tours in tuscany from florence

15 BEST Tuscany Tours from Florence by a Local

By: Author Stefania Guglielmi

Posted on Last updated: July 6, 2024

Categories Europe , Italy

When it comes to immersing yourself in the beauty and rich cultural heritage of Tuscany, there’s no better place to start than Florence .

As the gateway to this idyllic region – and its capital city – Florence offers tons of opportunities to explore the Tuscan countryside. 

If you have at least 3 days in the area, you should spend the first two days in Florence , and then absolutely go on a trip to explore its bucolic surroundings.

We have curated a list of the best Tuscany tours from Florence to help you make the most of your time in the area. You’ll find a diverse range of activities highlighting the region’s finest offerings.

From winery tours and trips to nearby cities to private experiences, there’s a perfect one waiting for you. Check them out, and take your pick!

Why should you value my insights on Tuscany tours from Florence? Growing up in Bologna, a 30-minute train ride from Florence, I’ve had countless adventures in the Tuscan countryside.

With a deep-rooted connection to Italy and a decade of expertise in the travel industry, I carefully handpick each tour. This is to make sure that what I recommend offers a genuine Tuscan journey, worth your while.

I personally use Viator , Get Your Guide , and Walks to book activities around the world. I especially recommend them for their fantastic cancellation policy. If your travel plans change, you can cancel most tours up to 24 hours in advance for a full refund. 

Were you looking for a multi-day tour rather than a day tour? I recommend checking out TourRadar , an aggregator for multi-day tours (both group tours and private ones). I’ve personally booked tours to Jordan and Africa with them and had a flawless experience! Good choices for multi-day tours to Tuscany from Florence are: • Tuscany Absolute • The Best of Tuscany 4 Days/3 Nights • A Taste of Tuscany (starts in Pisa)

OUR PICK: The Most Comprehensive Tour to Tuscany from Florence

▶️ Our number 1 pick, the Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa, and Lunch at a Winery . This full-day, super comprehensive tour starts with a guided tour around Siena. You’ll get to admire its impressive architecture and visit the Duomo before making your way to a charming winery. 

Surrounded by the Chianti hills you’ll indulge in a Tuscan lunch and delicious wine tasting, and then venture to the hilltop town of San Gimignano. Indulging in gelato and walking around its medieval walls are the highlights of any visit to San Gimignano. 

Finally, prepare to tilt your head in awe at the iconic leaning tower of Pisa and the rest of the monuments in Piazza dei Miracoli. This tour is the ultimate shortcut to capturing the essence of Tuscany in just one day.

Why is this the best tour to Tuscany from Florence? It includes visits to Tuscany’s major highlights, ensuring a comprehensive tour around the region. Aside from getting to the best viewpoints and towns, you’ll sip regional wine, Tuscany’s gem product. Plus, the reviews are excellent!

This tour includes : Roundtrip transfers, a guided tour of Siena, entrance to the Cathedral, all visits, and lunch with wine tasting. ➥ BOOK IT HERE

Tuscany Wine Tours from Florence

I’ve written a whole post about the best wine tours from Florence . But I’ll save you time, here are the very best ones.

▶️ Experience the region’s finest on this Tuscany Day Trip from Florence with Chianti, Siena, and San Gimignano . Enjoy jaw-dropping views of Florence from Piazzale Michelangelo, the prime viewpoint in the city. Then make your way into the land of rolling hills and vineyards. 

Your first stop will be the city of Siena, where you’ll marvel at the magnificent Siena Cathedral exterior and Piazza del Campo. Your guide will tell you all about the renowned Palio horse race that takes place there twice a year.

Savor an exquisite gourmet lunch with locally sourced ingredients in a Chianti farmhouse and vineyard. The meal will be paired with Italian wines – you’re in Tuscany after all!

Spend the afternoon exploring the medieval town of San Gimignano, first with your guide and then on your own.

This Siena and Chianti tour from Florence includes : Roundtrip transportation, a guided walking tour in Siena and San Gimignano, lunch with wine tasting, and a guide. ➥ BOOK IT HERE

▶️ With this Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence . You’ll delve into the deliciousness of Tuscany, sampling its local cuisine as you explore the countryside.

Hop on a 4×4 vehicle to immerse yourself in the region, learning as you go from your very knowledgeable guide. Stop for a visit at a wine estate and a historic villa, where you’ll get to walk its underground tunnels.  

There you’ll relish tastings of cheese, olive oil, and wine, before heading to a winery restaurant for lunch and a second wine tasting.

This Chianti tour from Florence includes : Roundtrip transportation, a guide, lunch, and food + wine tastings.➥ BOOK IT HERE

▶️ Elevate your wine game with the Florence: Chianti Wineries Tour with Food and Wine Tasting . You’ll be taken to two authentic wineries in the Chianti Hills where you’ll get up close and personal with the local winemakers. 

Engage in the winemaking process by exploring the facilities and strolling through the vineyards. Then, treat your taste buds with tastings of up to 7 different wines. Alongside the vino , relish regional treats like cheese, olive oil, and balsamic vinegar. 

This tour will charm you with the delicious flavors of Tuscany, but also with striking views of its countryside. You’ll stop for photos at the best lookout point overlooking the Chianti hills. 

This tour includes : Roundtrip transportation, winery tours, a guide, wine tastings with food pairings, and a stop at a viewpoint. ➥ BOOK IT HERE

An Essential Pisa Tour 

Get ready for a Pisa Day Tour with Leaning Tower of Pisa to discover one of the most renowned works of architecture. Don’t forget to take advantage of the hilarious photo ops as well!

You’ll enjoy a guided tour around Piazza dei Miracoli, learning about the history and architectural facts of each monument. Then, snap some pictures holding the famous Leaning Tower before skipping all lines into the landmark.  

After climbing its 294 steps you’ll be rewarded with a fantastic view of the square. Make sure to also explore the interior of the Cathedral, an inspiring example of Romanesque Art, with the included tickets.  

Visit the Monumental Graveyard, another example of architectural beauty, and enjoy free time at the end of the tour.

This tour includes : Roundtrip transfers, a guided tour of Pisa, free time, and entrance fees to the Cathedral and the Leaning Tower. ➥ BOOK IT HERE

Looking for something different? Check out this other post about the best Pisa tours from Florence .

The Best Tours to Siena 

▶️ Embark on a delightful Siena and San Gimignano: Small-Group Tour with Lunch from Florence for a memorable day filled with history, architecture, and deliciousness. Your trip starts with a scenic drive to Siena, one of Tuscany’s most charming cities. 

You’ll enjoy a guided walking tour through its winding cobblestone streets, all the while learning about it and admiring its main landmarks: the Siena Cathedral and Piazza del Campo.

Then, venture to San Gimignano, where you’ll be enchanted by its iconic medieval towers and historical atmosphere. Enjoy your free time to explore at your own pace and try its traditional gelato, and hop back on the bus to head to the last destination. 

You’ll tour Fattoria Lornano Winery, visiting its old cellars as you learn about the wine. Cap off the trip with a seasonal lunch of Tuscan delicacies paired with a great selection of wines. 

This Tuscany bus tour from Florence includes : Roundtrip transportation, a guide, a tour of Siena, free time in both Siena and San Gimignano, and lunch with wine tastings. ➥ BOOK IT HERE

▶️ Escape the Florence frenzy and dive into Tuscany’s charm on this San Gimignano, Siena, and Chianti Wine Tour .

You’ll be whisked away from the city and into the  UNESCO-listed town of San Gimignano. This medieval hilltop town offers glorious views of the countryside, and you’ll have free time to explore it.

Then, drive through the picturesque Val D’Elsa hills and stop for a quick visit at Monteriggioni Castle. Your next stop is Poggibonsi, a Chianti town where you’ll visit a winery for an interesting tour and tastings of Chianti Classico. 

Finally, delve into Siena’s architectural wonders and soak up the vibrant atmosphere of Piazza del Campo.

This tour includes : Roundtrip transfers, a guide, free time in San Gimignano and Monteriggioni Castle, a tour of Siena, and wine tastings. ➥ BOOK IT HERE

Again, for more options make sure to check out my other post about the best tours to Siena from Florence .

The BEST Tuscany Private Tours from Florence

▶️ Explore medieval towns with your gang on this Private Siena, San Gimignano, and Chianti Day Trip from Florence . 

Accompanied by your closest friends, you’ll get to marvel at Siena’s clamshell-shaped Piazza del Campo and its majestic Cathedral. Next up is a trip to the village of Monteriggioni, driving through scenic Chianti hills.

Spend some time in San Gimignano, the most enchanting hilltop town in the area, and opt to include a tasty lunch with wine pairings at a local farm or winery.

This will, however, reduce the time in Siena and San Gimignano and exclude Monteriggioni from the itinerary!

This tour includes : Hotel transfers, free time in all locations, bottled water, and an English-speaking driver. ➥ BOOK IT HERE

▶️ Join this Private Tuscany Tour: Siena, Pisa, and San Gimignano from Florence with your group of up to 8. Make the most of having a personal chauffeur in Italy’s most famous wine region, and explore its major spots.

You’ll have a full day to wander around the alleys of Siena, Pisa, and San Gimignano at your own pace. Take in their striking architecture, soak up the history and artistry of each city, and admire the views.

The itinerary is flexible and adapts to your own times and interests. You can even add a trip to a local winery to sip on Vernaccia wine and enjoy a hearty meal.

Your driver will then take you through the Tuscan countryside to San Gimignano, a medieval gem recognized as a World Heritage Site by UNESCO. 

This tour includes : Hotel pick-up and drop-off, free time in Siena, San Gimignano, and Pisa, bottled water, and a flexible itinerary. ➥ BOOK IT HERE

▶️ Another great trip to share with your friends is this Private Tuscany Wine Tour Experience from Florence .

With a sommelier guide, uncover the hidden gems among the rolling hills and vineyards of Tuscany while sampling exquisite regional varietals and olive oil in three wine estates. 

Delight in a traditional Tuscan lunch paired with fine wines, followed by a tour of the cellars. You’ll discover the secrets behind the art of winemaking, gaining insights from local vintners. 

Time permitting, you’ll also get to explore charming medieval villages like Castellina in Chianti and Radda in Chianti. This customizable journey offers a flexible itinerary, promising a grape escape like no other.

This tour includes : Hotel pick-up and drop-off, lunch, and wine tastings. ➥ BOOK IT HERE

Tuscany Cooking Classes

▶️ Unleash your inner chef in this Cooking Class and Lunch at a Tuscan Farmhouse with Local Market Tour from Florence . This culinary adventure starts at a bustling market, where you’ll follow a local chef as they pick the freshest ingredients for your class. 

Then, head to a beautiful farmhouse where your cooking lesson will take place. Put into practice the tips and techniques a lead chef will teach you to craft a mouthwatering 4-course lunch.

From bruschetta to handmade tagliatelle, a meat course, and tiramisu, you’ll whip up an authentic Italian feast! Relish your creations paired with Tuscan wine to cap off the experience.

Take a cooking diploma and the recipes home to show off your newfound skills. Prepare to impress friends and family with your Italian culinary prowess!

This tour includes : Roundtrip transfers, a market visit, a cooking class, lunch with wine, a cooking diploma, and all the recipes. ➥ BOOK IT HERE

▶️ Dive into a gastronomic adventure with this delightful Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm . You’ll be taught by a professional how to prepare Italy’s most renowned comfort food dishes. Because what trumps pizza and gelato?!

Enjoying the stunning scenery that surrounds you and under a chef’s guidance you’ll craft a 3-course feast that you’ll get to indulge in later. You’ll knead the dough for a focaccia, and choose your favorite toppings for a mouthwatering pizza. 

As if that wasn’t enough, you’ll also whip up your very own, creamy gelato to end your lunch on a very sweet note. You’ll go home with the recipes to recreate these delectable dishes at home. 

This tour includes : Roundtrip transfers, all ingredients, a 3-course meal paired with wine or beer, a cooking diploma, and all recipes. ➥ BOOK IT HERE

Tuscany Bike Tours from Florence

▶️ Want to try a bike tour? This E-Bike Florence Tuscany Self-Guided Ride with Vineyard Visit includes the region’s prime attractions: scenery and wine.

You’ll ride through the Tuscan countryside and scale the picturesque hills effortlessly. Zip all the way to Fiesole, where you’ll visit a vineyard for Chianti-style wine and Tuscan treats.

The ride also includes a stop at Piazzale Michelangelo, which offers incredible views of Florence.

With an e-bike rental and GPS device, you’re free to roam independently at your own pace, getting your dose of wine, views, and adventure—Tuscany style!

This Tuscany bike tour from Florence includes : E-bike and helmet rental, GPS route, and a phone holder. ➥ BOOK IT HERE

▶️ An alternative is this Tuscany E-Bike Tour: From Florence to Chianti with Lunch and Tastings . You’ll get to pedal across the Arno River to the stunning viewpoint of Piazzale Michelangelo. Then, immerse yourself in the beauty of the Chianti wine region. 

Ride along scenic country roads, surrounded by ancient olive groves and vineyards, and tour two local wineries. Indulge in wine tastings and a traditional Tuscan lunch before visiting a Terracotta factory and an olive oil mill.

This Chianti bike tour from Florence includes : Bike and helmet rental, a guide, bottled water, a Tuscan lunch, wine and olive oil tastings, and a Terracotta factory guided visit. ➥ BOOK IT HERE

Stefania Guglielmi is the founder of Every Steph. Originally from Bologna, Italy, she's been traveling full-time since 2016 and has visited over 50 countries across 6 continents. She believes sustainable travel and luxury travel can go hand in hand and has been advocating for responsible tourism since 2014. Stefania's advice and travel experiences have been featured in important publications such as Business Insider, Refinery29, and Yahoo Money.

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Tuscany in the heart and Soul of Italy

• • Florence to Siena and San Gimignano Tour, Glory of Medieval Age in Tuscany
• • Tour Pisa and Lucca :The Leaning Tower and the City Walls
• • Tour Montepulciano and Pienza, discovering the Valdorcia region
• • Siena and Chianti Tour, Medieval Charm & Wine Delights
• • San Gimignano and Chianti: Ultimate Tuscan Escape
• • Siena and Montepulciano: A Day of Medieval Marvels and Noble Wines
• • Siena and Montalcino with Exclusive Wine Experience
• • Tour Volterra e San Gimignano, discover the Etruscan, Roman and Medieval Ages
• • Pisa Volterra and San Gimignano, from the sea to the hills of Tuscany
• • Tour Cortona and Arezzo, Under the Tuscan Sun
• • Assisi and Deruta, in the sacred land of St. Francis
• • Outlet Shopping Sightseeing Tour
• • Arezzo and Castiglione del Lago, Lake Trasimento on the border between Umbria and Tuscany
• • Assisi and Perugia, discover the beauty of Umbria region
• • 3 to 7 Days Enchanting Tuscany Escape
• • Chianti Wine Tour
• • Chianti Castles Exclusive Wine Tour
• • Montepulciano Wine Tour, the Nobile Wine experience
• • Montalcino Wine Tour, Brunello exclusive taste
• • San Gimignano and Chianti wine tour
• • Montepulciano and Montalcino wine tour with stop Pienza
• • Bolgheri Super Tuscan wine tour
• • San Gimignano wine tour
• • Cortona and Montepulciano Wine Tour
• • Chianti Wine maker for a day - make your perfect bottle
• • Bolgheri and Scansano wine tour – the south coast of Tuscany
• • 3 Days Tuscan Countryside and Wine Tour: Chianti and San Gimignano, Bolgheri and Scansano, Montalcino and Montepulciano
• • Half Day Florence Walking Tour - 3 or 4 hrs Private Walking Tour of Florence
• • Florence Walking Tour, city center, Accademia and Uffizi Gallery
• • The Medici Villas in Florence
• • The Hills of Florence: Fiesole, Settignano, Piazzale Michelangelo
• • Artisans tour in Florence
• • Michelangelo:his life and works in Florence
• • Tour Cinque Terre , the unique Mediterranean Coast
• • Tour Portofino, Santa Margherita, Camogli: The Italian Riviera
• • Livorno Shore Excursion to Florence
• • Livorno Shore Excursion to Florence and Pisa
• • Florence and The Mall Outlet shopping
• • Pisa Shore Excursion with Lucca tour
• • Cinque Terre Shore Excursion
• • Chianti Shore Excursion
• • Pisa and Volterra shore excurtion
• • Rome to Venice (Venice to Rome) with a costomized en-route excursion
• • Florence to Rome (or Rome to Florence) with an en-route excursion to Siena and San Gimignano
• • Florence to Rome (or Rome to Florence) with an en-route excursion to Orvieto
• • Florence to Venice (Venice to Florence) with an en-route excursion to Padua (Padova)
• • Florence to Venice (Venice to Florence) with an en-route excursion to Ferrara
• • Florence to Venice (Venice to Florence) with an en-route excursion to Bologna
• • Florence to Milan (Milan to Florence) with an en-route excursion to the Ferrari museum
• • Florence to Naples - Amalfi Coast (Naples to Florence) with stop in Orvieto
• • Transfer Florence to Portofino with tour of Pisa and Lucca
• • Florence to Rome (or vice-versa) with an en-route excursion to Arezzo and Castiglione del Lago on the Trasimeno lake in Umbria
• • Direct Transfers from/to Florence, Rome, Venice, Naples, Milan, Airports, Ports, Train Station
• • Ancient Rome daily tour
• • The Vatican Guided Tour (3 hours)
• • Rome Daily tour from Tuscany or Central Italy
• • Venice Walking guided tour: 4 hours, with skip the line entries to monuments
• • Venice Private Walking Tour of 3 hours: only outdoor with optional final Gondola tour
• • Venice Islands 6 hours Private Guided Tour to Murano, Burano and Torcello
• • Venice daily tour from Florence, Tuscany or central-north Italy
• • Verona day tour from Florence
• • Verona walking guided tour
• • Barolo wine tour, Le Langhe in Piedmont
• • 2 days tour of Barolo Wine tour and Truffle Hunting in Piedmont
• • 2 days tour of Barolo Wine tour in Piedmont with local hazelnuts tasting
• • 7 days Best tour of Sicily
• • Tuscany Golf Tour
• • Tuscany Beach Tour: Versilia, Costa degli Etruschi and Maremma
• • Carrara Quarries: the marble of Michelangelo
• • Hiking tour in Chianti and Tuscany

Family Friendly Tours

• Our Tuscany
• Travel Agents

Welcome to Tours in Tuscany

Visitors never "leave" Tuscany. Most choose to vacation and visit this region year after year . We, at "Tours in Tuscany" , hope to introduce this enchanting region to new visitors as well as show those who are returning to Tuscany, new places and taste new flavours...of " Our Tuscany "

We are excited to meet and share our Tuscany with you

Tuscany Tours

Private Tours of Tuscany. Your day discovering the most beautiful towns and medieval villages of Tuscany

Tuscany Wine Tours

Private Tuscany Wine Tours with wine tastings of Chianti Classico, Brunello di Montalcino, Nobile di Montepulciano, Bolgheri Supertuscan Wines

Florence Tours

Private Guided Florence Walking Tours with local Certified Guides. Find the best walking tour of Florence and other experiences.

Tour Cinque Terre and Portofino

Private Excursion to Le Cinque Terre, Portofino, Santa Margherita Ligure, Camogli and The Italian Riviera

Livorno Shore Excursions Tuscany

Livorno Shore Excursions to Florence, Pisa, Chianti, Le Cinque Terre, San Gimignano, Lucca, Volterra.

Transfers Tours

Private Transfer or maximize your trip with our Transfers Tours with stops: Florence, Rome, Venice, Naples, Amalfi, Milan, France, Switzerland and others

Tours of Rome, the ethernal city, the center of the ancient world

Venice Tours

Tour of Venice, the "Serinissima" Republic, queen of the mediterranean sea 

Verona Tours

Verona, the romantic city of Romeo an Juliet

Piedmont Tours

Memorable Tours of Piedmont. Barbera, Barolo, Barbaresco Wine Tours Experiences in the beautiful Langhe region also famous for White Truffle and hazelnuts.

Sicily Tours

Wonderful Tours of Sicily and Experiences in one of the most beautiful Italian island, the center of the Mediterranean Sea, rich in its millenary culture.

Outdoor Tours

Tuscany Open Air Tours: Golf in Tuscany, Tuscan coast and Beach, Hiking in the Tuscan Coutryside, Visit to the marble quarries in Carrara

Our company has developed during the years experience working with several families.

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Tours in Tuscany , Private Tuscany tour, Wine tours Florence, Walking Tours Florence, Tuscany Wine Tours, Transfers to Florence

Booking Form Tours in Tuscany Español

Tuscany in a Day Tour from Florence

Visit Siena, dine at a Chianti vineyard, explore San Gimignano, and see the Leaning Tower of Pisa!

Max 50 Guests

Searching for the ultimate day trip from Florence? On this unforgettable tour through Tuscany, take a guided walk through the medieval city of Siena, visit a Chianti vineyard for a decadent wine tasting and traditional Tuscan lunch, wander around the enchanting town of San Gimignano, and get a close-up look at the Leaning Tower of Pisa! With comfortable, round-trip transportation included and a knowledgeable guide leading the way, this is the best way to discover all that Tuscany has to offer!

Tour Overview

Select participants and date.

Check Available Tours

What's included

Expert, local guide

Roundtrip transportation via air-conditioned coach

Guided walking tour of Siena with cathedral entrance

Free time to explore Siena at your leisure

Tuscan lunch at a family-run vineyard

Sample 4 different wines

Explore the enchanting town of San Gimignano

Scenic drive to Pisa

Hotel pick up and drop off

Tickets to the Leaning Tower of Pisa

Tuscany in a day

Siena Cathedral

Siena guided tour​

Chianti vineyards​

Local wine tasting​

For Reference Only. Itineraries are subject to change

Meeting and drop-off point

What to bring?

See what people are saying

Our favourite tour

System Admin

September 07, 2024 21 pm EST

We loved this tour so much. It involved a lot of driving but our guide Victoria was amazing and kept us laughing. Our only wish was that we spent move time in Siena. We had the most amount of time in San Gimignano which was beautiful but wish we got more time in Siena. Pisa was okay, definitely our least favourite place but we only spent an hour there which was enough time. Looking back this was our favourite tour of our entire trip and have already recommended it to a few people.

Giancarlo is the best!

Narges Afshari Sarabi

August 14, 2024 15 pm EST

The tour that my party had experienced was phenomenal. Even during the scorching heat, our wonderful tour guide, Giancarlo, did everything in his power to alleviate the nuisances that follow the high temperatures, therefore allowing our tour to be very joyful. In regards to the tour itself, there was no chance that we would have visited the sites included had we not purchased this tour from TheTourGuy. TheTourGuy had the entire schedule planned out, allowing for an easy trip through Tuscany and all the sites included. Giancarlo also provided us with recommendations for food, shopping, and gelato whenever we had free time throughout the sites.

Elias Hifawi

August 01, 2024 08 am EST

Nancy Wheelwright

July 26, 2024 22 pm EST

We had a fantastic day! Gabriel, from WalkAbout Tours, was an amazing guide--informative, fun, personable. (And shout out to Danelo, our bus driver). We felt well-taken care of. We loved everything we were able to see and do in a day! Siena was amazing! Tuscan lunch at the farm was delicious, San Gimignano was very cool, and we loved seeing Pisa. Would recommend to all!

July 20, 2024 06 am EST

Gabriella Cannons

July 13, 2024 17 pm EST

Kavitha Pulluri

June 09, 2024 05 am EST

Tuscan Delight

Andrew Rodriguez

May 31, 2024 05 am EST

We booked this tour to see more of the Tuscany region outside of Florence. Our guide Manolo was fantastic! He gave us history lessons and was funny and charismatic at the same time. We had a large group of 50 people and he didn’t lose anyone. The best part was the wine/farm that he took us to for lunch. I would book this tour again just for that experience. It was very beautiful and the food and wine was absolutely delicious. It is a long tour but worth every penny.

Catherine Chin

May 16, 2024 20 pm EST

A great way to see Tuscany!

Stephanie Lee

May 10, 2024 18 pm EST

Tony, the guide with WalkAbout, made our day incredibly special. He was funny and so knowledgeable! Our driver, Pepe, was amazing...

Tuscany in A Day Tour

Dawn Pezzimenti

May 02, 2024 05 am EST

Davide, our tour guide, was very organized and informative. He kept the large group moving and on time, in spite of the bad weather we incurred throughout the entire day. I would not recommend this tour for a family with small children, it was a very long day. I would recommend changing up the tour and removing the trip to Pisa - instead, allow more time in Siena, a longer tour at the Winery (to see the operation side of the business) and more time in San Gimignano.

Great time.

janara bennett

April 23, 2024 16 pm EST

We enjoyed our day in Tuscany with Mirella. She was well educated about the area and very happy and friendly. She tried to help us to think positive about the rainy day and it worked, the rain passed over. She was very accommodating as well. The tour was informative and enjoyable. The food for lunch was tasty., but not over the top. There was plenty of everything except salad. They brought 2nds on everything but didn’t refill the salad bowl and it was empty by the time it got to me. A couple of suggestions: I think an adult only option would be a good thing. Most of the people on our tour had raised their kids. While the 2 children in our group were not “bad” they were still noisy children and Babies cry. That’s what they do. Fortunately I didn’t have to sit right next to them. While I enjoyed each town, I feel like most people thought the day was a bit too long and that lunch was rushed. I think 2 towns and a vineyard would be plenty or maybe even 2 towns and another close by vineyard that didn’t require much time to drive to. Another suggestion is for the vineyard providing lunch and wine. It would have been good to have been served the wine. Some tables left large amounts in bottles and some people would have definitely drank another glass. All in all it was a fun trip.

Amina Mamedova

April 13, 2024 11 am EST

Had a great time. Tour included wonderful locations across Tuscany. Definitely worth visiting. Ludo is an amazing guide!

William Prior

March 26, 2024 17 pm EST

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Best of Tuscany Small Group Tour from Florence

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• Important Details

Our Best of Tuscany Small Group Tour from Florence is the ultimate way to enjoy the rolling hills of Italy’s wine country. Unlock the secrets of San Gimignano – the hilltop town that promises epic views. Experience the heart of medieval history in Siena, where sites like the Duomo offer a glimpse into the past. Next, you can choose between discovering a quaint Chianti village with its enchanting streets and boutiques or visiting a local winery. You can join a wine tasting (for a fee) or simply bask in the surrounding beauty before reaching Pisa. Here’s your chance to take iconic photos near the Leaning Tower of Pisa and marvel at the local sites.

First-time travelers in Italy must join our Best of Tuscany Small Group Tour from Florence for unbelievable views of Italy’s wine country. With your small group, be immersed in the region’s beauty, from San Gimignano to Pisa. Enjoy air-conditioned transfers and self-guided adventures. This tour operates twice a week with guaranteed departures, so book your spot today!

Best of Tuscany Small Group Tour from Florence Highlights

• Take in the breathtaking Tuscan views from San Gimignano
• Opt for visiting a stunning vineyard or strolling a local village
• Learn about Siena’s rich history and explore the medieval city
• Visit one of Italy’s most famous landmarks: the Leaning Tower of Pisa
• Guaranteed small tour group sizes, ensuring intimate and personal experiences

Best of Tuscany Small Group Tour from Florence Itinerary

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Tuscany Tours from Florence in One Day

If you’re based in Florence but you’d like to see more of what Tuscany has to offer, it’s easy enough to join a tour that will give you the opportunity to enjoy a hassle-free excursion in some of the most beautiful areas of Tuscany.

If you’ve only one day to spare, the easiest thing to do is join a guided tour that will pack the day with fun, amazing sights and great food.

Tuscany Tours from Florence

See the best of tuscany with this full day tour.

Tuscany in 1-Day Sightseeing Tour – You’ll meet your guide and board a coach that will drive through the Tuscan hills from Florence to Siena , your first stop. The Medieval historic centre of Siena is a sight to behold, from the Piazza del Campo where you can enjoy a coffee watching the world go by, to the Medieval edifices , and the splendid Gothic Cathedral. You’ll visit the interior of the Cathedral, a real must for art lovers, and enjoy a wander along its ancient streets.

Lunch is in a winery immersed in the Chianti vineyards , where the view matches the quality of the traditional Tuscan food. You can relax and enjoy some of the locally produced Chianti wine before heading to San Gimignano , one of Tuscany’s famed hill towns. This wonderfully evocative small town with its house-towers, and picturesque corners is a must-see, and you’ll find the best gelato in the region at Dondoli.

Last stop is Pisa , where you’ll have just short of an hour to admire the Cathedral Complex in Piazza dei Miracoli , where the Leaning Tower is the star of the show. Upgrade to the Tour & Leaning Tower of Pisa option and you’ll receive pre-booked entrance tickets.

Experience the Cinque Terre

This Cinque Terre Day Trip offers transport from Florence . Part of the region of Liguria, the Cinque Terre borders Tuscany, but is easy enough to reach from Florence and a trip here is well worth it. This stretch of coast is famous worldwide and is an official UNESCO heritage site , with its picturesque villages perched on the side of the steep hill, watching over the blue water of the Mediterranean sea . You’ll be travelling by coach, boat and train, and have free time to walk and enjoy the small villages that make this part of the world so special.

From the evocative streets of Riomaggiore to the beaches of Monterosso this tour gives visitors a glimpse of one of Italy’s most scenic destinations . Expect to do a bit of walking up and down hills, so take comfortable shoes, and of course a camera!

A trip to Siena & San Gimignano

This tour leaving from Florence , takes in Siena , San Gimignano and includes lunch near the Medieval walled town of Monteriggioni . You’ll see stunning architectural masterpieces like Siena’s Cathedral and Piazza del Campo flanked by beautifully preserved buildings. You’ll also be taken to the historic centre of San Gimignano with its stunning Medieval streets and tower-houses.

Both Siena historic centre and San Gimignano are UNESCO Heritage sites , known for their historic and artistic value. A knowledgeable and friendly guide will introduce you to the history of the towns and you’ll have free time to explore at your leisure.

Lunch is offered at a family owned wine estate , where you will enjoy typical Tuscan dishes and a taste of local hospitality.

Do the Pisa & Lucca Grand Tour

This Grand Tour of Pisa and Lucca will give you a snapshot of two of Tuscany’s great towns, with a professional guide to show you the many sights; from Pisa’s awe-inspiring Piazza dei Miracoli to Lucca’s Guinigi Tower and its Renaissance city walls .

While you’re in Pisa you’ll get up close to all the monuments in the Square of Miracles including The Cathedral, the Baptistery and the Leaning Tower of Pisa. The tour includes a light lunch in Pisa.

A Taste of Chianti

Enjoy a Safari Chianti Wine and Food Tour from Florence . Try some of Tuscany’s finest wine , cheese, meat, chocolate and learn about the region’s food heritage with the a local guide.

You’ll travel in comfort in an 4×4 you will see a historic villa, and experience a real, working Chianti Classico winery . Guests will be able to sample up to seven glasses of wine throughout the day and you’ll be able to relax with at a restaurant in the Chianti hills where you’ll be treated to a three course traditional meal .

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8 Best Tuscany Wine Tours from Florence

By: Author Girl with the Passport

Posted on Last updated: July 18, 2024

Categories Europe

If you’re in Florence then you’re forbidden from leaving without taking a mega epic day trip to Tuscany.

I mean, not only is Tuscany SUPER close to Florence, but this region is home to rolling hills, medieval villages, incredible vineyards, and some of the best wine in Italy.

Now, sure, you can visit via train or hire a rental car in Tuscany . But, if you’re short on time – or just plan to drink like whoa – then book one of the best Tuscany wine tours from Florence instead.

Not only do these Tuscan wine tours from Florence make traveling a breeze, but they provide you with a stellar way of enjoying all of the area’s most epic highlights in a short amount of time.

Trust me, I have done tons of the best Chianti wine tours from Florence and 99.9% of them have been lovely. So much so that I’ve gone back and done even more wine tours.

So, if you love wine but want to quickly and easily see all that Tuscany has to offer then this post is for you.

This post may contain affiliate links. Please see my disclosure for more information. As an Amazon Associate, I earn a small commission from qualifying purchases.

My #1 pick 🏆 for the best Tuscany wine tour from Florence is this small group wine-tasting tour . It’s well-priced, well-reviewed, includes delish wine 🍷, and isn’t HELLA long.

Best Tuscany Wine Tours from Florence

1. from florence: tuscany wine & food tour with guide.

⭐️ Rating: 4.9/5.0 (688 Reviews) Price: $161.70 per person Duration: 8 hours 📍 Meeting Point: Piazzale Montelungo Operator: Prestige Rent – Tours in Italy Details: Read more on Get Your Guide Now!

Prepare for an epic day of fun during this Tuscany Wine and Food Tour with a guide .

See, this is one of the best Tuscany wine tours from Florence that will introduce you to three organic wineries where you can sample a wide variety of local wines.

So, start this small group tour with a scenic drive through the Tuscan countryside before learning all about wine-making at the very first vineyard you visit.

Explore the farm and tour the cellar before heading to a hilltop estate where you’ll meet a local wine expert before sitting down to lunch.

You’ll try delicious olive oil and amazing balsamic vinegar during your light meal before taking a walk through the idyllic village of Greve in Chianti.

“What a fantastic day! It was amazing being able to try 3 different wineries. Most were red wine (which I’m not a fan of, but actually very much enjoyed on this trip) but there were also a few white wines. Lunch was awesome. Personally, the trip was little long, so I would recommend doing the shorter trip (everyone started getting car sick to some degree with all of the hills). But, the tour guide did a great job and I would definitely recommend this activity.” Matalin ( read more reviews now )

Enjoy some free time in the main square before ending the tour at a historic family-owned villa.

You’ll take in stellar views of Florence and can explore one of the most gorgeous gardens in Tuscany before ending your Tuscany wine tour from Florence.

A great time to visit would be Autumn in Tuscany , especially if you plan to be in Tuscany in September .

2. From Florence: Small Group Wine Tasting Tour to Tuscany

⭐️ Rating: 4.8/5.0 (1387 Reviews) Price: $96.39 per person Duration: 4.5 hours 📍 Meeting Point: Piazzale Montelungo Operator: Prestige Rent – Tours in Italy Details: Read more on Get Your Guide Now!

If you’re looking for one of the best Tuscany wine tours from Florence that won’t take the entire day then book this Small Group Wine Tasting Tour to Tuscany .

Now, after departing from Florence in an AC-filled minibus, you and your group will make their way towards Chianti Classico.

Along the way, your English-speaking driver/guide offers in-depth commentary before visiting two amazing wine estates.

Enjoy three wines and fresh olive oil at the first place as you learn all about unique vinicultural practices.

“It was sensational. Fantastic guide, very good and comfortable transport. Short journey (45min) to the first winery and then the second is very close. Winery 1. Cheeses and breads with wonderful vinegars and oils + 4 wines (just the bottom of the glass). Winery 2. Cheeses, cold cuts and sausages, and bread + 5 wines (just the bottom of the glass). Possibility to buy wines, oils and vinegars on the tour. I thought the amount of wine was good, enough to make me neither sober nor drunk. I recommend going at the beginning of the trip, because if you make friends, they can be company for the next few days.” Rodrigo ( read more reviews now )

Continue to the second winery and sample a variety of wines and olive oils that are perfectly paired with local cheese, bruschetta, salami, and more. Seriously yummy food to say the least.

Yup, I loved this tour and thought that Raffaele and Alessio were both great. They shared a ton of great info and you got to try lots of great wines, olive oils, and balsamic vinegar.

It was a great way to get a taste of Tuscany without becoming totally exhausted by a massively long day trip. You could also keep things chill and plan your own road trip through Tuscany instead.

3. Florence: Chianti Wineries Tour with Food and Wine Tasting

⭐️ Rating: 4.5/5.0 (4563 Reviews) Price: $53.18 per person Duration: 4.5 hours 📍 Meeting Point: Piazzale Montelungo bus stop Operator: Ciaoflorence Tours & Travel Details: Read more on Get Your Guide Now!

During this most excellent Chianti Wineries Tour with Food and Wine Tasting , you’ll drive to the Chianti region and visit two different wineries.

At the first stop, you’ll embark on a guided tour of the vineyard and learn about what a “Chianti Classico” distinction requires before sampling four incredible wines during an on-site tasting.

Your expert guide will explain each of the wines you’re sampling, teach you how to properly taste each one, and even give you local bread, cheese, olive oil, and salami to enjoy.

“Excellent tour – learnt something about wine; but that’s not really the point – had an excellent guide in Nathan and loved all the wines which we were served. The best place for us was the smaller winery where the tastings were excellent. Would recommend and def come back.” Neel ( read more reviews now )

Next, stop at a scenic overlook so you can admire the Chanti Hills before learning about wine production at the second winery.

You’ll even go on a quick guided tour of the vineyards and then sit down to enjoy three unique wines before returning to Florence.

4. Florence: Pisa, Siena, San Gimignano, and Chianti Experience

⭐️ Rating: 4.4/5.0 (2895 Reviews) Price: $69.46 per person Duration: 12 hours 📍 Meeting Point: Sightseeing Experience Visitor Center Operator: Sightseeing Experience Details: Read more on Get Your Guide Now!

I love, love, LOVE this Pisa, Siena, San Gimignano, and Chianti Experience since it isn’t all about wine.

Yes, you’ll get to enjoy an amazing wine tasting. But, you’ll also get to see some of the top attractions in the region, making this one of the best Tuscany wine tours from Florence if you’re short on time.

So, your day will start with a lovely tour of Pisa. You’ll see the cathedral, the cemetery, the baptistery, and – DUH – the leaning tower before checking out a classic winery near San Gimignano.

Dig into an incredible Tuscan lunch and wine tasting before visiting the cobblestone streets, quaint squares, and local artisans of medieval San Gimignano.

“Barbara and Armando executed their roles admirably, ensuring seamless coordination throughout the tour. Navigating three major cities and historic sites was a pleasure, thanks to their competence. Barbara, our patient tour guide, adeptly managed the challenges posed by tardy and irresponsible attendees, displaying a commendable level of professionalism. Despite a few hiccups caused by irresponsible passengers, all individuals eventually boarded, and the return journey transpired without incident. The experience, albeit dramatic at times, was salvaged by Barbara’s unwavering professionalism. The driver’s exceptional skills contributed to a smooth and enjoyable ride. On the downside, the light lunch provided fell short of expectations. Regrettably, it resembled more of a simple snack with a sample wine tasting, and did not meet our culinary preferences. Nevertheless, the overall value derived from the expenditure was undeniably worthwhile.” Sam ( read more reviews now )

Afterward, stop to admire some panoramic views of Chianti before heading to Siena. Here, your guide will introduce you to Piazza del Campo and the cathedral.

You’ll then have free time to eat some panforte and shop for souvenirs before returning to Florence as the sun sets in the background.

So, all in all, this is one of the best Tuscan wine tours from Florence if you don’t feel like drinking wine all day but still want to see what this incredible region has to offer.

5. Tuscany by Vespa Full-Day Tour to Chianti Wine Region

⭐️ Rating: 4.7/5.0 (132 Reviews) Price: $161.70 per person Duration: 6 hours 📍 Meeting Point: Florencetown Booking Office Operator: Florencetown / Towns of Italy Details: Read more on Get Your Guide Now!

If you want to explore Tuscany in an entirely unique way – or just feel like channeling your inner Lizzie McGuire – then check out this Vespa Full Day Tour of the Chianti Region .

After all, you’ll start the day off with a quick pickup in a comfy, air-conditioned van that will take you to the beautiful, Chianti countryside.

Upon arrival, you’ll be briefed on how to use your 50cc original Piaggio Vespa safely before starting a magical ride through the scenic hills and charming country roads of Tuscany.

“An incredible day seeing the beautiful hills of the Chianti region outside of Florence. My husband drove the scooter and I got to take photos and experience all the magic of this wine country. Loved this trip!! Highly recommend. Tanya and Gracia were outstanding guides- friendly and knowledgeable.” Kelly ( read more reviews now )

You’ll cruise through enchanting medieval villages and stop at a villa from the 17th century to enjoy a traditional Tuscan meal.

You’ll even do a guided tour of the vineyard/cellars and take part in an iconic olive oil/wine tasting before heading back to Florence.

All in all, this is one of the best Chianti wine tours from Florence if you’re looking for a truly one-of-a-kind experience.

Pro Tip: I loved the fact that we got to drive through the town of Greve. We then got some nice sandwiches and 30 minutes of free time upon arrival.

We also got an excellent 3-course meal (apps, meat, cheese, and pasta) with wine.

6. Florence Wine Tasting and Tuscan Lunch in a Vintage Fiat 500

⭐️ Rating: 4.8/5.0 (93 Reviews) Price: $161.16 per person Duration: 4 hours 📍 Meeting Point: 500 Touring Club Operator: 500 Touring Club Details: Read more on Get Your Guide Now!

Stop what you’re doing and check out this mega epic wine-tasting and Tuscan lunch in a vintage Fiat 500 .

You’ll start your day with a crash course (pun intended) on using the Fiat 500. You’ll then drive as part of a vibrant group from Florence to the Tuscan hills.

“The Florence wine tasting and Tuscan lunch in a vintage fiat500 tour was brilliant!! Alessandro was our tour guide & he helped make the experience so memorable. Alessandro was very professional but very easy going, knowledgeable & friendly. During the tour, we made mutiple stops to enjoy the most beautiful scenery, Where Alessandro told us stories/facts etc. During the wine tasting, we were welcomed into a Tuscan families home, where they had prepared meats, cheeses and breads for us to taste with the wines. Alessandro was very informative with the wine pairing. We met 2 fantastic couples on the tour, who made the tour even more fantastic & enjoyable for us as we all shared stories and laughed from start to finish. We 10/10 would recommend this tour and we would absolutely come back to do it all over again Alessandeo, thank you so much for an unforgettable experience!” Michelle ( read more reviews now )

Next, step inside a historic, 15th-century, Renaissance villa where the owners will give you a tour of the grounds and vineyards before descending into the wine cellar for a tasting of their award-winning vinos.

Afterward, dig into a light lunch and sample a variety of local olive oils that will expertly complement your meal.

Just be aware of the fact that you will have to pay a fuel surcharge of €15 for using the car.

7. From Florence: Tuscany Day Trip with Lunch at Chianti Winery

⭐️ Rating: 4.8/5.0 (3043 Reviews) Price: $92.25 per person Duration: 12 hours 📍 Meeting Point: Santa Maria Novella train station Operator: Walkabout Tours Details: Read more on Get Your Guide Now!

If you’re looking for one of the more traditional Tuscany wine tours from Florence then have a look at this Tuscany Day Trip with Lunch at Chianti Winery .

Sure, it’s not a super unusual tour. But, you’ll get to see all of the area’s major attractions in just twelve hours.

Therefore, try to get a good night’s sleep so that you can meet your group early at Florence Central train station.

You’ll then head to Siena where you’ll enjoy a guided tour of this medieval city before taking some free time to walk around.

In total, you’ll visit for around 90 minutes to admire the stunning Gothic and Romanesque architecture of the area (specifically the main cathedral) before grabbing lunch in the Tuscan Hills.

“This was the best thing I have done the whole time in Italy! The absolute best thing to do when I’m Florence, our guide Noemi was amazing and so great. The lunch at the winery in Chianti was delicious and going up Pisa was also worth the stairs. Definitely recommend this trip, it was raining all day and we still had a really great time. Would do it again in a heartbeat!!” Marley ( read more reviews now )

This lunch is optional but HIGHLY recommended since you’ll eat a homemade, organic meal paired with four regional wines – all while admiring sweeping views of the area.

Afterward, continue to San Gimignano. It’s a fabulous, UNESCO World Heritage site where you can take in epic panoramas and see tower homes from the Middle Ages.

Explore the town for an hour and a half before ending your day in Pisa. You’ll see the Leaning Tower and will walk through the Piazza dei Miracoli before making your way back to Florence.

Just choose between a small group or a private tour and let the fun begin during one of the best Tuscany wine tours from Florence.

8. Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch

⭐️ Rating: 4.5/5.0 (1178 Reviews) Price: $72.71 per person Duration: 11 hours 📍 Meeting Point: Varies Operator: CAF Tour & Travel Details: Read more on Get Your Guide Now!

Rounding out this list of the best Tuscany wine tours from Florence is this S. Gimignano, Siena, Chianti, and Wine Tasting Lunch .

During this epic experience, you’ll start off with a 70-minute scenic drive through Tuscany to San Gimignano.

You’ll then have around two hours to explore this ancient city on a hill before driving another 40 minutes to the Chianti Hills.

Upon arrival, relax at a local winery and sample three local wines, along with authentic balsamic vinegar.

“Just loved it all from start to finish just for me the walking was a bit much but that is because I hadn’t realised there would be quite so much..love the history of the area and learning more about the wine of the area and it was a nice small number of people on the tour.” Jayne ( read more review now )

Afterward, dig into a delicious three-course lunch and get a taste of authentic Chianti cuisine.

Menu highlights include things like bruschetta, penne with meat ragout, and a homemade tart for dessert.

Finally, end the day with a one-hour guided tour of Siena that is followed by an optional tour of the Cathedral.

You’ll then enjoy some free time where you can check out the Basilica of San Domenico before going back to Florence.

My #1 pick 🏆 for the best Tuscany wine tour from Florence is this small group wine-tasting tour. It’s well-priced, well-reviewed, includes delish wine 🍷, and isn’t HELLA long.

Best Tuscany Wine Tours from Florence FAQ

1. can you take a train from tuscany to florence.

Yes, you can take a train from Tuscany to Florence. That is because Livorno, Pisa, Siena, San Gimignano, and Lucca all have direct connections with Florence by train.

2. How Far is Tuscany from Florence?

Tuscany is very close to Florence and only about 9 kilometers away. Therefore, it could take you just twenty-five minutes to drive to Tuscany from Florence.

3. How to See Tuscany from Florence?

Some of the ways you could see Tuscany from Florence are by rental car, via one of the best Tuscany wine tours from Florence, or by train since two depart for Tuscany hourly.

One will take you to Siena directly while the other will take you to Empoli. Once in Empoli, you’ll have to change trains. However, one-way tickets for both trains usually cost just €6.80.

4. What to See in Tuscany in 3 Days?

With 3 days in Tuscany, you could spend your first day in Florence and see the Piazza Duomo, Giotto’s Bell Tower, and the Baptistery.

On day 2, make your way to Chianti and San Gimignano so that you can do some epic wine tastings and explore medieval architecture.

Finally, spend your third day in Siena where you can explore the Piazza del Campo, the Palazzo Comunale and Torre del Mangia, and the Duomo.

There you have it! That just about wraps up this guide to the best Tuscany wine tours from Florence.

Tell me, did your picks for the best tuscan wine tours from florence make the list if not then let me know., if you found this post helpful, sign up for our email list and join our facebook group for even more travel info..

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11 Premium Wine Tours in Tuscany from Florence for 2024

What are the best wine tours in Tuscany from Florence? How far is the Tuscany wine region from Florence?

With my 100% Italian family still residing in the northern province of Cuneo (my maiden name!) and my grandfather’s homemade wine running through my veins, I can attest to Tuscany’s reputation as one of the best wine regions in Italy.

So, if you’re a wine lover visiting this iconic destination in Italy, you definitely don’t want to miss out on the region’s famous wines! From bold Chianti Classico to delicate Brunello di Montalcino, there are dozens of wine tours that will give you a taste of Tuscany’s impressive and diverse wine production that conveniently depart right from Florence.

But, in complete honesty… who wants to spend hours behind a computer researching the top wine tours from Florence trying to figure out which one is the perfect fit for their group? I do. And I did!

Don’t have time to read the whole post? No problem!

The Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence is easily the #1 tour on this list!

⭐ 2,800+ 5-Star Reviews ⭐ 9 Wine Samples & 2 Olive Oil Samples ⭐Traditional Tuscan Lunch

This post was created by vetting dozens of local companies running their business out of Florence, among other popular regions in Tuscany. I scoured reviews, made note of what the tours included, and found the top 11 that are deserving of a spot on your Italian vacation!

I’ve also gone ahead and broken it down into the best overall tours for your money, the top private wine tours, the leading luxury wine tours in Tuscany, and for those of you who are short on time, even the best half-day Tuscan wine tours.

I’ve also included ample information after these tours on the best time to take a wine tour in Tuscany, how much these tours typically cost, if it’s actually worth taking one of these Tuscan wine tours, what to pack, and more!

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11 BEST Wine Tours in Tuscany from Florence

🍷1. chianti wineries tour with tuscan lunch and san gimignano.

Possibly the #1 tour on this list for those who want to learn about the winemaking process and indulge in numerous wine samplings across multiple Tuscan vineyards, the Chianti Wineries Tour with Tuscan Lunch and San Gimignano should be high on your radar!

Guests are not only treated to air-conditioned transportation (a dealbreaker in the summer heat of Tuscany), but also a multi-course Tuscan lunch to round off this full-day tour. Departing from the Florence city centre, this tour also makes a stop at the medieval village of San Gimignano, where guests have free time to wander or enjoy a guided visit if they please.

With expert knowledge from your guide on how wine is made and produced in Tuscany, it’s easy to see why this all-inclusive tour is one of the most popular in Florence!

🍷2. Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

Looking for one of the best full-day wine tours in Tuscany from Florence? Well, the Essence of Chianti Small Group Tour with Lunch was put at the top of this list for a reason! With visits to three exquisite wineries, a guided tour of the wine cellars (something not typically included!), and an incredible Tuscan lunch complete with numerous wine and olive oil tastings.

In addition to providing some time to discover the enchanting medieval village of Greve, situated on the outskirts of the iconic Chianti wine region in Tuscany, this full-day wine tour offers a comprehensive experience that is carefully paced and unquestionably worth every penny!

🍷3. Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

As crazy as it is to say, this tour has over 12,000 5-star reviews . Honestly, that’s all I would need to hear to book it, but it’s also good to note that this 11-hour tour provides a guided tour of Siena with entry to the Gothic Cathedral, allows ample time for exploring the stunning towns of San Gimignano and Pisa, and even an authentic Tuscan lunch at one of the most scenic wine estates in the region.

Need I say more? Well, you also get four immaculate wine tastings, all-day transportation in an air-conditioned vehicle, and a professional English-speaking guide able to answer your questions for the entire day.

Probably in the top 5 wine tours in Tuscany, the Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery is an easy yes in my book!

Private Wine Tours from Florence

🍷4. chianti wine tour with tuscan lunch open top van max 6 pax.

What better way to experience to sun shining over the vineyards in Tuscany than with an open-top van? This Chianti Wine Tour is the perfect choice for those wanting a more intimate wine tasting experience, or for anyone looking for one of the most scenic ways of seeing Tuscany!

Your knowledgeable guide will take you to two different wineries and provide history, tastings of fine wine, and a delicious Tuscan lunch inside a local cellar. I’ve also heard that these tour guides are wonderful about making quick stops along the way if they see a good photo opportunity!

And with a maximum of six people per tour, this is the ideal option for small groups or couples looking for a very small-group experience. Just know that if you only book 5 or less spots, there is always a chance that somebody else joins your group.

🍷5. Semi Private Deep Wine Chianti and San Gimignano from Florence

Since there are extremely few options for fully private Tuscany wine tours that actually include wine tastings at the wine estates they’re bringing you to , I decided to include this “semi-private” tour instead.

This 8.5-hour tour has a group maximum of 8 people so you’ll still get that small group feel, and even includes a bottle of prosecco for your group in addition to your wine tasting, olive oil samples, and Tuscan lunch!

Plus, with free hotel pick-up and drop-off, this is a fantastic pick when it comes to private wine tours in Tuscany from Florence.

Luxury Wine Tours in Tuscany from Florence

🍷6. chianti safari: tuscan villas with vineyards, cheese, wine & lunch from florence.

Easily the #1 tour on this list (at least in my opinion), the Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence has over 2,800 5-star reviews with a highlight of riding in a 4×4 minibus that allows you to go off-roading in the hills of Tuscany!

During this 9-hour tour, you’ll visit two stunning wine estates and be treated to numerous wine tastings (9 to be exact), extra virgin olive oil samplings, and local cheese tastings, as well as an impeccable 3-course Tuscan lunch.

Guests who opt for the Chianti Safari tour versus other tours on this list will get to see some off-the-beaten-path spots in Chianti that many other visitors miss, making it one of the most unique and authentic experiences you could book in Tuscany.

🍷7. Horseback Ride, Visit to San Gimignano, Tuscan Lunch, Wine Tasting, Chianti Winery

When it comes to small group wine tours in Tuscany from Florence, the Horseback Ride, Visit to San Gimignano, Tuscan Lunch, Wine Tasting and Chianti Winery Tour is easily one of the top-rated and luxurious!

Not only do you get to explore the beautiful Tuscan countryside on horseback, but you’ll also enjoy an indulgent 3-course Tuscan lunch, some sightseeing time in San Gimignano, and a wine tasting at a local winery.

Definitely one of the best options on this list, it’s no wonder why this tour always books up months in advance!

🍷8. Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

Winner of Viator’s Badge of Excellence, the Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing is a perfect option for those looking to visit multiple iconic Tuscan destinations in one day while still experiencing the region’s wine culture.

Departing from Florence, this full-day tour includes visits to the famous leaning tower of Pisa, the stunning medieval towns of Siena and San Gimignano, and a delicious Tuscan lunch complete with a wine pairing at a local wine estate.

Half Day Wine Tours from Florence

🍷9. small-group wine tasting experience in the tuscan countryside.

This small-group Tuscany wine tasting tour from Florence has over 3,400 5-star reviews and for good reason! At just shy of 5 hours in duration, your impressive tour guide will jam-pack as much into this tour as they can.

With visits to two different wineries, both including several wine and olive oil tastings, you’ll get a full picture of the Chianti wine region in Tuscany in just half a day. Plus, you’ll get to sample cheese, salami, cured ham and bruschetta at the second winery!

This tour also includes transportation to and from Florence, so all you have to do is show up and enjoy the wine! If you’re looking for a quick and hassle-free way to taste delicious wines in Tuscany, this is definitely the #1 half-day tour on this list.

🍷10. Chianti Wine Tour from Florence

One of the most affordable options on this trip, the Chianti Wine Tour from Florence is perfect for those on a budget but don’t want to miss out on experiencing Tuscan wine culture.

Lasting about 5 hours, this tour will take you to two different family-run wineries, where you’ll taste some of the region’s best wines including Chianti Classico. You’ll also get to enjoy a few tastings of traditional Tuscan food with stunning views of the countryside. Plus, transportation is included!

🍷11. Tuscan Castle and Cellars Small Group Tour with Pasta Making Class + Wine Tasting

Now, I know this one is a bit different than the other tours on this list, but if you’ve been dying to take a pasta-making class while in Italy… why not combine it with a wine pairing? At just 3.5 hours long, the Tuscan Castle and Cellars Small Group Tour with Pasta Making Class + Wine Tasting is the perfect addition to your Florence itinerary!

You’ll spend the morning or afternoon in a 900-year-old Tuscan castle while learning how to make pasta from a local master . Plus, you get to eat your work! Not to mention, you get to enjoy 3 amazing wine options right from Tuscany with your lunch.

If you’re short on time and want to combine your lunch and Tuscany wine tour, this is the #1 option!

FAQ: Wine Tours in Tuscany from Florence

In this last section, I’ll be answering some essential questions in regard to these Tuscany wine tours including the best time to go on a wine tour, average cost, what to pack, and more!

What is the Closest Wine Region to Florence Italy?

The closest wine region to Florence is Chianti, located about 40 minutes to an hour’s drive from the city . Other popular wine regions close to Florence include Montalcino and Montepulciano, both within a 2-hour drive from the city.

No matter which region you choose to visit, you’ll be treated to stunning views of rolling hills, charming villages, and of course, delicious wines!

How Far is Tuscany Wine Region from Florence?

Florence is actually the capital of the Tuscany wine region, so it’s quite close! The Chianti wine region near the city of Greve, one of the most popular areas for wine tours, is only about 40 minutes to an hour’s drive from Florence.

What is the Best Time to Take a Wine Tour in Tuscany?

The best time to take a wine tour in Tuscany is during the fall harvest season, from mid-September to early October .

This is when the grapes were most recently harvested at their ripest and most flavorful, making for an incredible wine-tasting experience! However, if you’re unable to visit during this time, don’t worry! Tuscany’s mild climate makes it a fantastic destination for wine tours year-round.

What is the Best Wine Tour in Tuscany from Florence?

The best wine tour in Tuscany from Florence, in our opinion, is the Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence tour .

This full-day tour offers a unique and authentic experience, taking you off the beaten path to explore historic Tuscan villas and estates, enjoy wine tastings accompanied by local cheeses, and indulge in a traditional lunch complete with additional extra virgin olive oil tastings and epic with panoramic views.

Plus, the 4×4 minibus transport allows for a more immersive journey in the Tuscan countryside that no other tour on this list offers!

Is It Worth Taking a Tuscan Wine Tour?

Tuscany wine tours are definitely worth taking if you’re interested in learning about the region’s famous wines, want to see a local wine cellar or vineyard, or even just are fond of wine tastings!

These tours offer a unique and authentic experience, and you’ll learn a lot more about the process of winemaking, the history behind it, and appreciate tasting the wines even more. Plus, you’ll get to visit stunning countryside landscapes and charming villages along the way!

Can You Visit Wineries On Your Own in Tuscany?

While it is possible to visit wineries on your own in Tuscany, it’s highly recommended to go with a tour guide or organized tour. Many wineries require advanced reservations to enjoy their wine tastings and visits to their vineyards which is much easier to do if you have a local company take care of it for you.

Plus, thanks to the affordability of many of these tours, they don’t often cost much more than doing a self-guided tour! Furthermore, they include transportation, a local expert guide, advanced reservations at the local wineries, wine tastings, and many times even lunch or snacks!

Without a doubt, opting for one of these wine tours in Tuscany from Florence will be well worth the extra investment for the added convenience and expert knowledge.

What Should I Pack for a Wine Tour in Tuscany?

For a comfortable and enjoyable Florence wine tour experience, here is a list of things you should consider packing:

• Comfortable walking shoes : Girls, I know you want cute pics of your Insta-perfect winery outfit complete with heels and a sunhat, but many tours will include a lot of walking or exploring dirt-covered vineyards on foot.
• Sunscreen and a hat : Speaking of hats, be sure to bring along some sunscreen as well to protect you from the sun, especially if you’re touring during the summer months.
• Light jacket or sweater : Evenings in Tuscany and cool off significantly, plus it’s best to be prepared for rain or unexpected chilly weather.
• Water and snacks : You’re going to be doing a lot of drinking, so it’s good to stay hydrated. Plus, if your tour doesn’t include lunch, you’ll be happy to have something to hold you over until you find your next Italian meal!
• Camera or phone : You will want to capture the fun memories and beautiful scenery along the way!

Do You Need Reservations for Wine Tastings in Tuscany?

Yes, it is highly recommended to make reservations for wine tastings in Tuscany, especially during peak tourist seasons . This ensures that you have a spot reserved at the winery and can also allow for a more personalized experience with the winemakers or tour guides.

Fortunately, all the wine tours mentioned above come with prearranged reservations for the wineries they visit. By choosing one of these tours, your reservations are already taken care of!

Is Florence Good for Wine Tasting?

Florence is an excellent destination for wine tasting, as it sits in the heart of Tuscany – one of Italy’s top wine regions ! From Florence, you can easily access some of the most famous and beautiful wineries in Tuscany, including those mentioned in this guide.

There are also plenty of wine shops and enotecas (wine bars) throughout Florence, making it easy to sample and purchase a variety of wines during your trip. Plus, some restaurants offer wine tastings as well, giving you the opportunity to try local wines with a local meal.

What are the Best Wines To Try in Florence Italy?

Some of the best and most famous wines to try in Florence, Italy include Chianti Classico, Brunello di Montalcino, Montepulciano d’Abruzzo, and Vino Nobile di Montepulciano . These wines are all from the Tuscany region and are produced using traditional methods that have been perfected over centuries.

However, don’t limit yourself to just these famous wines – be sure to try a variety and discover your own favorites! With so many delicious options, you can’t go wrong with any wine tasting experience in Florence.

Can You Get to Chianti from Florence by Train?

Yes, you can get to Chianti from Florence by train , but it will usually require at least one line change and often takes around 2 hours. If you don’t have a rental car, then the best way to travel between the two is via a guided tour with hotel pick-up and drop-off like the ones above.

Otherwise, you can take the local bus which usually costs about $10 one way.

How Much Do Wine Tours in Florence Cost?

Wine tours in Florence usually range from $50 to over $200 per person, depending on various factors such as the number of wineries visited, type of tour (group or private), duration, and inclusions like lunch or transportation.

The average cost for a group wine tour with transportation and visits to 2-3 wineries is around $100-$150 per person. Private tours, which offer more flexibility and personalization, tend to be more expensive, starting at around $150-$200 per person for a half-day tour.

Keep in mind that while these tours may seem pricey, they often include tasting fees, transportation, and sometimes even lunch or other food tastings, making them well worth the investment for a hassle-free wine tour experience.

How Long is a Wine Tour in Tuscany?

Wine tours in Tuscany can vary in length, typically ranging from half-day tours to full-day experiences . Half-day tours usually last around 4-5 hours and include visits to 1-2 wineries, along with tastings and possibly a brief vineyard tour.

Full-day tours, on the other hand, can last between 8-13 hours and often include visits to 3-4 wineries with more in-depth tours, tastings, lunch, and sometimes additional activities like exploring a historic village or a scenic drive through the Tuscan countryside.

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The best wine tours from Florence offer the perfect opportunity to explore Italy’s most famous wine region while simultaneously providing the chance to learn about the wine-making process with seemingly endless vineyards as the backdrop.

The best part about these tours is they take care of all the logistics associated with going on a wine tour in Tuscany without the stress of planning your own transportation and reservations! So don’t forget to pack comfortable shoes, water, sunscreen, and a camera before embarking on one of these top wine tours in Tuscany from Florence .

Hey there! I'm Emily Concannon, a seasoned globetrotter who has backpacked her way across over a dozen European countries, immersing myself in the diverse cultures, languages, and cuisines of the region.

My passion for travel transcends personal experiences; I've spent years learning how to transform my globetrotting knowledge into personalized itineraries for fellow travelers worldwide.

With a tally of 26 countries (and counting!) under my belt, my day job involves extensive research on different countries which often leads me to booking a new adventure every chance I get!

15 Best Tuscany Wine Tours From Florence in 2024

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Home » 15 Best Tuscany Wine Tours From Florence in 2024

Have you been wondering about which Tuscany wine tour from Florence you should book? I’ve got you covered!

Tuscany is one of the most beautiful regions in Italy, and wine tours from Florence can be a fantastic way to experience the local culture and check out some of the country’s finest wineries.

🏆 BEST WINE TOUR FROM FLORENCE

Don’t have time to read the whole article? The best choice is this 1/2 day small-group tour: Small-Group Wine Tasting Experience in the Tuscan Countryside

As someone who has traveled to Italy three times, I can assure you that there is no shortage of amazing wines in Tuscany! I’ve spoken to travelers who want to visit Tuscany for wine tasting but are scared to book a tour – worried that it won’t be worth the money or have good wines on offer. Joining a tour is a must if you plan on wine tasting, as driving after may not be safe. Ensure a fun, worry-free experience by letting someone else do the driving while you indulge in all the wine you desire!

Here is a list of our top favorite Tuscany wine tours from Florence.

Quick Guide: Best Wine Tours From Florence to Tuscany

After a quick list of the top wine tours in Tuscany from Florence? Here are the best Tuscany wine tours.

Small-Group Chianti Wine Tour from Florence

• Half-Day Tour (Around 4 hours)
• Small Group Tour (Max 25 people)
• Visit 2 Chianti wine estates and taste 6 different wines
• Explore the cellars and discover the art of winemaking.

Chianti Safari

• Full-Day Tour (About 9 hours)
• Small Group Tour (Max of 26 travelers)
• Visit a wine estate and historic villa and taste 9 samples of wine
• Traditional Tuscan Lunch at a winery restaurant with breathtaking views

Vespa Wine Tour from Florence

• Half-Day Tour (Around 6 hours)
• Small group tour that is limited to 15 people
• Ride along the scenic hillside and visit two wineries while riding a Vespa
• Stop for a traditional Tuscan meal at a Farmhouse and taste the famous Chianti wines

Best 15 Tuscany Wine Tours From Florence

Here is your guide to the best Tuscany wine tours From Florence for travelers who would like to taste Italian wine during their Italian vacation. Your only task is to choose one!

1. Small-Group Chianti Tour from Florence

Tour Overview:

• Tour Type:  You’ll enjoy a more intimate Tuscan wine-tasting experience, as this smaller group-size tour of 25 allows for a familiar ambiance.
• Guest Rating: 5 Stars from over 2700+ travelers
• Tour Sights & Stops:  2 Different Chianti Wineries in the Tuscan Countryside
• Departure Point:  Piazzale Montelungo, Florence
• Length:  4 hours 45 minutes
• Check Tour Price on Viator

Tasting Italian wine in Tuscany is an experience unlike any other. Take this 4-hour small-group Wine Tasting Experience and explore two of the top-rated wineries in the Chianti Classico region.

Tour their cellars and learn how traditional methods are used to produce the best vintage.

Not only that, but you’ll also be able to sample 6 wines at both wineries, paired with local Tuscan specialties like cheese, salami, cured ham, and bruschetta.

Tuscan 1/2 day Wine Tasting We went on the 1/2 day tour to two vineyards. They were both amazing! The guide was friendly and informative. The view of the countryside and vineyards was breathtaking!!! I thought the tour was perfect, I as so happy we did it. Nancy_H   (Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note:

-Hotel pickup and dropoff is not included.

-The tour is only open to ages 12 and up, so no infants, please.

-Additionally, alcoholic beverages will only be served to those who are 18 and older.

Why You Will Love This Tour:

• This tour will have a maximum of 25 travelers, allowing for a more intimate and personalized experience.
• Vegetarians and those with gluten intolerances need not worry – special dietary requirements can easily be accommodated upon request in advance.
• You won’t just get to taste some fantastic reds typical of the Chianti region, like Chianti Classico Riserva Super Tuscans, Gran Selezione – your guide is also well versed in the history and culture of this beautiful area as well!

The small group Tuscany wine-tasting tour from Florence is the perfect way for travelers to get a taste of Italian wines without taking up a full day.

In just half a day, you will be able to tour some of the finest vineyards in Tuscany and enjoy 6 wine tastings of their carefully crafted wines.

So why not treat yourself to this unforgettable wine-tasting experience today?

2. Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

• Tour Type:   Full-day wine and food tour travel through the Tuscan hills by a 4×4 off-road vehicle departing from Florence
• Guest Rating: 5 Stars from over 2300 travelers
• Tour Sights & Stops: Historic wine estate (Villa le Corti), with lunch at Tuscan winery restaurant (Località Rignana), and Chianti Classico vineyard (Poggio Torselli).
• Departure Point:  Front of Biblioteca Nazionale (National Library) in Piazza dei Cavalleggeri
• Length:  9 hours

Indulge in a perfect Italian wine-tasting experience on this Chianti Safari Tour . Explore Tuscan villas and vineyards, and relish a sumptuous 3-course meal paired with award-winning wine.

Taste your way through nine rich wine varieties, perfectly complimented with cured meats and premium-quality olive oils.

At the first stop, you’ll be taken to a splendid winery owned by one of the most prestigious Italian aristocratic families.

Afterward, let your taste buds tingle with a tantalizing 3-course meal and wine at the second stop.

Finally, head to the last stop, where you’ll be able to taste two of the finest wines available.

So much fun! Beautiful views! Wow! We loved this tour. All tastings were amazing and at the most beautiful places. Lavi was an amazing host and tour guide. Her knowledge of the region and of wine was exceptional. The truck/van/bus was super comfortable. Lunch was delicious and we got plenty of time at each place to hang out or visit the grounds. Very worth it. IVONNE_N   (Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Hotel pickup and drop off are not included.

– The tour is open to ages 18 and up only.

– Vegetarian options are not available and cannot cater to other alternative dietary requirements.

– This tour is not recommended for pregnant women and travelers with back problems.

• Explore the stunning gems of Chianti by embarking on an exhilarating off-road tour in a robust 4×4 vehicle.
• Provide a more personalized and intimate experience as this tour has a maximum capacity of 26 travelers.
• Conveniently located within close proximity to public transportation.

Embark on a wine adventure like no other – an immersive, unforgettable journey of flavors and aromas that’s sure to carve lasting memories!

3. Half-Day Chianti Wineries Tour with Food and Wine Tasting

• Tour Type:  Take a delightful half-day tour starting from Florence to visit two beautiful, authentic wineries nestled within the Chianti Hills.
• Guest Rating: 4.5 Stars from over 2100 travelers
• Tour Sights & Stops:  During the tour, you will visit two wineries. The first one, a larger producer, features modern techniques, while the second one embraces traditional methods and has a smaller size.
• Departure Point:  Piazzale Montelungo bus stop
• Length:  5.5 hours
• Check Tour Price on Get Your Guide

Indulge in a tantalizing Tuscan experience with this Chianti Wineries tour that features food and wine tasting in the breathtaking Florence region.

This tour includes a visit to two authentic vineyards that proudly produce the finest Italian wines where you will discover and tastes 7 different wines and sample other local delicacies.

Hear captivating stories from the guide as you learn all about the winemaking process and the materials used to produce barrels and explore the rich history and fascinating culture of this charming area.

Our favourite thing we did in Florence! Both the wineries were amazing especially the second one. We had about 8 tastings of different wines and the chance to explore the venues. Our guide during the bus trip also made it very entertaining would highly recommend! GetYourGuide Traveller – Australia   (Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

Important Note: Hotel pickup and drop-off are not included. Unfortunately, pets are prohibited. It is recommended to avoid carrying bulky bags and luggage.

• During the tour, you will have the opportunity to visit two wineries.
• You have the option of buying wine by the bottle or box at both wineries. You can either take your purchase home with you or have it shipped.
• Following each wine-tasting experience, take a moment to bask in the beauty of Tuscany.

The Florence Chianti Wineries tour acquaints travelers with Italian wines, without requiring an entire day amidst the vineyards.

This is one of the best half-day wine tours from Florence for those who don’t have enough time for a full-day experience.

This tour promises not only informative insight but also a delightful experience that will leave you with a lasting impression.

4. Small Group Tuscany by Vespa Wine Tour

• Tour Type:  This tour has a maximum capacity of 15 individuals, offering a close-knit experience. Designed for those who don’t want to drink too much as you will have to drive on your own scooter.
• Guest Rating: 4.5 Stars from over 600 travelers
• Tour Sights & Stops:  Chianti Road (Very Scenic), Fattoria di Bagnolo (for a cellar visit, wine tasting, and lunch), and Greve in Chianti
• Departure Point:  Piazza Mentana in Florence
• Length:  6 hours

Looking for a unique and thrilling way to experience Italian wine in Tuscany? Look no further than this small-group Tuscany by Vespa !

Not only will you get to tour the region in style, but you’ll also get to enjoy a traditional Tuscan meal at a castle.

Savor the taste of local olive oils and prestigious Chianti wines during a visit to one of the region’s most renowned wineries.

All the while, enjoy the stunning scenery and the thrill of zipping through the countryside on a Vespa. Don’t miss out on this unforgettable adventure!

This tour was definitely worth the money! We rode the Vespa’s for a long amount of time, the tour included a sandwich and then a full wine tasting and dinner at the end. The tour guides were great as well. Overall great day and would recommend it to anyone looking to experience the Chianti countryside! Philip_G   (Read More  Review on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note: Single- or double-seater Vespas are available. A valid driver’s license is required, but a motorcycle license is not. Passengers between 12 and 18 years old are permitted.

• Children from age 12+ can join this tour as a passenger on the Vespa.
• Experience the thrills of riding a single- or double-seater Vespa on a scenic hillside, with stops along the way for photo opportunities and a guided visit to one winery.
• A yummy typical Tuscan meal is included in the price of this tour.

Discover the alluring Tuscan countryside like never before with small group tours on Vespa!

Savor the essence of Italy and choose from a morning or afternoon tour to indulge in the aroma of world-renowned Tuscan wine.

Perfect for wine lovers and anyone seeking a unique Italian adventure!

5. Chianti Wine Tour with Tuscan Lunch, Visit to San Gimignano and Organic Wineries

• Tour Type:  Explore the beautiful Chianti wine cellar and vineyards on a day trip, with a guided visit to San Gimignano (for a group of max 16 travelers).
• Guest Rating: 5 Stars from over 500 travelers
• Tour Sights & Stops:  San Gimignano’s first winery, San Gimignano 1300 museum, second winery, and Piazzale Michelangelo
• Departure Point:  Curtatone Firenze
• Length: approx 8 hours

Take in the essence of Tuscany on a Chianti Wine Tour, savoring the world-renowned flavors of Italian wine.

The itinerary features organic wineries where you can enjoy tastings alongside a traditional Tuscan lunch.

Explore the charming medieval village of San Gimignano , with its stunning hilltop location and renowned museum, San Gimignano 1300. Stroll the quaint squares before journeying on to the second winery.

Lastly, visit Piazzale Michelangelo, where you can gaze at Michelangelo’s replica Statue of David as it stands proud at the plaza’s center.

We loved this trip! It was the perfect way to spend the day in Tuscany. Our guide, Christian, was wonderful! He was friendly and taught us so much about Florence/Tuscany. The two wineries we visited were outstanding, we enjoyed our visit to San Gimignano, and the lunch was delicious. Everywhere you looked there were breathtaking views. This is a must do in our opinion! Emma_L(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note: Hotel pickup and drop-off are not included.

• The place offers accessibility for wheelchairs and strollers, as well as the availability of infant seats.
• A vegetarian option is available and can accommodate any specific dietary requirements travelers may have.
• A private tour can be arranged at request.

Indulge in Italian wine amidst the stunning hilltop medieval village of San Gimignano, through the Chianti Wine Tour with Tuscan Lunch.

Experience a world-champion gelato and relish the most breathtaking panoramic view of the surrounding landscape.

Perfect for travelers searching for an authentic Tuscan experience.

6. Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa, and Lunch at a Winery

• Tour Type:  This tour is more of a sightseeing tour, however, it does include lunch and wine tasting at a winery.
• Guest Rating: 5 Stars from over 11500 travelers
• Tour Sights & Stops:  Siena, San Gimignano, Pisa and Lunch at a Winery
• Departure Point:  Piazza della Stazione
• Length: approx 11-12 hours

Experience the allure of Tuscan wine country on a day trip from Florence!

Begin your adventure exploring the stunning medieval city of Siena and taking in its grand cathedral before basking in the serenity of the Chianti hills.

A sumptuous 3-course lunch, showcasing the finest in local Tuscan cuisine, awaits, along with an indulgent wine tasting in a Tuscan winery.

Your journey continues with a stroll through charming San Gimignano and culminates at Pisa’s Cathedral Square, a UNESCO World Heritage Site that boasts the iconic Leaning Tower of Pisa.

This day trip is an exceptional way to explore Tuscany’s beauty, history, and world-renowned culture.

Highly recommend this tour… The tour was a ton of fun, be prepared for some walking but each town you visit is so different in history and character that alone we would never have been able to learn or discover. The wine/lunch add-on is 100% worth it, we left with 6 bottles of wine and the food was delicious. The farm is such an extraordinary and beautiful place. We also did the Pisa tower add-on, the climb is doable and the view from the top is really something. We watched the sunset from the top and it was very memorable. VictoriaG(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

-Hotel pickup and drop-off are not included. -There is an admission fee to enter the Siena Cathedral. -Wine tasting is only available on tours that include lunch. -Visitors looking to explore the Leaning Tower should book their tickets in advance to secure guaranteed entry -While visiting the Leaning Tower of Pisa, please note that children under 8 years of age are not admitted. -Unfortunately, due to uneven surfaces, individuals with walking disabilities or those using wheelchairs are discouraged.

• Indulge in a sumptuous farm-style lunch, with vegetarian and gluten-free options readily available.
• Operates regardless of the weather conditions.
• Explore two of the world’s most stunning and culturally significant UNESCO World Heritage Sites!

Embark on a wondrous day trip through the charming Tuscan wine region, where you’ll visit three enchanting locations.

The Tuscany Day Trip from Florence offers stops in the stunning cities of Siena, San Gimignano, and Pisa, with a delightful winery lunch for good measure.

Discover the heart of Italy’s wine country while tasting some of the finest vintages.

7. E-Bike Florence Tuscany Ride with Vineyard Visit

• Tour Type: Tour a vineyard on the outskirts of Florence conveniently and efficiently on an e-bike.
• Guest Rating: 5 Stars from over 480 travelers
• Tour Sights & Stops:  San Domenico Fiesole, Chiesa di Santa Maria Assunta, Agriturismo Poggiopiano, Piazzale Michelangelo
• Departure Point:  Via San Gallo
• Length: approx 4-7 hours

This E-bike Florence Tuscany ride with a vineyard visit is a must-do for travelers seeking a taste of Italian wine in Tuscany.

Immerse yourself in the experience as you ride an electric bike to a countryside vineyard in Fiesole, an ancient hill town above Florence.

Indulge in a wine-tasting session and purchase a picnic of authentic Tuscan products at a bespoke vineyard.

To top it off, relish in the romantic views of the city from the stunning Piazzale Michelangelo.

This journey promises a truly unforgettable experience.

Can’t beat this tour! Would recommend as your first tour in the area so you know your way around Florence. Awesome views with vineyard visit. Shipped some delicious wine back to the states… You won’t regret taking this tour!!! John was awesome. Eric_R(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Must know how to ride a bike.

– Not recommended for children aged 1 year and below.

– Children aged 7-12 are ineligible to participate in this activity while children weighing less than 22kg and aged between 1 to 7 years are required to ride in child seats.

• Explore your own pace with this self-guided tour! Rent an E-bike and receive a GPS device for your independent exploration.
• Experience the flavors of Chianti without embarking on a long day trip.
• Relish a glass of wine while purchasing a picnic basket filled with typical Tuscan delicacies at a charming boutique vineyard.

Discover the charming vineyards around Florence with the e-bike Florence Tuscany ride – now it’s easier than ever with e-bikes!

This allows easy exploration of Italian wine territory in picturesque Tuscany for an unforgettable experience!

8. Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

• Tour Type:  A self-drive wine-tasting experience in a group with a tour leader in his own Fiat – driving a vintage Fiat 500 from the 1960s.
• Guest Rating: 5 Stars from over 400 travelers
• Tour Sights & Stops:  15th-century Renaissance villa and wine estate in the heart of Tuscany
• Departure Point:  Via Corbinaie
• Length: approx 4 hours

Indulge in a once-in-a-lifetime experience while visiting Tuscany – explore the rolling hills, picturesque vineyards, and enchanting olive groves on a guided tour in a vintage Fiat 500!

Embark on a journey through the luscious Tuscan countryside as you drive from Florence to a 15th-century Renaissance villa & wine estate.

Experience a 1.5-hour tour of a prestigious Super Tuscan wine estate. Explore vineyards, cellars, and savor local wines.

Indulge in a light lunch in the wine cellar and unwind on the beautiful grounds.

We had an absolutely amazing time on this excursion. Bella and her father were wonderful hosts and clearly love their Fiat 500 family. The cars were so much fun to drive and we spent so much time driving through Tuscany that you felt like you were back in the old days of Italy. Everything was very relaxed, fun, energetic and as professional as it gets. The lunch and wine tasting was a blast. We learned so much history and tasted some great wines. We even left with a bottle of wine because it was that good… Do yourself a favor and book this excursion. If we ever make it back to Florence, I’m booking this again! Shawn_R(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

• The minimum age is 18 years to drive. Bring your driver’s license.
• Familiarity with operating manual gears is a must.
• Each booking must have a minimum of two people.
• We recommend that the designated driver in your group spits out the wine rather than swallowing it.
• There is a fuel surcharge
• Sit down in the wine cellar to enjoy a yummy light lunch of crostini, meats, and cheeses. 
• Discover the acclaimed Super Tuscan wines of the region during an immersive 1.5-hour tour at our esteemed wine estate.

Soak up the charm of this delightful Italian region, sample the incredible cuisine, and savor the sensations of a self-drive vintage Fiat 500 tour that will stay with you forever!

9. Florence Sunset Wine & Food Tour with Eating Europe

• Tour Type: For those who have limited time, but still want to taste some of the Chianti wines right in Florence.
• Tour Sights & Stops:  Florence
• Departure Point:  Piazza Santo Spirito
• Length: approx 3.5 hours

If you’re a traveler looking to taste some exquisite Italian wine while in Tuscany, the Florence sunset wine & food tour with Eating Europe is just what you need!

You’ll get to visit Florence’s Official Wine Windows, as well as a secret centuries-old wine cellar, where you’ll savor delicious artisanal cheese and freshly sliced cured meats made by local producers.

But that’s not all! You’ll also learn to make a perfect Negroni, Florence’s most famous cocktail, and sip on the best Tuscan wines, from Chianti Classico to Super Tuscans.

As you end the day, indulge in a real gelato and learn the difference between the “fake” ones, all while being treated to great storytelling.

This was a great walking tour. Our guide was excellent. Good for adults of any age. There was plenty of wine and food. We thoroughly enjoyed ourselves! Cheryl_H(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

-A minimum of 2 guests is required for this activity. If this requirement is not met, it will be rescheduled or provide reimbursement.

• Discover the captivating tradition of wine windows in the charming city of Florence.
• Experience the marvels of Tuscan “cucina povera” – the exquisite craft of zero-waste cuisine, in perfect harmony with the sublime indulgence of Super Tuscan fine wine.
• Experience the charm of a historic Trattoria, where tradition meets innovation. Witness the master chef skillfully tossing and perfectly plating pasta, capturing the essence of culinary excellence.

This is one of the best Florence wine tours if you don’t have time for a full day trip.

You’ll be able to Visit Florence’s Official Wine Windows, sampling 14 different wines from 6 different tasting locations – after that, enjoy a Negroni cocktail demo and drinking session, all served with cheese and freshly sliced cured meats.

Book this tour today and let your adventure begin!

10. Full-Day Tuscany Wine & Food Tour with Guide

• Tour Type: Experience the authentic essence of the Tuscan wine region on a captivating small-group tour departing from Florence.
• Guest Rating: 4.9 Stars from over 400 travelers
• Tour Sights & Stops:  3 Wine Estates
• Departure Point:  Piazzale Montelungo

Discover the charm of Tuscany’s wine scene on this magnificent Tuscany Wine & Food Tour with Guide.

Indulge in an exquisite experience of visiting three remarkable organic wineries, where you’ll be treated to a delectable lunch paired with tantalizing local wines, balsamic vinegar, and olive oil.

Immerse yourself in the art of winemaking as you explore the farm and cellar, unveiling the secrets behind the wine’s creation.

To top off this enchanting journey, sit down to a delightful light lunch, featuring the winery’s own exceptional wines and delectable products.

Embark on this captivating adventure and let your senses be captivated by the enticing flavors of Tuscany’s renowned wines.

This tour was one of the highlights of our trip! 10/10 recommend. Sofia and Irene were wonderful guides. All three wineries were amazing and all very unique. The individuals at each winery were very knowledgeable. The wines were excellent! This tour far exceeded expectations. You will not regret doing it! GetYourGuide traveler – United States (Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

– Hotel pickup and drop-off are not included.

– Not suitable for children under 12 years – Pets are not allowed – Bring passport or valid ID

• Satisfy yourself with the flavors of locally produced wines, exquisite olive oil, and rich balsamic vinegar through tastings at three enchanting wineries.
• Enhance your experience with a small group tour, offering intimacy and engagement for an unforgettable journey.
• Explore Greve, renowned as the quintessential village that best embodies the essence of the region.

This remarkable small-group tour takes you on a journey from Florence, where you will discover three authentic wineries. This tour promises an exquisite taste of Italy’s finest!

11. Tuscany Wine Tour (For 18 – 39 Year Olds )

• Tour Type: This tour is specifically for young adults aged 18 to 39 years old.
• Guest Rating: 5 Stars from over 380 travelers
• Tour Sights & Stops:  2 Wine Estates plus San Gimignano
• Departure Point:  Parcheggio Oltrarno
• Length: approx 7 hours

Indulge in a captivating full-day social wine-tasting tour for 18 – 39 year olds , immersing yourself in the heart of the Tuscan countryside.

Explore 2 unique wineries, each offering a tantalizing array of regional varietals like the renowned Chianti Classico and the esteemed Super Tuscan.

Delve into the artistry of traditional winemaking methods, as knowledgeable guides illuminate the intricacies of each glass.

Don’t miss the opportunity to wander through the marvels of San Gimignano, a beautifully preserved medieval village that adds an extra touch of magic to your extraordinary wine-filled expedition.

A great day for wine tasting! The tour was very organized, nice bus to transport us, amazing views and great staff. Would definitely use the company again for other excursions in Europe. Carly_S(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note: :

– Hotel pickup and drop-off are not included

– Minimum age is 18 years old, kids are not allowed.

– This tour/activity can accommodate a maximum of 40 travelers. – Not recommended for pregnant travelers

• An enthusiastic wine producer will guide you in discerning distinct flavors and honing your palate.
• Indulge in the flavors of four distinct wine varieties, including the renowned Chianti Classico, Brunello of Montalcino, and Super Tuscan wines.
• San Gimignano boasts a splendid selection of shops that offer a diverse range of locally crafted goods and produce.

Experience the Tuscan Wine Tour, a delightful 1-day excursion that indulges travelers with a selection of seven exquisite Italian wines.

Perfect for younger wine enthusiasts seeking to discover and appreciate the essence of Italian winemaking.

12. Montalcino, Orcia Valley, Pienza, and Montepulciano – Wine- and Cheese-Tasting Guided Tour

• Tour Type: Full-day trip for those who want to combine a Brunello wine tour from Florence with a bit of sightseeing
• Guest Rating: 4.5 Stars from over 300 travelers
• Tour Sights & Stops:  Montalcino (visit to a wine cellar/museum), Pienza, Val d’Orcia, and Montepulciano plus a visit to a winery.
• Length: approx 11.5 hours

Join this sightseeing plus wine and cheese tasting tour , designed for travelers eager to savor the best of Italian wines in the scenic Tuscany region.

Delight in visits to the charming hill towns of Montalcino, Montepulciano, and the UNESCO World Heritage site of Pienza.

Indulge in the taste of renowned regional wine varietals, including the esteemed Brunello and Vino Nobile, accompanied by delectable local cheese.

This tour includes a visit to a wine cellar/museum in Montalcino, where you’ll explore the fascinating wine cellars and savor a delightful tasting of the world-famous Brunello wine.

The tour also includes a visit to a winery in Montepulciano with a tasting of the “Vino Nobile” and some tastings of Pienza’s pecorino cheese.

This tour was perfect for us because we wanted to experience the Tuscany region without renting a car or committing a few days. Our tour guide, Elisabeth, and driver, Sergio, were wonderful people… We had a wonderful time and highly recommend this to anyone looking to visit and experience several sights of Val d’Orcia in one long day-trip. Airi_W(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Please arrive at the tour departure location 20 minutes prior to the scheduled start time.

• Experience a delightful one-day tour aboard a comfortable coach bus.
• Embark on a journey to explore renowned filming locations that have become popular tourist destinations.
• Explore the charming hill towns of Montalcino, Montepulciano, and the World Heritage-listed Pienza, a delightful trio that promises a truly enchanting experience.

Experience the ultimate wine and cheese tasting adventure on the Montalcino, Orcia Valley, Pienza, and Montepulciano guided tour from Florence.

This one-day excursion offers round-trip transportation for added convenience, allowing travelers to indulge in the exquisite flavors of Italian wine in the beautiful region of Tuscany.

Experience the allure of Tuscany in an engaging and memorable way!

13. Val D’Orcia: Cheese and Wine Tasting Tour from Florence

• Tour Type: Visit the Val D’Orcia Valley on this day trip from Florence and explore the towns of Montalcino, Pienza, and Montepulciano on a round-trip bus tour.
• Guest Rating: 4.4 Stars from over 200 travelers
• Tour Sights & Stops:  Val D’Orcia, Pienza, Montalcino, Montepulciano with 2 wine tasting stops.
• Departure Point:  Piazzale Montelungo Bus Terminal 

Embark on a captivating Cheese and Wine Tasting Tour from Florence to the splendid Val D’Orcia region of Tuscany, a paradise for wine enthusiasts.

Indulge in a sensory journey as you visit a renowned wine estate in Montalcino, where you’ll be treated to an exclusive tour of the wine cellars and have the pleasure of savoring the world-famous Brunello.

Immerse yourself in the charm of Montepulciano as you explore a prestigious winery and delight in the distinctive flavors of the “Vino Nobile.”

To make your experience even more delightful, relish in enchanting tastings of Pienza’s exquisite pecorino cheese.

The experience was perfect! I was worried about how long the day would be, but it was such and easy day! Comfortable transportation and the winery’s were spectacular! Our guide was funny, easy going, and very knowledgeable! And our driver was stellar! I highly recommend this experience! GetYourGuide traveler – United States(Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

– Pets are not allowed – Large or big bags are discouraged

• Experience the ultimate comfort of a roundtrip journey by GT Coach on a one-day tour.
• Indulge in a glass of wine as you explore the historic winery’s underground cellar, where the aged bottles rest beneath ancient walls.
• Free visit of Montalcino, Pienza, Montepulciano

This exceptional one-day roundtrip coach tour offers travelers the opportunity to indulge in the captivating beauty of Tuscany while savoring two splendid wine tastings.

Get ready to discover the essence of Italian wine in the heart of Tuscany, with free visits to explore Montalcino, Pienza, and Montepulciano.

14. Horseback ride, visit to S.Gimignano, Tuscan lunch, wine tasting, Chianti winery

• Tour Type: Join a small group full-day tour that includes one hour of horseback riding, a delightful lunch, wine tasting, and sightseeing in the picturesque town of San Gimignano.
• Guest Rating: 5 Stars from over 190 travelers
• Tour Sights & Stops:  San Gimignano + Chianti Winery
• Departure Point:  Via Curtatone

Embark on a captivating horseback ride through olive groves and picturesque Tuscan landscapes, immersing yourself in the charm of the region.

Traverse the stunning medieval village of San Gimignano, perched atop a hill, and delve into its rich history while visiting the renowned San Gimignano 1300 museum.

Satisfy yourself with an authentic Tuscan lunch, savoring the flavors of the region.

Then, elevate your wine knowledge with a guided tasting class, where you’ll learn about the nuances and complexities of Tuscan wines in an engaging and immersive environment.

An extraordinary journey that combines adventure, culture, and the exquisite taste of Italy’s finest wines awaits you in the heart of Chianti.

This was such an amazing experience! Small, lovely group, relaxed pace, friendly and knowledgeable guide – Michael. The town was charming and gorgeous. The wine tasting was excellent and the food was too. Views all along the way were some of the prettiest I’ve ever seen. My favorite part of our Italian vacation. Aimee_B(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Infants (0-6 yo) are not allowed to horse ride but can participate in the tour – Kids (older than 6 yo) are allowed to horse ride if they are taller than 1.10 meters – Not recommended for pregnant travelers

•  Experience a scenic one-hour horseback ride with abundant opportunities to capture stunning photos along the way.
• Indulge in an authentic Tuscan wine pairing lunch featuring three delightful courses at a picturesque winery in Chianti.
• Exploring the charming beauty of San Gimignano while enjoying world-champion gelato

Experience a delightful one-day tour in Tuscany, featuring a horseback ride, a visit to the charming S. Gimignano, a delectable Tuscan lunch, and an exquisite wine tasting at a renowned Chianti winery.

Indulge in the perfect blend of adventure, culinary delights, and a chance to savor authentic Italian wine amidst the picturesque beauty of Tuscany.

15. Wine Tasting and Dinner in the Vineyards of Chianti

• Tour Type: Embark on a delightful half-day tour, traveling in an air-conditioned coach or minivan with a cozy dinner capacity of 20-25 participants.
• Tour Sights & Stops:  Chianti Wine Estate
• Departure Point:  Villa Costanza
• Length: approx 5.5 hours

Experience the enchantment of wine tasting and dinner amidst the picturesque vineyards of Chianti, a must-do for travelers eager to delight in the essence of Italian wine in Tuscany.

Begin your journey by immersing yourself in the charming estate, relishing in its exquisite wines.

As you continue to explore the farm’s wineries, make sure you are carrying a glass with you and indulge in a variety of wine tastings along this charming wine route.

After the tastings venture into the serene vineyards, where a captivating evening awaits.

Under the gentle glow of candles and torches, serenaded by sublime music, indulge in a delightful array of local dishes, savoring the farm’s fresh products and pairing them with exquisite wine.

Let this extraordinary experience immerse you in the true essence of Tuscany’s culinary and viticultural heritage.

We were so glad we found and booked this experience. We only had 2 nights in Florence and this was well worth it. The scenery at the winery was spectacular. We loved the idea of eating in the vineyard and the experience as a whole was better than we even thought it would be. The food was fantastic and served feasting platter style for each table and was more than enough. We got to try a few reds and white’s from the winery as well as a desert wine to finish and these were all very good nice. Plus they were quite generous pours with the tastings. GetYourGuide traveler – Australia(Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

– Pets are not allowed – This tour is not suitable for wheelchair users – If the weather turns inclement, dinner will be relocated to the restaurant within the estate.

• Bask in the warm glow of candles and torches while relishing farm-to-table cuisine in a charming open-air dinner setting. All are accompanied by a soft melodic backdrop, creating the perfect ambiance to delight your senses.
• A delightful journey of wine tasting at the exquisite wineries nestled on the estate, followed by a visit to the farm’s charming historic chapel.
• A vegetarian or celiac menu is available upon request

Embark on a mesmerizing half-day tour through the scenic vineyards of Chianti and engulf yourself in the delightful combination of wine tasting and dining.

Satisfy your senses with an array of delectable local dishes and fresh produce, paired elegantly with exquisite wines sourced directly from the farms of this captivating Italian region.

This enchanting journey is tailor-made for travelers yearning to discover the essence of Italian wine amidst the picturesque landscapes of Tuscany.

FAQs About Wine Tours of Tuscany From Florence

Here are some answers to some of the most commonly asked questions about the best wine tours of Tuscany from Florence.

The wine region of Chianti is an ideal day trip from Florence. It is a 30-kilometer (20 mile) drive to reach the rolling hills of the Tuscan countryside.

Chianti is an idyllic destination for wine enthusiasts, particularly if you choose to stay in Florence. Its allure as an Italian wine region makes it highly recommended for a memorable visit.

The easiest way to get around in Tuscany is either via rental car , bus, or by tour. If you love being more active you might like to explore the region on a bicycle.

They are not the same. Chianti is a stunning, mountainous area within the Tuscany region. It is located close to Florence.

Yes, it is not easy to get around without a car – you can easily rent a car in Tuscany . If you are doing wine-tasting we recommend a tour so you can enjoy as much wine as you want.

Final Thoughts on Florence Tuscany Wine Tours

Tuscany is one of the best places in Italy to experience great wine and beautiful scenery all in one place.

By taking a wine tour from Florence, travelers can taste the area’s delicious wines without having to worry about having to drive.

In addition to sampling amazing wines, travelers will also enjoy stunning views of iconic vineyards, charming castles, and olive groves as they journey through Tuscany.

Whether you’re a connoisseur or just looking for an incredible experience, a wine tour from Florence is sure to be an unforgettable adventure.

So get your Tuscan holiday started with a visit to one of the region’s many vineyards and make sure you raise a glass of local vino and soak up the Mediterranean beauty of it all!

Make sure to book your stay in one of the best neighborhoods in Florence for an unforgettable experience.

Hungry for some Florence authentic delicacies? Check out our recommended Florence cooking classes here.

If you’re headed to Florence with kids, find a list of things to do in Florence with kids here.

And if you are heading to other destinations in Italy, you will find our Italy blog posts helpful.

More Blog Posts About Tuscany:

• Family Tuscan Toad Trip Ideas
• Best Places to Visit in Tuscany
• Best Places to Visit in Northern Italy

Jolene Ejmont

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Tours and Guided Visits in Tuscany

Anyone who enjoys traveling and discovering a new place with an organized tour will find several offers for visiting Tuscany on short, one day tours as well as through longer tours, such as as weekly tour of Tuscany . Tours in Tuscany can be of several types, from the more classic ones that visit the most beautiful cities in Tuscany to the popular food and wine tours and shopping tours. Anyone that has never been to Tuscany or who wishes to visit the region comfortably can select a guided tour to facilitate their trip to Tuscany's " cities of art " such as Florence, Siena, Pisa and Lucca and to the other well-known areas of the regions, such as Chianti, Val d'Orcia and Maremma. Tuscany is a land of great culinary traditions, precious wines and excellent extra virgin olive oil and an enogastronomic tour is an excellent method to learn the tastes and traditional products of the region. In the last few years wine tours have also enjoyed a great deal of success, offering the opportunity to visit Tuscany's great wineries and enjoy tastings of Tuscany greatest wines, often accompanied with tastings of other Tuscan specialties and traditional products. Those who love fashion can also enjoyed organized shopping tours to the main shops and outlets of the top Italian and Tuscan fashion designers found in the region. Anyone who enjoys being outdoors or in a cycling aficionada con also enjoy guided itineraries in Tuscany's natural parks , bicycle tours and other guided visits on bike. There are many thematic, small tours dedicated to Tuscan craftsmanship and the local production of wine, cold cuts and cheeses. Select the organized tour you prefer and let yourself be guided in the discovery of Tuscany!

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Top Tours in Tuscany by Viator

See the main sights in Tuscany in one day, enjoy wine tastings as you explore Chianti, take a walking guided tour of Florence or a cooking class and learn to prepare the best of Tuscan cuisine.... these are just a few of the top tours you can do in Tuscany through our partner Viator.

Tuscany in a Day: See Siena, San Gimignano and Chianti

One of the best ways to see the top sights out of Florence is to go on a group guided tour which will take you by bus to the top sights: this one takes you to Siena, San Gimignano and Chianti, with a last stop at a winery for a tour and wine tasting before heading back to Florence.

Bike Florence & Tuscany Day Tours

Have you ever dreamed of biking in Tuscany? Then do so in the company of expert riders Piero and Elena who will show you the way through the hills of Chianti, Siena, San Gimignano and Florence, offering all you need to make your ride fun and worry-free!

Which are the best tours for Summer Vacations in Tuscany?

Summer vacation in Tuscany is the moment to enjoy the beauty of the landscape, the fresh air & outdoor activities. With so many different types of organized tours on the market, how do you navigate the offers to find the best one for you? Check out our list of top summer tours in Tuscany.

Top Experiences in Tuscany

A Day Tour to Cinque Terre

If you have to absolutely go visit the Cinque Terre from Florence, we highly recommend this group day tour: travel faster by bus to have more free time in each town and then go on an absolute must, the boat ride!

Chianti Tours

Join a guided tour to go wine tasting - no need to worry about driving after! Or a cycling tour, to have the bike and assistance as you need it. Don't want to drive? Then join a tour! Lots of various tours and options to see the best of Chianti, without worrying about the how.

Explore Tuscany with your own chauffeur

Do you want to explore the area and go wine tasting without worrying about driving? Then hire Francesco as your private driver to take you around Tuscany, whether it is wine tasting or exploring hilltop towns in Chianti. He also offers airport and other transfers.

Flying over the skies of the Val d'Orcia on a Hot Air Balloon

Have you ever dreamed of flying in a hot air balloon? Not yet?! Neither did we until we tried it over the skies of the Val d'Orcia with Ballooning in Tuscany! Very professional, well-organized and trained team, you will be very happy to see Tuscany from a unique point of view flying with them.

An exclusive tour of the Duomo in Florence

See the best in Florence, by visiting the Duomo and its terrace. This private tour with an exclusive visit to the Rooftop Terraces of the Duomo in Florence is ideal: you can skip-the-line with your personal guide into the cathedral and to the terraces. After the tour, continue up to the rest of the way to visit the cupola, and if you have energy, the Bell Tower, Baptistery & Duomo Museum on your own.

Top Guided Tours in Spring

Visiting Tuscany in April, May or June? We reviewed a selection of some of the best guided tours for exploring the Tuscan landscape, vineyards and cities of art. Find one which is perfect for your itinerary in Tuscany.

Top Tours in Tuscany this Fall

The autumn climate lends itself to enjoying the immense beauty of Tuscany and these tours are the perfect addition to an itinerary looking to explore the hidden corners of the region. Departure points in Siena, Livorno and even Montecatini.

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Exploring Tuscany in winter just became so much more fun with these top 10 guided tours. Make pasta, discover the monuments, sip the wine and enjoy the best of Tuscany in winter with quality guides & expert sommeliers.

Our Travel Guides

Premium Sicily and Tuscany

17 days | explore the magical heart of the mediterranean and discover the treasures of tuscany.

Make your way to the heart of the Mediterranean to discover the wonders of Sicily before embarking on an adventure from iconic Rome to Venice. This trip combines culture, cuisine and natural beauty to unveil the best of Italy. From visiting a nobleman at his home in Rome during an exclusive tour to driving up the flank of Mount Etna, Europe’s largest active volcano, this trip goes the extra mile to deliver experiences that go beyond the guidebooks. So, get ready to tuck into delicious Italian eats, explore iconic sites and brush up on your ancient history during this 17-day premium adventure.

Trip overview

Our best 4-star accommodation and the highest level of service

All must-see locations plus authentic experiences exclusive to Premium

Trips led by our most experienced and highest-rated local leaders

• Explore Rome’s iconic Colosseum by moonlight during an Exclusive Experience evening tour. Walk in the footsteps of gladiators without the jostling daytime crowds.
• Get a taste for Italy’s incredible cuisine and viticulture during a trip to celebrated wine-growing region, San Gimignano, plus enjoy a traditional cooking class in Palermo, a genovesi tasting in Erice and mouth-watering cheese and chocolate tastings (yes, please) on your way to Siracusa
• Stay in awe-inspiring accommodation nestled in the rolling vineyards of Tuscany and in the Sicilian countryside.
• Discover Palermo’s most symbolic places of rebellion and meet the local people who are taking a stance against the Mafia on an Anti-Mafia Movement tour.
• Discover incredible landscapes across Sicily including Europe’s largest active volcano, Mount Etna, as you walk into the centre of an extinct crater and visit a lava cave.
• Summer temperatures can be extreme in this region (over 40°C), which can be uncomfortable. It’s important to use sun protection, wear layers to combat the heat and drink plenty of water. Please carefully consider the time of the year you wish to travel and your suitability to that season.
• During your trip you will visit numerous religious sites. You will need to bring clothes that cover the shoulders and knees. A light scarf is a good idea for covering shoulders and arms when it’s hot. Your leader will be able to advise when such clothing is necessary.

View the itinerary for departures between 01 January 2024 - 31 December 2024

Welcome to Sicily, we’re kicking things off in the region's capital – Palermo. Upon arrival, a complimentary airport transfer will take you into the city. This evening we have our first dinner together and a welcome meeting with your local guide and fellow travellers. But until then, the city is yours to explore. If you have time, you might like to get acquainted with the sights and sounds of the old heart of Palermo, and gaze upon some of the main monuments such as the uniquely styled cathedral. Or maybe you’ll choose to café-hop and try the best of Sicily’s sweets. Whatever your fancy, there’s plenty to keep you busy in Palermo.

• Ai Cavalieri Hotel or similar (1 night)
• Palermo -Complimentary Arrival Transfer
• Palermo - Welcome Meeting
• Palermo - Welcome Dinner

The welcome meeting is at 6pm. It’s very important that you attend the welcome meeting as we will be collecting insurance details and next of kin information at this time. If you are going to be late, please let your travel agent or hotel reception know. Ask reception or look for a note in the lobby for more information on where the meeting will take place.

Sicily's unique cuisine sees Spanish, Greek and Arab influences and combined with a gentle climate and fertile soil, it is known all over the world. Delve deeper into this all important part of culture during a hands on cooking class. Not only will get to know the recipes, you will be learning how to create Sicilian dishes with the help of a local chef. As locally sourced products are used in the preparation of dishes, the menu may differ depending on seasonality and market availability, but your resulting lunch will be a treat.

This afternoon, join a walking tour with your local guide and uncover symbolic places of rebellion and anti-mafia racketeering. Places such as the Teatro Massimo, Cape Market, Piazza della Memoria, Beati Paoli Square and more, all have a rich history in civil mobilisation. Plus, these areas serve up some mouth-watering street food. You’ll personally meet local shop owners who have had the courage to denounce their extortionists and follow the ethical consumer campaign ‘Pago chi non paga’, a campaign promoted to support those that rebel against the Mafia.

• Palermo - Anti-Mafia Tour
• Palermo - Sicilian Cooking Class

Today it is time to say goodbye to beautiful Palermo as we head toward the small town of Erice. Located more than 750 meters above sea level, this beautifully preserved medieval town hosts, despite being handed from one ruling army to the next, many beautiful buildings showcasing architectural styles from its varied history. One thing that cannot be missed during your visit is Genovesi – traditional Sicilian pastries filled with custard or ricotta cream. Luckily for you, we’ve organised a special Genovesi tasting. After our visit to Erice we continue south towards Marsala, a lovely coastal town where we’ll stay tonight. Famous for its sweet dessert wines, you might choose to go out and enjoy a sip, or two, of Marsala’s delicious drinks with newfound friends or simply stroll the marble paved streets and explore at your leisure.

• Via Colvento Marsala Hotel or similar (1 night)
• Erice - Town Visit
• Erice - Genovesi Tasting
• Erice - Cable Car

This morning head east as you stop in the old port of Mazara del Vallo. It is here that some of the Arab influences in Sicily are most clearly visible. As you stroll through the kasbah (Arab Quarter) you will witness the artistic and cultural enrichment brought on by the arrival of Tunisian families in the 70's. Wander the winding lanes and alleyways swept with colourful murals. Then, we’ll continue to Agrigento with one final stop in our journey at Scala dei Turchi (Stair of the Turks) along the way. Scala dei Turchi is a truly spectacular coastline with white marble cliffs that offered protection from severe winds for the pirates that roamed these waters. Finally, we make our way to Agrigento where we’ll stay in a magical boutique hotel built in the 13th century. Tonight you will share a meal with your fellow travellers at your here.

• Hotel Foresteria Baglio della Luna - Feature Stay or similar (1 night)
• Mazara del Vallo - Kasbah Visit
• Scala dei Turchi - Visit

This morning, after breakfast, travel to the nearby Valley of the Temples. One of the largest archaeological sites in the world, it is situated where the ancient city of Akragas once stood. Your local guide will bring this classical Greek site to life as you visit the temples of Hera, Herakles, Zeus and Castor and Pollux. Along the way, enjoy magnificent views of the landscape and Mediterranean Sea. Return to Agrigento and enjoy the afternoon in any way you wish. Perhaps, head to Agrigento's old town to wander the narrow alleyways and courtyards or find a local café, grab a panino, sit and watch the world go by.

• Agrigento - Guided visit Valley of the Temples

Today, we kiss Agrigento goodbye and hit the road en route to Siracusa – but not without a few important stops along the way. The first stop today in Ragusa will not disappoint – it’s one of the most scenic towns in all of Sicily. Explore the town and then continue to architecturally fascinating Modica, particularly famous for its chocolate, it is a must-stop for any serious foodie. After tasting some of the local produce we continue to Noto and get acquainted with the city on a guided walking tour. Lesser-known Noto has recently gained a reputation as an architectural jewel, its limestone structures dazzle on a sunlit afternoon. Finally, we make our last stop of the day in Siracusa, where we will stay for the next two nights.

• Grand Hotel Villa Politi or similar (1 night)
• Modica - Visit and Chocolate Tasting
• Noto - Guided Walk

Today’s driving time is approximately 5 hours.

This morning, enjoy an orientation walk through Ortigia – a small island just adjacent to the main town of Siracusa. Wandering the narrow streets and laneways will reveal ancient ruins, stunning fountains and authentic trattorias, all situated on the medieval island. In the afternoon head to the Neapolis Archaeological Site – known as one of the world’s finest – with your local guide by your side. Uncover the crumbling ruins of the ancient Greek and Roman town; from the Greek theatre to the Roman amphitheatre and ancient stone quarries. Covering an area of 35 hectares, there’s plenty of land to explore and plenty of history to learn about on this guided tour.

• Siracusa - Ortigia Orientation Walk

Today, come face-to-face with Europe’s largest active volcano on a daytrip up Mt Etna. At an altitude of approximately 2,000 metres, walk into the centre of an extinct crater and visit a lava cave that can be explored with helmets and torches. Walk among the cold lava streams of Piano Provenzana, a former ski resort that has been destroyed during the last big eruption of 2002. After exploring the fiery natural wonder, continue to the atmospheric city of Catania. The city has a unique energy to it, an interesting blend of young and old. On one hand, there’s a gritty, attractive bar culture that fuels an exuberant nightlife, full of flavour and laughter. On the other hand, the very core of the city boasts one of the fabled “Late Baroque” towns – the UNESCO World Heritage site, Val di Noto. This afternoon, you’ll get the opportunity to explore both sides of this curious city by wandering through its grand piazzas and wide roads.

• Hotel Principe or similar (1 night)
• Catania - Mount Etna Visit

Today’s driving time is approximately 2.5 hours.

After breakfast today, take a day trip to the charming city of Taormina. Start things off with a guided walk, where you’ll notice Greek influence in the architecture. Walk through the back streets, gardens, and visit the world-famous Greek theatre and the cathedral. The afternoon will be at your leisure, so there's plenty of time to explore at your own pace. Have a drink in the Mediterranean sun or dig into some traditional Sicilian pasta before heading back for our final night in Catania. This evening, enjoy a farewell dinner at a local restaurant with your newfound travel friends and group leader.

• Taormina - Guided Walk
• Taormina - Greek Theatre Admission

Welcome to Rome! Enjoy a complimentary transfer to your hotel and settle in. If you arrive with time to spare, the city’s magnificent buildings are best appreciated on foot, so perhaps wander in search of an espresso. Your Italian adventure begins with a welcome meeting at 6 pm, where you will meet your local leader and fellow travellers. Once the formalities are out of the way, get your first taste of Italy over an included dinner with your group at an excellent local restaurant. Sitting down to dinner in Rome means experiencing generations of culinary know-how and timeless traditional recipes. Once your leader introduces you to some of Italy’s best dishes, you’ll understand why this country is so renowned for great food.

• Romanico Palace Hotel or similar (1 night)
• Rome - Welcome Dinner at Local Restaurant
• Complimentary Arrival Transfer

Please advise your travel agent of your flight details at the time of booking so we can organise the arrival transfer for you. It’s very important that you attend the welcome meeting as we will be collecting insurance details and next of kin information at this time. If you are going to be late please let your travel agent or hotel reception know. Ask reception or look for a note in the lobby for more information on where the meeting will take place.

If you are interested in visiting the Colosseum, we strongly suggest planning your visit before the welcome meeting or on Day 11 afternoon (not before 15:00) and pre-booking your tickets at https://colosseo.it/en/opening-times-and-tickets/

If you are interested in visiting the Vatican Museums, we strongly suggest planning your visit before the welcome meeting or on Day 11 afternoon (not before 15:00) and pre-booking your tickets at https://www.museivaticani.va/content/museivaticani/en.html

From incredible ancient monuments to glamourous restaurants and boutiques, Rome is a city of great beauty and diversity. Today your leader will take you back in time as you learn about historical monuments during an orientation walk of the city. Marvel at the Roman Forum, the Victor Emmanuel Monument, the Pantheon, the Colosseum, Trevi Fountain, Piazza Navona and Venezia, the Spanish Steps and Via Dei Condotti. Stop in at a local bar for a quick coffee or gelato. The afternoon is free for you to explore as you please – perhaps take the chance to visit the majestic Vatican City and St Peter’s Basilica. Rome’s grandiose Colosseum is its most iconic site, and this evening you’ll have the opportunity to avoid the daytime crowds and explore the Colosseum by night. Follow the footsteps of gladiators and Roman emperors as your leader shares the unbelievable history of this great arena.

• Rome – Coffee Granita (Coffee semi-frozen dessert)
• Rome – Guided walking tour
• Rome – Nobleman’s home visit and lunch (Exclusive Experience)
• Vatican City - Vatican Museum - EUR22
• Vatican City - St Peter's Dome Climb & Elevator - EUR10
• Rome - Venezia Palace - EUR17
• Rome - Galleria Borghese - EUR16
• Rome - Pantheon - EUR5
• Rome - Castel Sant'Angelo - EUR14
• Rome - Christian Catacombs - EUR10
• Rome - Keats-Shelley Memorial House - EUR6
• Rome – Colosseum - EUR18

You can pre-book tickets to the Vatican Museum online to avoid the long queues. Visit https://www.museivaticani.va/content/museivaticani/en.html for more information.

Today you’ll take a private vehicle to the gorgeous city of Siena, where your leader will show you the most interesting sights on an orientation walk. At the city’s heart is Piazza del Campo – home to the biannual Palio horse race, and nearby is the stunning Siena Cathedral. Next you’ll visit Monteriggioni – a charming medieval walled town. Over a dozen towers are spread throughout the town, once used to defend Sienese territory from the Florentines. You will have time to explore this tiny hilltop spot before arriving at your Feature Stay accommodation near San Gimignano. This country hotel with cinematic views of a tree-studded landscape and a refreshing outdoor pool is a fine spot to unwind. Tonight, indulge in an included gourmet dinner at your hotel with your group – the food is made with local ingredients and pays homage to traditional Tuscan dishes, with a modern twist.

• Terre Rosse or Villa San Giorgio (Feature Stay) or similar (1 night)
• Siena - Orientation Walk
• Monteriggioni - Orientation Walk
• Chianti Region - Gourmet Dinner

Today’s journey is approximately 3.5 hours.

Start the day with a visit to San Gimignano – the 'Town of Fine Towers'. Explore the medieval Old Town centre and its fine Gothic and Romanesque architecture, with your leader on hand to answer any questions inspired by your explorations. This region is also renowned for its ancient Vernaccia grapes, which are the basis for one of Tuscany's finest white wines. Your group will visit a local agriturismo, where you’ll explore the vineyards and sample some of their celebrated wine, before enjoying an included lunch featuring regional cheese, fine olive oil and bruschetta. Return to your Feature Stay accommodation for another delicious dinner.

• San Gimignano - Agriturismo Winery Tour & Tasting

Today’s total driving time is approximately 4 hours.

Today you’ll visit Pisa. It’s not always possible to climb the Leaning Tower of Pisa due to its precarious state, but as your leader shares the history of this legendary building, you will have the opportunity to photograph it from the ground. Your next stop is Lucca, where you’ll take a short walk along the city’s beautifully preserved Renaissance walls.

Next up, depart to Florence where you’ll discover the city on an orientation walk with your leader. Marvel at the Duomo cathedral, visit St. John's Baptistery and hear stories of the Medici family who ruled over the city during the Renaissance. Cross the iconic Ponte Vecchio bridge and stop by the Santa Maria Novella Pharmacy. Established in 1221, this is believed to be the oldest operating pharmacy in the world. You’ll visit the Giardino delle Rose for a sweet-scented walk among 400 rose species before heading to Piazzale Michelangelo for sweeping views of Florence’s timeless skyline.

• Hotel Laurus al Duomo or similar (1 night)
• Florence - Orientation Walk
• Pisa - Pisa Visit & Orientation walk
• Lucca - City Walls & Orientation Walk
• Pisa - Leaning Tower of Pisa - EUR27

This morning join a private guided walk of Florence you will earn about its Glorious past and the notable families that made Florence an important centre for culture, economy and politics. Your tour includes a visit of the Galleria dell ‘Accademia, an art museum renowned for its collection of sculptures, including the iconic statue of David by Michelangelo.

Enjoy a free afternoon at your own pace – ask your leader for some local tips on the best way to spend the day. Visiting the Uffizi while you are here is highly recommended – it is one of the oldest galleries in the world, and a building of great beauty. And be sure to head to Piazzale Michelangelo for sweeping views of Florence’s timeless skyline. Sample some of the culinary delicacies on offer from across Tuscany, with dishes known for their freshness, simplicity and quality. Olive oil, beans and herbs are a feature here. Two standout dishes of the region are bistecca alla fiorentina, a large steak sliced on the bone and shared between multiple diners, and ribollita, a simple, hearty soup of bread, vegetables, and beans. Panforte is the signature sweet treat.

• Hotel Leonardo da Vinci or similar (1 night)
• Florence - Galleria dell ’Accademia admission
• Florence – Highlights of Florence Guided walk
• Florence - Museo dell'Opera di S.Maria del Fiore - EUR15
• Florence - Pitti Palace (Boboli Gardens, Museo Argenti, Costume Gallery, Porcellain Museum) - EUR15
• Florence - Bargello Museum - EUR14
• Florence - Palazzo Vecchio - EUR12
• Florence - Uffizi Gallery - EUR24
• Florence - Medici Chapels - EUR17
• Florence - Baptistry - EUR10
• Florence - Duomo & Campanile - EUR15
• Florence - Accademia - EUR17

All the Florentine State Museums require tickets and the queues can be long. Booking your tickets online in advance (Firenze Musei | Sito ufficiale) is essential. Your leader can be of assistance booking these but be sure to organise it at the beginning of your trip.

If you are interested in visiting the Galleria Uffizi and Galleria dell'Accademia , we strongly suggest planning your visit in the afternoon (Accademia might become and inclusion though) and pre-booking your tickets at https://firenzemusei.it/

In the morning, head to the railway station and take a high-speed train to Venice. Upon arrival your leader will take you on an orientation walk so you can get acquainted with the city’s maze of canals and learn about its unique history. You will make a stop at the Venice Academy of Music and will take in the view of the city from their rooftop. Lunch today is a tasting of cicchetti – Venice’s version of tapas. Enjoy a delicious array of small dishes such as black ink calamari, polenta with seafood and seasonal vegetables. The rest of the afternoon is yours to explore. The Grand Canal, the quaint shopfronts that line the Rialto Bridge and the Piazza and Basilica di San Marco are all worthy sights to visit, or simply meander around the tiny cobbled streets and discover the beautiful markets, cafes, galleries and churches. A Venetian gondola ride down the canals is a must, as is a taste of the region’s dessert speciality, tiramisu.

• Hotel Eurostars Residenza Cannaregio or similar (1 night)
• Venice -Traghetto boat ride
• Venice - Farewell Dinner at Local Restaurant
• Venice - Academy of Music Visit

Our means of transportation between Florence and Venice is by 1st class high-speed train (approximately 2 hours).

With no activities planned for today, your trip comes to an end after breakfast. Those looking to extend their stay can arrange additional nights' accommodation at the time of booking the trip (subject to availability).

• Venice - Museum of St Mark's Basilica - EUR5
• Venice - Gondola Ride - EUR80
• Venice - St Mark's Campanile - EUR12
• Venice - Glass Museum Murano - EUR11
• Venice - Ca' Rezzonico Museum of Eighteenth Century Art - EUR11
• Venice - Scuola Grande di San Rocco - EUR14
• Peggy Guggenheim Collection - EUR17
• Venice - Doge's Palace & Bridge of Sighs - EUR30
• Ca’ D’Oro - Galería Franchetti - EUR15
• Venice - St Mark's Basilica Treasury - EUR5
• Venice - Accademia Gallery - EUR16

If you are interested in visiting the Doge Palace, Venice, we strongly suggest planning your visit on the departure day as there is very limited time on Day 16 and pre-book your tickets at https://muve.vivaticket.it/en/tour/palazzo-ducale/2478?qubsq=8cd3daed-1b9e-4df0-a209-4833f9c62371&qubsp=279989d9-9291-44b1-899f-169c3d93c415&qubsts=1716888509&qubsc=bestunion&qubse=vivaticketserver&qubsrt=Safetynet&qubsh=7cb44c49d26eb092de1552a748b8ae4c

15 breakfasts, 4 lunches, 7 dinners

Private vehicle, train, flight

Comfortable Hotel (12 nights), Feature Stay (4 nights)

• Arrival airport transfer
• Tipping for accommodation, activities and transport
• Luggage transfer
• Daily breakfast and signature local meal experiences
• 24/7 on-ground support

Dates and availability

Important notes.

1. A complimentary airport arrival transfer is included; valid if you are arriving on Day 1 or if you have booked pre-tour accommodation through us. You must provide your flight details to your booking agent at least 14 days prior to travel. 2. A single supplement is available if you’d prefer not to share a room? on this trip. The single supplement applies to all nights of your trip? and is subject to availability. Please speak to your booking agent for further information.

Want an in-depth insight into this trip? Essential Trip Information provides a detailed itinerary, visa info, how to get to your hotel, what's included - pretty much everything you need to know about this adventure and more.

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