a snapshot of how to spend 2 weeks in Puglia, Italy

• Day 1: Bari (arrival)
• Day 2-3: Polignano a Mare and Monopoli
• Day 4-6: Itria Valley and white towns.

Day 7-8: Matera

• Day 9-13: Gargano Peninsula
• Day 14: Bari (fly home).
• Distance driven and time on the road : 1124 km (700 miles), 15 h 40 min.
• When: end of April-beginning of May.
• Weather: mostly sunny and warm, a few rainy and foggy days, chilly waters in the sea. 
• Highlights: trulli houses, white towns, medieval seaside villages, wild beaches, hilltop towns in Gargano National Park, and the cave city of Matera.
• Was it busy? Moderate to very few visitors (depending on the place). 

Starting and ending in Bari, this two weeks in Puglia itinerary is a medium-paced road trip. If you have 10 days in Puglia, you can still follow the given route. You would have to spend less time or remove some of the places from the itinerary. 

Our first 7 days of Puglia road trip are focused on the central region. Here you will visit the wonderful trulli land of Itria Valley (Val d’Itria), and several charming white towns, including Ostuni. Then you will continue to the coast and spend some time in lively medieval seaside towns on the Adriatic coast near Bari. Then pay a visit to Matera. This famous cave town is conveniently located at the eastern edge of the Basilicata region, thus it is an easy add-on to the itinerary. 

Meanwhile, the second half of the trip is dedicated to the less-visited spur of the heel, Gargano Peninsula, located in the northern part of Apulia, Foggia province. Almost all of the area is a Gargano National Park (Parco Nazionale di Gargano). If you love nature and are fascinated by the old-world charm, then Gargano with its wild beaches, mountains, forests, and hilltop towns will be a highlight of the Puglia road trip. It undoubtedly was to us.