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The 13 best Boston city tours

Get to know the Hub on these culinary and history walks, sightseeing jaunts, market treks and other city tours

Bostonians would sooner root for the Yankees than endure the indignities of a slow-moving city tour with a bunch of non-natives, but that doesn’t mean we still don’t love exploring the best Boston attractions with savvy visitors in tow. From the best free things to do in Boston to the best museums in Boston , the Hub offers plenty of cultural options and activities. While it’s easy to hit the pavement and enjoy “America’s walking city” at your own pace, if you really want to dig deeper and learn all about the area’s rich, unique history and culture, make your plans now to check out these cool Boston city tours.

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Best Boston city tours

1.  Fenway Park Tour

• Things to do
• Sport events
• Fenway/Kenmore

This is the one you haul all the out-of-towners to—mostly because you can’t wait to go yourself. The hour-long tour includes player and ballpark history and visits to the press box and Pesky’s Pole; depending on the guide, you also might visit the bullpens and peek behind the anachronistic scoreboard. Game-day tours are available as well—hours, options and prices vary, check the website for special event info and restrictions.

2.  Historic Sightseeing Cruise

This narrated, 90-minute sightseeing tour takes you around some of the Harbor Islands while recounting the city’s history as a shipping port, as well as the role that the harbor played in the Revolutionary War. Just prepare yourself for the conditions (tours are offered daily, year-round), as well as the inevitable real estate envy when you sail past all the stunning waterfront condos. 

3.  Samuel Adams Brewery Tour

• price 1 of 4

For a city that’s often hamstrung by booze-related blue laws, Boston sure has a fine collection of breweries. The city’s most famous brewer is Samuel Adams, the Revolutionary and “maltster” after whom the brewery is named. Tours of the Jamaica Plain facility run daily (except for Sundays) and are free, although there is a suggested charitable donation of $2. You’ll taste the malts, smell the hops and enjoy multiple samples.

4.  Boston Public Library Art and Architecture Tour

• Attractions
• Libraries, archives and foundations

You can spend years visiting the BPL and never have proper knowledge of the beauty contained within. These free, volunteer-led tours—no appointment needed—offer architectural insight into both the original Renaissance Revival McKim building and the modernist Philip Johnson wing (added in 1972). Even longtime patrons are impressed by the sheer volume of oils, tapestries and sculptures populating the halls, including the John Singer Sargent murals that took some 30 years to create. 

5.  Freedom Trail Tour

The Freedom Trail  often gets a bad rap among locals, some of whom are tired of the gussied-up guides posing as historical figures as they shuffle tourists through the historical sites. If you don ’ t want to take a guided tour, it ’ s easy to enjoy the lovely self-guided stroll, two and a half miles that remind you of the city’s unparalleled Colonial and Revolutionary history. And if the trail has only whetted your appetite for historical discovery, consider taking a self-guided tour along the Black Heritage Trail or the Women’s Heritage Trail .

6.  Arnold Arboretum Tour

• Parks and gardens
• Jamaica Plain

This Jamaica Plain respite is worth a visit, in part due to the oldest and largest collection of lilac bushes in the world, predating even the founding of the arboretum in 1872. Free weekend tours will help better acquaint you with the vast expanse of flora. Check ahead to confirm hours and weather cancellations, and look into special seasonal themed tours that focus on one species, like the greenhouse collection of potted bonsai plants.

7.  Old State House Tour

• Historic buildings and sites

Designed by Bulfinch and completed in 1798, this magnificent structure replaced the old legislative building across Boston Common, which had been the headquarters of the British government. Included with admission, tours help visitors understand how the Old State House was the political center of Revolutionary Boston. Enthusiastic guides explain how the voices of John Hancock, Samuel Adams, and others rang out from the halls and changed American history forever.

8.  North End Market Tour

Even if you’ve eaten in the North End before,  Boston Food Tours ’  exploration of the neighborhood will take your knowledge to another level by teaching (and feeding) you along the way. On the tour you ’ ll learn how Italians ’ food traditions were adapted to America, while acquiring insider cooking tips and discovering where to buy the very best ingredients. At multiple stops, you ’ ll learn about the very best of the neighborhood, ensuring you ’ ll get more out of your future visits.

9.  Ghosts & Gravestones Tour

Our city’s history is not all puppy dogs and rainbows—death, disease and crime make sizeable appearances as well. By taking a Ghosts & Gravestones tour (days/times vary by season), you will learn about murders and executions like the ones that took place on the Boston Common. Try not to be spooked by stories of paranormal activity at the Omni Parker House or the legend of the Boston Strangler.

10.  Walks with the Local AMC Chapter

The Appalachian Mountain Club wants to show you parts of Greater Boston you’ve never explored before. Year-round hikes and nature walks, both accessible and challenging, take you all around the state (and sometimes New Hampshire, too), lasting anywhere from 3 to 20 miles. Dates and times vary, and walks cost just $1 if you’re not an AMC member.

11.  Castle Island Park and Fort Independence

• South Boston

Locals sometimes forget about the 1850 granite bastion known as Fort Independence, poised at the ocean end of South Boston on Castle Island. It’s a good spot for an all-day picnic, or to pretend you’re going on a medieval raid. Free tours of the fort are offered on summer weekends; check in advance for details.

12.  Boston Lobster Tours

Trap-to-table is the only way to eat your favorite crustacean. Take a tour aboard a legit Downeast-style lobster boat with up to three other friends (bench seating is offered), and cruise around the Boston Harbor for 75 minutes, learning about the local industry and hauling up two traps of your own; whatever is of legal size is yours to keep and (presumably) eat.

13.  City Wine Tours

Two hours of wine drinking under the auspices of learning? Yes, we imagine a few Bostonians would partake. Choose between four neighborhoods—South End, Back Bay, North End or Assembly Row in Somerville—then join an intimate group led by a wine connoisseur. The guide leads you to top-notch hot spots where you’ll learn how to taste, pair and buy fine wines.

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BOSTON TOURS

Experience boston with a personal guide.

Simply The Best Boston Sightseeing Tours

Experience Boston - a historic & vibrant city, on a private tour with your own personal guide. With its rich history, diverse neighborhoods, and legacy of arts, culture., dining, education, and sports, there is something for everyone! We are passionate about our city, and we look forward to sharing it with you.

This is not a mass-market tour. We offer customized private tours in Boston that deliver more of what you want to see. While most Boston tours will touch on the highlights of this great city, we want to show you all that and more. We believe that visiting Boston should be fun. We'll give you the stories behind the scenes through the eyes of the locals. Walking along the iconic Freedom Trail, you'll hear stories from the American Revolution. Plus, you'll hear unique stories, like how a deadly wave of molasses once flooded Boston's North End and why the locals never say "Beantown".

Come and experience Boston at your own pace. How to explore the city is entirely up to you. We offer walking tours, driving tours, and step-on bus guide services. It's our goal to make sure you see as much as possible while having fun along the way. You just might learn a few things too!

BOSTON SIGHTSEEING TOURS

Freedom Trail Walking Tour

Experience more than 250 years of history on Boston’s Freedom Trail a red brick line connecting historically significant sites.

Most Freedom Trail tours only cover half of the trail. Our 3 hour tour will show you everything from the Boston Common to Copp's Hill - 14 sites in all plus many other interesting things to see and stories to hear!

The Freedom Trail is a unique collection of museums, churches, meeting houses, burying grounds, parks, a ship, and historic markers that tell the story of the American Revolution and beyond.

Tour-In-Four

A four-hour combination walking and riding tour. In this extended tour, you will stroll through the historic North End. Perhaps have a snack from a famous North End pastry shop. See the Old North Church and Paul Revere's house, Explore Copp's Hill Burial Ground and learn about the "Spite House", the "Brink's Job" robbery. and the Great Molasses Flood and so much more. Stroll through the cobbled streets near Faneuil Hall and learn about our Revolutionary War past. Drive through downtown, Historic Beacon Hill, the Back Bay, and Fenway. If time permits head over the Charles River to MIT & Harvard. Travel through the new and vibrant Seaport District and along the beautiful Boston Harbor.

Freedom Trail Tours - 3 Options available

Experience more than 250 years of history on Boston’s Freedom Trail which is a 2.5 mile red line connecting 16 historically significant sites.

The price listed for for all walking tours is for up to 10 participants. Each additional guest is $10.00/person up to 30 people.

The Overview Tour

This tour covers the many exciting sites & attractions of Boston, Cambridge & Charlestown in a short amount of time. See sites along the waterfront, through the North End, Charlestown, The West End, Beacon Hill, Back Bay, and Cambridge, if time permits also see portions of Harvard and MIT.

The Everything Tour

The name says it all. This exciting journey covers all major sites with a stop for lunch. In this detailed excursion you will experience all of the sites & attractions we offer.

Beacon Hill Tour

Beacon Hill is one of the oldest and most picturesque neighborhoods in America. From the golden dome of the State House to the luxury homes of Louisburg Square, this tour takes you by picturesque streets, highlighting examples of early American Federal, Greek Revival, and Victorian architecture.

Learn about Boston's first settler, Reverend William Blackstone, a reclusive clergyman. Hear about Robert Gould Shaw and his role in leading freed slaves in the Civil War. Walk portions of the Black History Trail and stroll along the famous cobbles of Acorn Street.

Cheers! Beacon Hill & Back Bay Combo Tour

Starting atop Beacon Hill by the gold domed 1798 State House, stroll through these historic neighborhoods, one from the early and the other, late 1800’s.

The elegant red brick sidewalks and Federal style townhouses of Beacon Hill have attracted residents from Louisa May Alcott to John Kerry. See the cobblestoned street that is the most photographed in the city, and hear of the famous residents in this charming exclusive Historic District. Architectural detail, flowered window boxes, and wrought iron finishes decorate these magnificent homes.

Back Bay & Copley Square Tour

In this exciting and historic excursion you will learn how it earned its name and how its progressive development during the 1800’s birthed some of America’s most renowned architectural wonders. You will view Boston’s memorable mansions and grand townhouses along Commonwealth Avenue.

The Underground Railroad

The Underground Railroad was not a railroad or underground but it did have real live conductors who gave their lives so Slaves could be free. Underground railroad is a symbolic name used for over 200 years to break away from slavery.

Historic Salem Walking Tour

See where history and mystery converge in a captivating walking tour of Salem! This 3-hour journey offers a comprehensive and immersive experience of Salem, providing a blend of maritime history, colonial heritage, and the captivating stories that have shaped this iconic city. No admissions are included. Optional admission to any attractions – add one hour

Join us for a private exploration through time and tales in the heart of Salem!

Lexington & Concord Tour (in your car with our guide)

Travel 16 miles outside the city to the nearby communities where America was born. You’ll hear stories of brave individuals on both sides of the Revolutionary War and have an accurate, vivid picture of the action of April 19, 1775. History will come alive as your guide retells the story of the morning skirmish on quaint Lexington Green where 77 Minutemen stood against 700 British Red Coat soldiers in the first encounter of the Revolutionary War. A charming town, its Green has been carefully preserved and features several statues and historic monuments. View many colonial homes from the 1700’s around the Green and along our route.

*This tour requires our guide to ride along in your vehicle.

Plymouth - Pilgrim Walk Tour

Walk where the Pilgrims trod and hear how their faith inspired them to flee from England, find refuge in Holland, and cross the ocean to the shores of New England.

This tour will help you understand the monuments of Plymouth erected in honor of her founders as you hear the stories of these Separatists in their own words.

Other Local Areas to Visit

We now offer custom group bus charter tours to areas outside of the city core including Plymouth, Salem, Marblehead, Gloucester & Rockport, Lexington & Concord. Give us a call to discuss your plans!

Why choose us?

See More With Our Knowledgeable Local Guides!

Our guides are well-versed in Boston's fascinating history, architecture, culture, and food. They'll show you local favorites like Fenway Park, the Boston Marathon finish line, and the bar from Cheers. You'll get the local perspective on Boston's arts, culture, food, education, and sports legacies. There is something here for everyone, and our guides can't wait to share it all with you!

Custom Tours

Custom Tours are our specialty. Let us design one for you!

We specialize in setting up just the right tour for you. We can arrange visits to museums, add stops along the way, coordinate to areas further out of town and anything else that you wish to see.

Step-On Services

Step-On Services for schools & larger groups.

Got a bus? No problem! Need a bus? Again, no problem! We work with area charter bus companies to bring you many different options for small or large groups that are needing transportation services

Top Rated on Trip Advisor & other travel review sites!

Tour with confidence knowing that we are highly rated on many travel review sites. We are often recommended by concierges from Boston area hotels and travel professionals as well as visitors from around the world.

Explorations In A City Of Firsts

As one of America's oldest cities, Boston can proudly claim many "firsts." The first public park, Boston Common, is across from the Massachusetts State House in the Beacon Hill neighborhood. The Boston Public Library, founded in 1852, is the first extensive free municipal library. The first subway system in America opened in downtown Boston in 1897. And the first lighthouse in America was established in Boston Harbor on Little Brewster Island in 1716. We boast the first telephone call, the first public school, the first computer, and many, many more!

Boston, and the surrounding area, are also home to many great inventions. The disposable razor was patented in 1901 by King C. Gillette. The 54th Massachusetts was the first unit in the Union Army made up of free Black soldiers in the Civil War. And the original Toll House Chocolate Chip Cookie was invented in nearby Whitman, MA, by Ruth Wakefield.

Frequently asked questions

What are private tours.

Private tours include just you and your family and friends. That’s all. To ensure you have a personal experience, your group will consist of you and your family/friends/colleagues, only. We never mix groups, or put you with strangers. There is no minimum: if it’s just you, we look forward to becoming your travel companion for the day.

Do you offer private tours for larger groups?

Yes! Larger groups include tour group on a bus, school groups, corporate groups, etc. Tours for larger groups range in size from 10 to upwards of 60 or more people. For information and pricing on group tours for other organizations, please contact us.

What if someone in my group has mobility issues?

We will work with you to the best of our ability to ensure you’re able to enjoy our city at a comfortable pace and within a reasonably safe, respectful environment.

Where does the tour begin?

Starting points can vary depending upon the tour that you choose. Private tours can often begin at the Boston location of your choice including hotels, B&B’s private homes, etc. or a designated meeting place will be determined prior to tour day. The Freedom Trail tours begin at the corner of Hanover Street and Cross Street at the Tony DeMarco boxing statue or the corner of Park Street & Tremont Street between the Park St. subway stations.

Are prices per person?

No! Prices are per group, in US dollars. The price of your tour is guaranteed the moment we receive your deposit.

Are there any additional fees or admissions?

Optional admission to the Old North Church - $5.00 and Paul Revere House - Adults - $5.00 Seniors and College Students - $4.50 Children (ages 5-17) - $1.00 Cash only for admission. Old State House Museum optional visit admission: Adults - $10.00 , Seniors (62+) - $8.50, Students - $8.50, Youth (6-18), Members, US Military, and Veterans - FREE

A booking fee is added to bookings made online through the reservation service. Call us with questions or for additional details.

What forms of payment do you take?

We accept all major credit cards, Venmo or company check in advance of your tour.

What is the cancellation policy?

BTS must receive written notification of cancellation. The date such notification is received by BTS will determine the applicable cancellation penalties. The following cancellation penalties apply:

• More than 90 days prior to participant's scheduled tour date, 100% of paid contracted tour amount will be refunded by BST.
• From 21-90 days prior to participant's scheduled tour date, 50% of paid contracted tour amount less any costs associated with ground transportation will be refunded by BST.
• From 14- 21 days to scheduled day of participant's tour date 25% of paid contracted tour amount less any costs associated with ground transportation will be refunded by BST.
• Any cancellation of tours less than 14 days prior to participant's scheduled tour date, no refunds will be issued will be refunded by BST.
• For tours requiring use of a third-party vehicle, no refunds are available if the notice given conflicts with the third-party cancellation policy.

Do you accept gratuities?

Tipping is by no means a requirement or expectation for anyone on our team. If you had a great tour and enjoyed the service that your guide provided then leaving a tip is always greatly appreciated. This can be done with cash, Venmo or added to your invoice.

When are tours offered?

Tours run year round. Select the date on our reservations calendar and a tour representative will respond to confirm the date and time you prefer is available.

What about the weather?

This is New England. We are a hearty bunch and will go out in all kinds of weather. If it rains, we can spend more time inside of attractions and dodge the puddles while using an umbrella. Flexibility is the name of the game! We reserve the right to cancel any tour if the weather conditions are determined to be unsafe.

How do I book a private tour?

To book a private tour for up to 6 people you can book online or call us at 866-817-TOUR. To book a tour for a larger group contact us by email or telephone. Please note that as we are often out giving tours, phone calls are returned in the late afternoons or evenings.

Can I order a gift card?

Yes! We offer virtual gift cards for any amount which can be sent to you or directly to the recipient. Simply click here.

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Water & boat attractions in boston.

Premier Dinner Cruise on Odyssey | Signature Dinner Cruise on Spirit of Boston | Premier Brunch Cruise | Premier Lunch Cruise | Provincetown Fast Ferry | Boston Harbor Islands Ferry | Salem Ferry | Boston Water Taxi | Ferry Multi-Ride Passes | New England Aquarium Whale Watch Cruise | Sunset Sightseeing Cruise | CODZILLA Thrill-boat Ride | Historic Harbor Cruise | Peddocks Island

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Old Town Trolley Tours of Boston 4.3

Hop On Hop Off Boston Tours

Welcome to Boston!

We Bostonians take great pride in our city and its rich history, doing our best to preserve the sites and structures that have played an important role in the story of America. For over 40 years, Old Town Trolley has provided Boston sightseeing tours highlighting the best of the city.

Join us in honoring our 40-year legacy as Boston’s Original Storyteller!

As we mark our 40th Anniversary as Boston’s Original Storyteller, we reflect on our legacy. For generations, we’ve transported locals and visitors through the rich tapestry of Boston’s history, highlighting its transformation. From colonial landmarks to modern marvels, Old Town Trolley has been there to showcase the best of Boston first, making every ride a memorable journey through time. Join us as we celebrate this milestone all year long.

“Hop aboard one of our trolleys and you’ll experience Transportainment ® , a delightful combination of transportation and entertainment.”

Our friendly conductors narrate the tour with a fascinating and fun mix of trivia and humorous stories. It will be our pleasure to guide you through the city known as “the Cradle of Liberty” on one of our orange and green trolleys.

Old Town Trolley Tours is the best way to see the city. Because we cover the entire city, you can avoid costly parking and city driving. The tour is also designed so that you can hop on and off and explore the Best Places to See in Boston . With frequent pickups at all our stops, this helps you avoid walking long distances.

“One of the 10 best hop-on hop-off tours in the world”

• 100% Satisfaction Guarantee
• Most frequent hop on & off all day tour of Boston
• Ride up high without worrying about the weather
• Start your Boston tour at any of our convenient stops
• More than 100 Points of Interest
• Boston’s most comprehensive tour fully narrated by our expert tour conductors

Your ticket includes:

• 50% off Historic Harbor Cruise*
• $10 off Ghosts & Gravestones Tour*
• $6 off admission to Boston Tea Party Ships & Museum*
• $5 off admission to Boston Summer Nights Tour & Charles River Cruise* (May 24 – September 2, 2024)
• 50% off admission at The Sports Museum*

*Applies to standard trolley pass. Pass is non-transferable. Other restrictions may apply. Pass discounts have no cash value and are not refundable and non-transferable. Historic Harbor Cruise and Boston Summer Nights Tour & Charles River Cruise operate seasonally. Sports Museum: Must be redeemed within 48 hours from the day your Old Town Trolley Tour was taken. Please present your Trolley receipt at Sports Museum Information Desk. No need to book in advance. Check hours of operations and tour times. May not be combined with any other promos, offers or discounts. 5% city fee charged at time of purchase.

“With your trolley ticket, you’ll receive our free full color map and the chance to purchase our Essential Guide book for $5 with all our stops & things to do at each one!”

In order to give you a real taste of the city, our Hop On Hop Off Boston Tour covers all the major areas including Downtown, Beacon Hill, Back Bay, the Theater District, and the Waterfront District. Stand on the very ground where Samuel Adams, James Otis, and other revolutionary leaders urged their fellow colonials to fight for liberty in Faneuil Hall . See the spot where the Boston Massacre occurred just outside the Old State House. Walk along the Boston Harbor where the Redcoats marched ashore in 1768.

There’s no better way to see all of Boston than with Old Town Trolley Tours.

To receive a brochure by mail, go to  contact us.

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Trailblazer Tours Boston

Private Tours

+1.617.653.8373

Explore the Culture and History of Boston

About Trailblazer Tours Boston

Trailblazer Tours Boston - Private Tours is a private, boutique-style tour company independently owned and operated by husband and wife team Martin and Joan McEntee.  

Both are knowledgeable, engaging ​private tour guides driving new luxury vehicles.

Vehicles are livery insured, and Martin & Joan​ are proud to be Boston city and BPD-approved tour guides.​

Rated by customers as the best thing to do in Boston.

Trailblazer Tours Boston Concept

Our private, boutique style of touring is a uniquely customized way to see and do the things you’re interested in. 

It's comfort touring at a pace that suits you with a personal guide who loves what they do.

It's a way to experience a lot in the time you have and to just sit back, relax and truly enjoy your visit.

It includes personal recommendations of places of interest and​ local restaurants, bars, and hotels to suit your taste.

• Individuals, couples, or small groups of family and friends who want a tour exclusively for them.
• Family reunions or college campus visits with specific destinations and stops.
• New or potential residents to the area who want to get the lay of the land or who have friends and family visiting.
• Airport layovers or overnight business trips where time is limited.
• Travelers who like to see everything, but walking or hopping on/off regular tours isn't so easy

Prices vary depending on the length of tour and number of people in your group.

Walk Into History®

Boston Common Visitor Information Center 139 Tremont Street Boston, MA 02111

11 am, 12 noon, 1 pm  Purchase Tickets  

African-American Patriots®

February, select Saturdays-Sundays: 10:45 a.m.

Revolutionary Women

March, select Saturdays-Sundays: 10:45 a.m.

Walk Into History® - Reverse

ArtsBoston Booth Faneuil Hall Marketplace  Boston, MA 02109

Through October 29 Saturdays & Sundays 10:30 am Fridays - Sundays 11:30 am

ArtsBoston Booth Faneuil Hall Marketplace  Boston, MA 02109 

Saturdays through December 30, 1:30 pm

Private & Custom

Historic pub crawl private tour.

Private tours Mondays - Thursdays, reservations required, based upon availability.

Thursdays - Saturdays through October 28 & Monday, October 30 6 pm (Group tours available via reservation)

Historic Holiday Stroll

Nov. 17 - Dec. 30 Select Fridays & Saturdays 3:30 p.m.

Freedom Trail Tour App

Walk into history® web tickets only tour.

Brewer Fountain Plaza, Boston Common (near the intersection of Tremont and Temple Street/across the street from 138 Tremont Street)

Suspended until further notice

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10 Top Boston Harbor Cruises

Venture on the water to explore Beantown's waterfront, maritime history and more.

Courtesy of City Cruises by Hornblower

Take in stunning city views from the water.

Boston is the most populous city in New England – and for good reason. This Massachusetts metropolis may host modern shopping, dining and cultural attractions, but Boston is built upon a rich American tapestry created over the centuries that's still visible in its quaint neighborhood streets and stone houses. The city's historic harbor along the Massachusetts Bay set the scene for a significant portion of Boston's story; once the site of Revolution-era protests like the Boston Tea Party, this body of water is now primarily used for revelry. No visit to Massachusetts' capital city would be complete without some time on Boston Harbor.

If you're planning to spend some time in Beantown during the warmer months, consider boarding a schooner for an hour or two of sightseeing, or head out on a boat you can pedal or sail yourself. Cruises on the harbor offer a range of historical tours, romantic dinners on the water, unique brunches with friends or even the chance to spot some endangered whales. Whether you opt for a tall ship or a smaller, more eco-friendly vessel, soak in city views and enjoy your time on the water with the following top Boston Harbor cruises.

Boston Harbor City Cruises by Hornblower

Hornblower's City Experiences brand offers a wide variety of land-based and on-the-water tours, which includes City Cruises. While the brand has greatly expanded over the past century to 125 U.S. cities and more than 100 countries, it all began with Boston Harbor Cruises, founded in 1926.

Today, Boston Harbor City Cruises encompass a range of ways to see the city from the water. You can book a brunch, lunch or dinner cruise on a dining vessel like the 600-passenger Boston Odyssey; time your sailing for sunset; or plan a big outing for a holiday such as the Fourth of July. Dare to ride Codzilla, a thrilling speed boat designed to leave slow-paced sightseeing tours in its wake. Zoom around the harbor for around 45 minutes at up to 40 miles per hour – and since you likely will get wet, ponchos are available on board. This 70-foot harbor boat, complete with a toothy paint job, also boasts an original soundtrack.

If you're looking for a different kind of enjoyment with a little less aquatic adrenaline, Boston Harbor City Cruises partners with the New England Aquarium for a series of spectacular whale watching trips. From Boston's Central Wharf, you'll head to Stellwagen Bank National Marine Sanctuary, one of the world's most active marine sanctuaries. Whales in the region include humpbacks, minke whales, the endangered right whales and more. You can also try to spot sea birds, dolphins and other marine life – but if you don't see whales on your cruise, a free ticket will be offered to you for a future whale watching trip.

See more of Boston: Things to Do | Hotels

Classic Harbor Line Boston

Courtesy of Classic Harbor Line Boston

With a fleet that includes schooner Adirondack III and motor yacht Northern Lights, Classic Harbor Line is a great choice for a Boston Harbor cruise. Join a guided sightseeing tour or charter your own yacht for the day; the schooner is designed for 40 people or less, while the motor yacht can accommodate just under 150 guests. Classic Harbor Line offers themed cruises, if your interest is piqued by either an adults-only nighttime City Lights sailing (perfect for couples) or a cruise that pairs a day of harbor islands and lighthouses – including the country's oldest – with a picnic lunch. The two-hour sunset cruise aboard Northern Lights is accompanied by the nightly cannon fire from the USS Constitution , also known as "Old Ironsides" – the world's oldest commissioned warship still afloat, built in 1794.

If you want to sail Boston Harbor with a cold beer, you can't go wrong with Sails & Ales, a special themed cruise created in partnership with the local favorite Harpoon Brewery. Sail along the waterfront at sunset past sights like Independence Fort as your Harpoon representative explains beermaking techniques. You'll sip four flagship or seasonal beers plus one cider. A ticket for a future free tour of the brewery is included, and you'll know exactly where it is because this cruise sails right past it.

Boston Green Cruises

Right on Rowes Wharf behind the Boston Harbor Hotel, Boston Green Cruises has a fleet of three vessels: the 350-passenger Sir Winston and two low-emissions boats known as Beach Cat, a 44-foot catamaran that seats 30 people, and Zulu. Boston Green Cruises, which calls itself Boston Harbor's first eco-friendly fleet, offers a 60-minute, fully narrated sightseeing tour for all ages that covers the city's marquee waterfront sights. A 90-minute sightseeing cruise is also on offer on one of the company's smaller ships and includes time passing the historic locks along the Charles River. If you're looking for the ultimate intimate Boston Harbor cruise, consider a private charter, which can run anywhere from two to eight hours. Be aware that in the event of inclement weather, cruises will be rescheduled but not refunded, per company policy. Past Boston Green Cruise participants have said the captain they sailed with was friendly and knowledgeable, providing a great history lesson on the harbor.

Massachusetts Bay Lines

Courtesy of Massachusetts Bay Lines

Massachusetts Bay Lines, referred to locally as Mass Bay Lines, offers sightseeing tours and private charters in Boston Harbor – but also floating concerts and DJ sets you can experience with up to 379 of your closest new friends. Beyond traditional sightseeing tours and music cruises, Mass Bay also hosts a handful of themed options. Once per month from May through October, you can take part in a two-hour Full Moon Cruise, which sets sail under the lunar light of a full moon and the city lights of Boston in the background. Passengers 21 and up may choose to celebrate New Year's Eve or Independence Day by cruising in the city known as the birthplace of the American Revolution: The adults-only sailings on Dec. 31, July 3 and July 4 mark the occasions with a cash bar, dancing and a prime place to watch the fireworks. Dog owners will be happy to know Mass Bay even welcomes one four-legged friend per each adult ticket on its Dog Days of Summer sailings – but you're not required to bring a pooch, so if you're simply a dog lover looking to see the sights, head down to Rowes Wharf.

Cycleboat Boston

Courtesy of Cycleboat Boston

If you've walked around Beantown but still want to get some steps in – even on the water – consider booking a sightseeing harbor cruise that you can pedal. Cycleboat Boston lets you ride on bike seats and cycle your way through Boston Harbor to help propel the boat, but it's not required if you'd rather relax in the lounge. Tours focused on U.S. history cover the Boston Tea Party Ships , Bunker Hill Monument and the Charlestown Navy Yard, among other local sites. Pedal along during the day, by night or at sunset; the morning cruises encourage mimosas, but you must provide valid ID and bring your own beverages (with coolers and ice provided). Recent reviews rave about the captain and first mate and say if you're not looking for much of a workout you can just sit back and have fun.

Liberty Fleet of Tall Ships

Courtesy of Liberty Fleet of Tall Ships

Board a schooner from the Liberty Fleet of Tall Ships and sail Boston's historic harbor in fitting style. Your two-hour tour begins by embarking the 125-foot Liberty Clipper at Long Wharf, or you can opt for a more intimate, 90-minute experience on the Liberty Star, which is less than half the size of the Liberty Clipper. Tickets and drink tickets can be purchased ahead online or during your cruise; otherwise, you can bring your own snacks and bag lunches.

The fleet sails Boston Harbor from June through September, offering sunset cruises, history sailings and evening cocktail cruises where the rum never stops flowing (with group discounts available for parties of four). Sailing enthusiasts may want to join the Sail Through Time Cruise, which documents the history of some of Boston's most famous sailing ships, as well as the people who lived and worked on them; you can enjoy this fact-filled day on the water with a docent from Boston by Foot as your guide and even help hoist the sails. Passengers appreciate the serenity of seeing the city from a new perspective.

Boston Electric Boats

@urbanophoto | Courtesy of Boston Electric Boats

India Wharf was one of the largest commercial wharves in the Port of Boston during the 19th century, and today the India Wharf Marina, just a short walk from the aquarium, hosts boats for rental or charter through Boston Electric Boats. Those seeking a self-guided Boston Harbor cruise will be pleased to take advantage of the Be Your Own Captain Rental, available for two hours at a time. No experience or boating license is necessary to pilot the boat – though the company will make sure you're comfortable before you set off – and up to 11 people can sail along with you.

If you'd rather leave the steering to someone else, a Captain Provided Charter accommodates up to six passengers, allowing you to take in the breeze and enjoy any refreshments you may have brought. The boat's canopy provides shade, while the open deck is perfect for basking in the sun; the enclosure windows can be opened or closed to adjust for the weather. These electric boats are more eco-friendly with no fuel odors and a quiet motor. Boaters have commented that preset GPS routes make piloting the boats much easier, and a top speed of 6 miles per hour keeps the ride safe and relaxing.

Boston Harbor Islands Ferry

Beginning in May, a ferry service provided by Boston Harbor City Cruises connects downtown Boston to the Boston Harbor Islands. This transport gives a unique chance to experience some of the wilder elements of Boston's seaways, with ferries that run to Spectacle Island, Georges Island and Thompson Island during the warmer months.

On Thompson Island, accessible only on weekends, you'll get a brief orientation to start your visit; on Saturdays, a National Park Service ranger hosts a guided walk to explore the island ecosystems, including salt marsh, beaches, meadows and forest. Spectacle Island is a 114-acre island perfect for a day of hiking and swimming, with an accessible lifeguarded beach and occasional weekend jazz concerts. Georges Island offers up the history, as it houses the Civil War-era Fort Warren; ranger-led tours are available.

Charles Riverboat Company

The Charles Riverboat Company was founded in 1990 and remains a family-run business whose five vessels now carry more than 50,000 passengers per year. The company believes that whether you're a visitor or a local, seeing the city from the water is a spectacular experience that all will enjoy. Guided historic sightseeing cruises feature Harvard University, modern skyscrapers like the Prudential Building and more. Learn about the architecture and building design of landmarks along the harbor and Charles River on the two-hour Architecture Cruise.

As you might expect, many of the Charles Riverboat offerings focus on its namesake river, which flows into Boston Harbor, whether you want to see fall foliage, hear haunted tales or simply enjoy a cocktail at sunset with live music on the Charles River. The company also has a booming charter business for graduations, engagements, retirements and other special celebrations, with recent customers citing extraordinary service from staff.

Boston Duck Tours

If you can't choose between tours on land and boat, you don't have to. It's nearly impossible to visit Boston and not run into one of its renowned duck tours. This type of amphibious automobile was originally created as a military vehicle under the code name "DUKW," and now these boat-bus hybrids can transport tourists in and out of the water. To cap off your city visit, venture slightly beyond Boston Harbor with this cruise along the Charles River.

The vehicles used today by Boston Duck Tours are uniquely designed to roll past city sights like Boston Common , the Old North Church and the Fanueil Hall Marketplace before or after launching into the Charles River for views of the Cambridge and Boston skylines. This Boston boat experience is unlike any other, led by beloved "conDUCKtor" guides: You might meet Duck Tracy, Florence Waters or Professor Quackenstein, who will regale you with their own take on Boston's top attractions. A lighthearted but thorough excursion through city history, Boston Duck Tours has won many accolades. Past customers remember these unique tours as one of the best parts of their visit – and as a special draw for kids, the tour guides may allow children to briefly steer the boat in the water for a particularly memorable experience.

You might also be interested in:

• The Best Boston Tours
• The Top Things to Do in Rhode Island
• The Top River Cruise Lines
• The Top Statue of Liberty Cruises
• The Top NYC Dinner Cruises

Tags: Travel , New England Vacations , US Vacations , Cruises

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Twenty One Pilots Tour 2024: Where to buy tickets to Boston shows

• Updated: Apr. 05, 2024, 1:01 p.m. |
• Published: Apr. 05, 2024, 1:00 p.m.
• Ariana Tourangeau | [email protected]

The Grammy Award-winning duo Twenty One Pilots have announced their massive global headlining tour , “The Clancy World Tour.”

The tour announcement comes just before the release of their highly anticipated forthcoming album, “Clancy,” which will be released on May 17. The tour will kick off on August 15 in Denver, CO and end on May 14, 2025 in London, making stops in California, Vegas, Texas, Boston and more.

• Related: Travis Kelce brings back Kelce Jam Music Festival: Where to buy tickets

Tickets went on sale Friday, April 5 at 10 a.m. EST but fans can shop for tickets on reliable third-party ticket vendors like StubHub and VividSeats .

• New customers who purchase tickets through VividSeats can get $20 off a $200+ ticket order by using the promo code MassLive20 at checkout.

Twenty One Pilots will be coming to the TD Garden in Boston, MA on Friday, September 20 and Saturday, September 21. As of Friday, April 5, the cheapest tickets to those shows are listed below:

• Friday, September 20 show in Boston, MA - The cheapest tickets are $75 on StubHub and $74 on VividSeats.
• Saturday, September 21 show in Boston, MA - The cheapest tickets are $77 on StubHub and $75 on VividSeats.

This is the duo’s biggest headline tour ever. Tyler Joseph and Josh Dun have amassed over 33 billion streams worldwide and over 3 million tickets sold across global headline tours.

• Related: James Taylor at Fenway: Where to buy tickets to his 2024 concerts in Boston

Here is a look at the full tour schedule with links to purchase tickets:

• August 15, 2024 - Denver, CO at Ball Arena - Shop for tickets using StubHub and VividSeats
• August 18, 2024 - Salt Lake City, UT at Delta Center - Shop for tickets using StubHub and VividSeats
• August 21, 2024 - Portland, OR at Moda Center - Shop for tickets using StubHub and VividSeats
• August 22, 2024 - Seattle, WA at Climate Pledge Arena - Shop for tickets using StubHub and VividSeats
• August 24, 2024 - Oakland, CA at Oakland Arena - Shop for tickets using StubHub and VividSeats
• August 25, 2024 - Sacramento, CA at Golden 1 Center - Shop for tickets using StubHub and VividSeats
• August 27, 2024 - Los Angeles, CA at Intuit Dome - Shop for tickets using StubHub and VividSeats
• August 28, 2024 - Los Angeles, CA at Intuit Dome - Shop for tickets using StubHub and VividSeats
• August 30, 2024 - Phoenix, AZ at Footprint Center - Shop for tickets using StubHub and VividSeats
• August 31, 2024 - Las Vegas, NV at MGM Grand Garden Arena - Shop for tickets using StubHub and VividSeats
• September 3, 2024 - Austin, TX at Moody Center - Shop for tickets using StubHub and VividSeats
• September 4, 2024 - Houston, TX at Toyota Center - Shop for tickets using StubHub and VividSeats
• September 6, 2024 - Dallas, TX at American Airlines Center - Shop for tickets using StubHub and VividSeats
• September 10, 2024 - Duluth, GA at Gas South Arena - Shop for tickets using StubHub and VividSeats
• September 11, 2024 - Orlando, FL at Kia Center - Shop for tickets using StubHub and VividSeats
• September 13, 2024 - Raleigh, NC at PNC Arena - Shop for tickets using StubHub and VividSeats
• September 14, 2024 - Philadelphia, PA at Wells Fargo Center - Shop for tickets using StubHub and VividSeats
• September 15, 2024 - Baltimore, MD at CFG Bank Arena - Shop for tickets using StubHub and VividSeats
• September 17, 2024 - Newark, NJ at Prudential Center - Shop for tickets using StubHub and VividSeats
• September 18, 2024 - Brooklyn, NY at Barclays Center - Shop for tickets using StubHub and VividSeats
• September 20, 2024 - Boston, MA at TD Garden - Shop for tickets using StubHub and VividSeats
• September 25, 2024 - Montreal, QC at Bell Centre - Shop for tickets using StubHub and VividSeats
• September 27, 2024 - Toronto, ON at Scotiabank Arena - Shop for tickets using StubHub and VividSeats
• September 28, 2024 - Cleveland, OH at Rocket Mortgage Fieldhouse - Shop for tickets using StubHub and VividSeats
• September 29, 2024 - Detroit, MI at Little Caesars Arena - Shop for tickets using StubHub and VividSeats
• October 1, 2024 - Chicago, IL at United Center - Shop for tickets using StubHub and VividSeats
• October 2, 2024 - Chicago, IL at United Center - Shop for tickets using StubHub and VividSeats
• October 4, 2024 - Columbus, OH at Nationwide Arena - Shop for tickets using StubHub and VividSeats
• October 5, 2024 - Columbus, OH at Nationwide Arena - Shop for tickets using StubHub and VividSeats
• October 8, 2024 - Indianapolis, IN at Gainbridge Fieldhouse - Shop for tickets using StubHub and VividSeats
• October 9, 2024 - Nashville, TN at Bridgestone Arena - Shop for tickets using StubHub and VividSeats
• October 10, 2024 - St. Louis, MO at Enterprise Center - Shop for tickets using StubHub and VividSeats
• October 12, 2024 - Minneapolis, MN at Target Center - Shop for tickets using StubHub and VividSeats
• November 17, 2024 - Auckland, NZ at Spark Arena - Shop for tickets using StubHub and VividSeats
• November 19, 2024 - Melbourne, AU at Rod Laver Arena - Shop for tickets using StubHub and VividSeats
• November 21, 2024 - Brisbane, AU at Brisbane Entertainment Centre - Shop for tickets using StubHub and VividSeats
• November 24, 2024 - Sydney, AU at Qudos Bank Arena - Shop for tickets using StubHub and VividSeats
• April 7, 2025 - Hamburg, DE at Barclays Arena - Shop for tickets using StubHub and VividSeats
• April 8, 2025 - Berlin, DE at Uber Arena - Shop for tickets using StubHub and VividSeats
• April 9, 2025 - Lodz, PL at Atlas Arena - Shop for tickets using StubHub and VividSeats
• April 12, 2025 - Prague, CZ at O2 Arena - Shop for tickets using StubHub and VividSeats
• April 13, 2025 - Vienna, AT at Wiener Stadthalle - Shop for tickets using StubHub and VividSeats
• April 16, 2025 - Zurich, CH at Hallenstadion - Shop for tickets using StubHub and VividSeats
• April 17, 2025 - Bologna, IT at Unipol Arena - Shop for tickets using StubHub and VividSeats
• April 21, 2025 - Madrid, ES at WiZink Center - Shop for tickets using StubHub and VividSeats
• April 22, 2025 - Barcelona, ES at Palau San Jordi - Shop for tickets using StubHub and VividSeats
• April 24, 2025 - Lyon, FR at LDLC Arena - Shop for tickets using StubHub and VividSeats
• April 27, 2025 - Munich, DE at Olympiahalle - Shop for tickets using StubHub and VividSeats
• April 28, 2025 - Milan, IT at Forum - Shop for tickets using StubHub and VividSeats
• April 30, 2025 - Amsterdam, NL at Ziggo Dome- Shop for tickets using StubHub and VividSeats
• May 1, 2025 - Cologne, DE at Lanxess Arena - Shop for tickets using StubHub and VividSeats
• May 2, 2025 - Paris, FR at Accor Arena - Shop for tickets using StubHub and VividSeats
• May 5, 2025 - Glasgow, UK at OVO Hydro Arena - Shop for tickets using StubHub and VividSeats
• May 6, 2025 - Birmingham, UK at Resorts World Arena - Shop for tickets using StubHub and VividSeats
• May 8, 2025 - Belfast, UK at SSE Arena Belfast - Shop for tickets using StubHub and VividSeats
• May 9, 2025 - Dublin, IE at 3Arena - Shop for tickets using StubHub and VividSeats
• May 11, 2025 - Manchester, UK at AO Arena - Shop for tickets using StubHub and VividSeats
• May 13, 2025 - London, UK at The O2 - Shop for tickets using StubHub and VividSeats
• May 14, 2025 - London, UK at The O2 - Shop for tickets using StubHub and VividSeats

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Olivia Rodrigo Gives Chappell Roan A Send-Off Kiss on Opener’s Final Guts Tour Stop

The "Casual" singer performed her final opening set on Tuesday night.

By Hannah Dailey

Hannah Dailey

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Olivia Rodrigo kissed Chappell Roan at their concert Tuesday night (April 2), giving the indie musician a proper sendoff following her final opening set on the Guts World Tour.

Chappell Roan Brings Her ‘Pink Pony Club’ to NPR’s ‘Tiny Desk’: Watch…

Toward the end of Rodrigo’s second performance at Boston’s TD Garden, the 21-year-old pop star greeted fans gathered at the barricade near the stage — something that’s become a tradition at her Guts shows. This time, though, the “Casual” singer was there waiting.

Trending on Billboard

The pair waved goodbye into the camera before making their way into the wings, signifying the end of Roan’s time on the Guts Tour.

The “Red Wine Supernova” artist has been with the trek since it kicked off in February in Palm Springs, Calif., warming up audiences across the U.S. and Canada with performances of songs from her 2023 album The Rise and Fall of a Midwest Princess . Roan will now pass the baton to The Breeders, who will alternate with Remi Wolf and Pinkpantheress as the next tour openers.

Following her shows in Boston, Rodrigo is now headed to New York City for a four-night stint at Madison Square Garden starting Friday (April 5). On her first-ever arena tour, the former High School Musical: The Musical: The Series star has been performing tracks from her debut and sophomore albums, 2021’s Sour and 2023’s Guts , both of which topped the Billboard 200 .

Watch Rodrigo kiss Roan at their Boston concert below.

An earlier version of this story mistakenly said Rodrigo and Roan shared a kiss “on the mouth,” which has since been   changed to reflect that Rodrigo kissed Roan on the cheek.

LIV AND CHAPPELL HUG !!! pic.twitter.com/K2wniCP1IK — lily🦎 OLDER (@AESTRONOMIES) April 3, 2024

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