Top Boston Trolley Tours

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

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.

4.3

(5,691)

from $52

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

(278)

from $38

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

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.

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

1 hour 20 minutesFree Cancellation

Boston Ghosts and Gravestones Trolley Tour

(2,888)

from $48

Boston: Freedom Trail History Small Group Walking Tour

(2,482)

from $47

2 hours 30 minutesFree Cancellation

4.9

(6,860)

from $39

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

Revolutionary Narrated Trolley Tour of Lexington and Concord

4.0

(198)

from $52

Likely to Sell Out

1 hour 30 minutes

4.6

(365)

from $40

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

The Full Revolutionary Story Epic Small-Group Boston Walking Tour

(145)

from $53

3 hoursFree Cancellation

5.0

(2,501)

from $76

Boston Tea Party Ships and Museum Admission

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.

Boston Tea Party Ships and Museum Admission

1 hourFree Cancellation

4.7

(2,620)

from $36

City Cruises Boston Codzilla High-Speed Thrill Boat Ride

45 minutesFree Cancellation

4.2

(424)

from $56

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

(2,594)

from $26

Walk the Historic Freedom Trail with Costumed Guide

1 hour 30 minutesFree Cancellation

4.7

(342)

from $30

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

(1,477)

from $75

Price varies by group size

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

(3,708)

from $23

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.

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

12 hoursFree Cancellation

Freedom Trail Walking Tour 250

(3,186)

from $129

1 hour 45 minutesFree Cancellation

4.6

(1,132)

from $26

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

2 to 3 hoursFree Cancellation

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.

(263)

from $8

Boston's Freedom Trail and Charming Beacon Hill Tour

Price varies by group size

4.9

(637)

from $30

Top Attractions in Boston

1 / 2

Attractions

What are people saying about Boston

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.

The Full Revolutionary Story Epic Small-Group Boston Walking Tour

Kay_D, May 2026

Best Tour Ever

Best tour ever. It was the full story of the American Revolution in Boston in chronological order while visiting sites on the Freedom Trail. Rob was humorous, insightful, and most importantly told the story in such a way that both a history buff and a history novice could understand. I would give this ten stars if I could. It was well worth the time and money.

City Cruises Boston Whale Watching Cruise by High-Speed Boat

Jacque_L, May 2026

Guides were knowledgeable. Skyline was worth it!

We really enjoyed this cruise. It was easy to find where we were supposed to be. We knew what to expect and dressed warm for our excursion as it was cold and windy out in the water. The MA skyline was breath taking. We did get lucky and see one humpback whale and followed it for awhile. It wasn’t exactly the excursion I expected but pretty neat none the less.

Boston Ghosts and Gravestones Trolley Tour

Kelley_C, May 2026

Great tour

Ghosts and Graveyard Tour We had a great time! Ronnie was a great story teller and made it fun along the way. He really got into his character and tried to draw us all into his back story. I would recommend this tour to anyone that wants to hear the tales and see a few cemeteries.

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.

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

Deborah_B, Apr 2026

Exceptional drivers/guides, very informative at stop 1

I used the City Trolley for two days, The driver I had on my second day I think his name was Ervin was friendly, knowledgeable and informative. He was helpful as well to Spanish speaking riders Loved meeting Willy by the stop 1 area, so very friendly and great recommendations for lunch

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

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

Bryon_M, Oct 2025

Must do if you only have one day! A lot of "stuff" for the money.

It turned out you could jump on and off with this trolley. We were able to hit a few stops. Drivers were very informative. I really like the information and history. If we had more time we would have stopped at each stop and made a day out of it. Driver recommended a great pier side restaurant, The Boston Sail Loft. Awesome chowder and fish and chips! Use the app to track the next trolley so you don't miss anything or waste time waiting in the the trolley. There is bar code at all stops to add the app. Very helpful for timing.

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.