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

(5,847)

from $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

4.4

(2,952)

from $48

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

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.

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

1 hour 20 minutesFree Cancellation

4.3

(376)

from $38

Boston Ghosts and Gravestones Trolley Tour

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

4.4

(2,575)

from $46

Lexington, Massachusetts - Liberty Ride Trolley Tour

4.0

(203)

from $51

1 hour 30 minutes

4.6

(399)

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

Boston: Freedom Trail History Small Group Walking Tour

4.5

(170)

from $49

2 hours 30 minutesFree Cancellation

4.9

(7,525)

from $39

Likely to Sell Out

City Cruises Boston Whale Watching Cruise by High-Speed Boat

Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed boat in Boston that gets to and from the whales in the least amount of time possible. Look out for humpback and fin whales, plus Atlantic white-sided dolphins, with the help of a naturalist guide. The on-board galley offers food and beverages for purchase during the trip.

City Cruises Boston Whale Watching Cruise by High-Speed Boat

3 hours 30 minutesFree Cancellation

4.5

(3,300)

from $86

Boston's 250th Freedom Trail Tour

1 hour 45 minutesFree 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.

(1,207)

from $26

Likely to Sell Out

Boston Tea Party Ships and Museum Admission

Boston Tea Party Ships and Museum Admission

1 hourFree Cancellation

The Full Revolutionary Story Epic Small-Group Boston Walking Tour

(2,818)

from $36

Likely to Sell Out

3 hoursFree Cancellation

5.0

(2,720)

from $59

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

4.5

(3,250)

from $129

Walk the Historic Freedom Trail with Costumed Guide

1 hour 30 minutesFree Cancellation

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.

(354)

from $30

Harvard University Campus Guided Walking Tour

1 hour 10 minutesFree Cancellation

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.

(3,827)

from $23

Boston North End Food Tour with Authentic Local Flavors & Dishes

Boston North End Food Tour with Authentic Local Flavors & Dishes

2 to 3 hoursFree Cancellation

4.8

(1,558)

from $86

Price varies by group size

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

(2,722)

from $26

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

2 to 3 hoursFree Cancellation

4.4

(277)

from $8

Top Attractions in Boston

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Attractions

What are people saying about Boston

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

Shena_J, Aug 2026

Fantastic Day Trip from Boston

Johnny Boston is hilarious and gives clear, concise instructions. He loves presidential trivia. He is a great driver. Tom is also excellent; a true local who knows everything about the island. Super impressed with this day trip! Great for passenger princesses.

City Cruises Boston Whale Watching Cruise by High-Speed Boat

Dibbendu_G, Jul 2026

Lifetime experience with whales

Amazing experience. We have been able to see 4 species of whales including dolphins. Most of sporting are quite close and for sufficient times to get a good photo or video. The commentary of the viewings along with multiple other information are helpful, The cruise is also quite good with confortable seatings, supply of drinks and food and lots of places to comfortably view

Boston Freedom Trail Walking Tour with Costumed Guide

JamieA_B, Jul 2026

Costumed guide who made Boston’s history into an entertaining story

We had Ben as a guide. He made the tour interesting, entertaining and comical. My husband and I attended with 2 adult children (ages 18 and 20) who wanted nothing to do with a history lesson, but Ben made telling the history of Boston into more of a story telling session. He kept the group engaged and entertained. I highly recommend this type of tour if you want to learn the history with more enthusiasm and energy rather than just a statement of facts.

Boston Tea Party Ships and Museum Admission

Karly_M, Jul 2026

Would recommend!!

Very engaging and informative! Not a sleepy museum by any means. Straight to the point. Even encouraged us to go visit Concord, MA to see where the shot heard around the world took place directly after. Would recommend to anyone visiting Boston and who loves and appreciates history!

The Full Revolutionary Story Epic Small-Group Boston Walking Tour

Melissa_P, Jul 2026

Definitely worth it!

This is truly what they advertise! It is not your typical tourist attraction where you hear the same tidbits of information over and over. Our guide, Tom, was extremely knowledgeable and entertaining. He was able to answer all of our questions, and help us to truly imagine what it was like in the time period of our country’s beginnings. My daughter isn’t really a history buff, and she became engaged in the story as well! We learned more than a few new things! Three hours flew by, and it was not an overly strenuous trip. (Make sure you wear comfortable shoes 🙂) DEFINITELY worth it! Thank you, Tom!

Harvard University Campus Guided Walking Tour

MaryLynn_G, Jul 2026

Engaging, Informative, and So Much Fun!

We had an amazing time touring Harvard College! Our guide was engaging and full of fascinating stories and insider tidbits that really brought the campus to life. The tour was well-paced and informative, and we loved exploring such a beautiful and historic campus. Highly recommend!

Boston Ghosts and Gravestones Trolley Tour

Stephanie_K, Jul 2026

Great experience!

Last night, my nephew and I did the 7 pm tour with Brian. My nephew is autistic and often can’t emote. When we were done with the tour, I said to him, “that was fun.” He said, no that was awesome; it was my favorite thing of the weekend. He recited facts, anecdotes and even Brian’s jokes. This tour was absolutely amazing.

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

Barbara_C, Jul 2026

Personalized and Convenient

The flexibility of this self-guided walking tour was really helpful when we tackled the Freedom Trail on the one vacation day it rained ALL DAY. When we got miserably wet, it was great to be able to pause the tour and step into an indoor venue to dry off a bit. It was also nice to be able to "skim visit" sites which did not hold much interest for us. The ease of hearing the well-informed narration through our ear buds was so much better than trying to position in a tour group in a place where the tour guide would be understood.

Boston Summer Nights Trolley Tour plus River Cruise

Donald_T, Jul 2026

Very enjoyable land and Charles River Cruise

Very enjoyable land and Charles River Cruise. Hambone was our land tour guide and he did a very entertaining job with some music and dad jokes mixed in. The bartender tour guide on the river cruise also did a very good job while juggling making drinks, cashering and educating us about what we were seeing. Very enjoyable.

Lexington, Massachusetts - Liberty Ride Trolley Tour

Daryl_E, Jun 2026

It was very well...

It was very well organised, the staff were extremely friendly and the tour guide was very informative. I highly recommend anyone who wishes to learn about the Revolutionary War that created the USA to check it out. Lexington is a beutiful picture perfect town and I was made very welcome. Top marks 10/10

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.