Top Boston Trolley Tours

Boston Hop-On Hop-Off Trolley Tour with 13 Stops

Explore the best of Boston on this hop-on hop-off trolley tour. Board at one of the stops, then hop off wherever you like, explore independently, and get back onto the trolley when you’re ready. Alternatively, ride the 2-hour loop in one go, listening to the informative commentary. Tickets are valid for one or two days, and while admission tickets aren’t included, enjoy discounts to some top Boston attractions.

4.3

(5,709)

from USD 51

1 or 2 Day HOP-ON & HOP-OFF Narrated Trolley Tour of Boston

1 or 2 Day HOP-ON & HOP-OFF Narrated Trolley Tour of Boston

1 hour 20 minutesFree Cancellation

Experience Boston’s history on a non-stop trolley tour that traces the city’s role in the American Revolution and early United States history. This guided overview provides context on key events, ideas, and figures that shaped the nation, while helping you understand how Boston’s neighborhoods and landmarks fit together. The format offers a time-efficient city introduction without the physical demands of a long walking tour.

(2,891)

from USD 48

80-Minutes NON-STOP Trolley of Historic Boston and Freedom Trail

80-Minutes NON-STOP Trolley of Historic Boston and Freedom Trail

1 hour 20 minutesFree Cancellation

4.3

(285)

from USD 38

Boston: Freedom Trail History Small Group Walking Tour

2 hours 30 minutesFree Cancellation

4.9

(6,912)

from USD 39

Boston Summer Nights Trolley Tour plus River Cruise

Explore Boston on a trolley tour that’s timed to catch sunset over the Charles River. Many Boston sites are illuminated—and uncrowded—at night, making this an ideal time to explore Boston Harbor, Cambridge, the Public Garden, and more. Live narration from an experienced guide showcases the stories and culture behind each place you visit, from stylish seaside neighborhoods to revolutionary war–era landmarks.

Boston Summer Nights Trolley Tour plus River Cruise

Revolutionary Narrated Trolley Tour of Lexington and Concord

4.5

(147)

from USD 53

1 hour 30 minutes

4.6

(367)

from USD 40

Boston Ghosts and Gravestones Trolley Tour

Boston Shore Excursion: Boston Hop-On Hop-Off Trolley Tour

(2,487)

from USD 47

Enjoy one of the simplest ways to discover Martha's Vineyard, and leave all the planning and logistics to someone else, on this hassle-free day trip from Boston. Following pickup directly from your centrally located hotel, take a short ferry ride to Martha's Vineyard. Upon arrival, enjoy free time to explore—or upgrade to add on an island tour that visits its highlights. Complimentary snacks, bottled water, and guidebooks are provided during the drive.

4.0

(199)

from USD 51

Boston to Martha's Vineyard Day Trip with Optional Island Tour

12 hoursFree Cancellation

Relive one of the most important events leading up to the American Revolution and learn about a side of the story most tourists miss on this guided tour of the Boston Tea Party Ships and Museum. Explore authentically restored tea ships with the help of a guide as you get their insights into this pivotal event, and throw some of your own tea into Boston Harbor. It's an ideal experience for American history buffs, tourists, and locals alike.

(3,187)

from USD 129

Boston Tea Party Ships and Museum Admission

Boston Tea Party Ships and Museum Admission

1 hourFree Cancellation

4.7

(2,625)

from USD 36

The Full Revolutionary Story Epic Small-Group Boston Walking Tour

3 hoursFree Cancellation

5.0

(2,526)

from USD 59

For anyone thinking of attending Harvard, or for those who simply want a glimpse of college life at the famous university, this tour is a must. Get an exclusive account from current Harvard students, who provide key insights into the life and times at Cambridge with a theatrical, humorous flair. Check out the old buildings at Harvard Yard and Harvard Square and learn about the school’s storied past. Illustrated map of Harvard Square included. Choose from several departure times throughout the day.

Harvard University Campus Guided Walking Tour

1 hour 10 minutesFree Cancellation

4.7

(3,713)

from USD 23

Boston Freedom Trail Walking Tour with Costumed Guide

Walk the Freedom Trail with a guide in historic costume on a tour from Boston Common to Faneuil Hall, a 1.2-mile route that covers important sites in the heart of Boston. This tour's shorter distance lets you follow in the footsteps of the founding fathers and American revolutionaries without making the more strenuous trek all the way across the Charles River, finishing in a spot that’s convenient to top Boston attractions.

Boston Freedom Trail Walking Tour with Costumed Guide

1 hour 45 minutesFree Cancellation

4.6

(2,605)

from USD 26

Boston North End Food Tour with Authentic Local Flavors & Dishes

Sample some of the tastiest bites that Boston’s North End has to offer—and enjoy a first-hand introduction to the area’s Italian heritage. Choose between our 3-hour or dynamic 2-hour express tour, and bring your appetite: Follow your guide to top-rated local businesses, and try everything from clam chowder and lobster rolls to cannoli. At the end, enjoy a secret dish revealed only on the day of the tour.

Boston North End Food Tour with Authentic Local Flavors & Dishes

2 to 3 hoursFree Cancellation

4.8

(1,483)

from USD 75

Price varies by group size

Don’t waste time looking for the ideal place to eat as you walk the cobblestone streets of Boston’s North End. Join other passionate foodies to snack your way through the neighborhood’s hidden gems. Your guide directs you to a hidden Italian bakery, an authentic Italian salumeria, and a family-run pastry shop. Visit the Old North Church (or equivalent alternative) and enjoy a rich cappuccino or bold espresso with a pastry.

Boston’s North End Food Tour: Italian Flavors & Heritage Walk

Price varies by group size

4.9

(1,434)

from USD 70

Walk the Historic Freedom Trail with Costumed Guide

1 hour 30 minutesFree Cancellation

4.7

(343)

from USD 30

Discover Boston’s rich past and vibrant present on this small-group (or private) walking tour—a relaxed and informative way to get your bearings if visiting the city for the first time. Gain valuable insight from local guide as you explore spots such as Boston Harbor, Faneuil Hall, Beacon Hill, and the Public Garden. As you wander, learn about the city’s Revolutionary roots, architectural gems, and cultural evolution—and get an understanding of what life is like for modern-day residents.

Boston's Freedom Trail and Charming Beacon Hill Tour

Price varies by group size

4.9

(637)

from USD 30

Self Guided Classic Freedom Trail Location Aware (GPS) Walking Audio Tour

2 to 3 hoursFree Cancellation

Freedom Trail Walking Tour 250

(264)

from USD 8

1 hour 45 minutesFree Cancellation

4.6

(1,133)

from USD 26

Top Attractions in Boston

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Attractions

What are people saying about Boston

The Full Revolutionary Story Epic Small-Group Boston Walking Tour

Allie_C, May 2026

Great walking tour!

Great tour if you’re wanting a historical walk about. Covers a lot of ground so be prepared for that. Our guide Mike was very knowledgeable and personable. Not one of the gimmicky tours which we enjoyed, saw a lot of “theatrical” ones around that would be better suited for kids. Just my husband and I, would definitely not recommend for small children.

City Cruises Boston Whale Watching Cruise by High-Speed Boat

Beth_J, May 2026

Incredible Whale Watching Tour

Wow is the word for this tour. The boat ride was 60 minutes going out to see the whales. We saw 5 whales for about an hour. They were showing us all their tricks. We got a ton of videos. There were snacks and drinks on the boat. I highly recommend this tour. The speaker giving us the whale details was fantastic.

Freedom Trail Walking Tour 250

Rex_M, May 2026

Wonderful tour to explore the highlights of the freedom trail

Perfect tour to get the important highlights of the freedom trail. Catherine our guide was excellent! She was very friendly and spoke loudly using a mic so that you could hear everything. She had great stories and funny interesting anecdotes to share. Would highly recommend this tour and Catherine is wonderful.

1 or 2 Day HOP-ON & HOP-OFF Narrated Trolley Tour of Boston

Johanna_W, May 2026

A History Lesson on a Trolley

A pleasant trolley ride through the streets of Boston. Our driver was a very knowledgeable Guide, as well. As we passed important sites and buildings/churches, he gave detailed information about early Boston and its role in the American Revolution. He also, gave us recent History regarding the city. One could get off the Trolley and explore a site such as the ship, Old Ironsides., and then pick up a new trolley 20 minutes later and continue through the city.

Boston Ghosts and Gravestones Trolley Tour

William_W, May 2026

A Hauntingly Good Evening

My wife and I have gone on a number of ghost tours in cities across the United States, and this was one of our favorites — and I just because we were riding in a themed trolley! Each one of the guides was fully in character throughout and provided a ton of interesting facts about the city, its hauntings, and some of its most famous former residents. In addition to hearing scary tales, we appreciate learning things we had never considered before. This tour did exactly that — while balancing some light humor throughout. If you have a few hours to spend in Boston, this is totally worth the time

Harvard University Campus Guided Walking Tour

Ava_D, May 2026

It’s a comprehensive tour...

It’s a comprehensive tour around the campus and he’s very good about what he’s doing He gave us a tour of the buildings in the campus an d also the history of who went to Harvard University and impressed how the very successful students became the presidents of the United States. It’s an amazing thing to know .

Boston Freedom Trail Walking Tour with Costumed Guide

Mary_K, May 2026

Informative, engaging, and fun!

Very fun and informative! Our tour guide, John Hancock, had lots of interesting and detailed stories about his history and the founding of the country. He played the character very well and made the history engaging and fun. We learned a lot and had lots of laughs along the way. Thanks for the great time!!

Boston to Martha's Vineyard Day Trip with Optional Island Tour

Suzi_P, May 2026

Wonderful MV tour

Really great experience from start to finish. Our tour guide and driver to the port, Bart, was friendly, kind, funny, and informative. The tour on MV with Anthony was also great. I originally book with no tour but changed my mind and am glad I did! This was I got to see and learn about all parts of the island. Would recommend!

Boston North End Food Tour with Authentic Local Flavors & Dishes

Joan_L, Apr 2026

Fun wander in Boston with Sean D

We had a great day with Sean Delaney. He kept a good pace and energy level and connected with each tour participant. The bites were tasty, mixed with loads of local history and storytelling. We got lots of ideas and suggestions for the rest of our trip. I would highly recommend this tour and Sean for your visit to Boston.

Boston Tea Party Ships and Museum Admission

Paul_A, Apr 2026

Great experience. Begin...

Great experience. Begin tour by being immersed in the town meeting with actors to prepare for the spulling of the tea. Then taken to the ship to re enact the event. Kids love tossing the boxes into the bay. Then end in the museum where you learn more abt the history of this historical event. Overall very nice experience

Walk the Historic Freedom Trail with Costumed Guide

Janine_B, Oct 2025

Great Tour!

I had some time before my flight and booked this tour for the morning. Despite some light drizzle I loved seeing the city and walking the freedom trail. History was indeed brought to life and I learned so much on this great tour. The tour guide was AMAZING and helpful as well. A must do in Boston.

Self Guided Classic Freedom Trail Location Aware (GPS) Walking Audio Tour

Jeffrey_C, Oct 2025

Highly recommend!

Loved it. Pacing was great and appreciated different narrators to change it up. Level of detail was informative without being overwhelming. Could pause at any time we wanted more detail. Stopped at Boston Massacre square to enjoy a beer flight at Sam Adams brewery. Nice walk on a beautiful day. Highlight was hearing the Old North Church Bells ring on the hour.