Top Boston Trolley Tours

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

4.3

(5,620)

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.

from $52

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

4.3

(251)

1 hour 20 minutesFree Cancellation

from $38

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

(2,858)

1 hour 20 minutesFree Cancellation

from $48

4.0

(198)

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

from $52

Boston Ghosts and Gravestones Trolley Tour

(2,459)

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.

from $49

Boston Summer Nights Trolley Tour plus River Cruise

(145)

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.

from $51

Boston North End Food Tour with Authentic Local Flavors & Dishes

4.8

(1,446)

2 to 3 hoursFree Cancellation

from $75

Price varies by group size

Hear the legendary true stories of Revolutionary Bostonians like Paul Revere, Midnight Rider at the Old North Church (1723)

4.9

(6,694)

Boston: Freedom Trail History Small Group Walking Tour

2 hours 30 minutesFree Cancellation

from $39

4.6

(358)

Revolutionary Narrated Trolley Tour of Lexington and Concord

1 hour 30 minutes

from $40

Special Offer

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

(3,163)

12 hoursFree Cancellation

from

$116

$129

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

4.9

(1,366)

Price varies by group size

from $70

Combine two attractions Boston has to offer—delicious food and rich history—on this walking tour that starts in the popular North End and continues along the Freedom Trail. Taste fresh bread, pizza, and a classic Italian deli sandwich at local stops in this historic Italian neighborhood. Then, walk the Freedom Trail to learn about the American Revolution, all while enjoying scenic views of Boston Harbor and the Rose Kennedy Greenway. Explore the charming architecture of Beacon Hill and experience the city's blend of old and new.

Boston's Food & History: North End, Freedom Trail, Beacon Hill

4.9

(1,790)

5 hoursFree Cancellation

from $91

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

4.7

(3,681)

1 hour 10 minutesFree Cancellation

from $23

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

4.7

(2,578)

1 hourFree Cancellation

from $36

5.0

(2,433)

The Full Revolutionary Story Epic Small Group Boston Walking Tour

3 hoursFree Cancellation

from $59

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

4.6

(2,563)

1 hour 45 minutesFree Cancellation

from $26

4.7

(338)

Walk the Historic Freedom Trail with Costumed Guide

1 hour 30 minutesFree Cancellation

from $30

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

(259)

2 to 3 hoursFree Cancellation

from $8

4.6

(1,122)

Freedom Trail Walking Tour 250

1 hour 45 minutesFree Cancellation

from $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

Ralph_W, Apr 2026

This was a fantastic...

This was a fantastic tour. The guide was a Doctor of history and taught us about the history of Boston. He was very engaging and made the tour interactive and fun. The tour was much more than a normal Freedom trial tour - it was an adventure We all loved it.

Boston North End Food Tour with Authentic Local Flavors & Dishes

Glen_G, Apr 2026

Exceptional North End Tour

This was our first visit to Boston. We love good food and to hear the history of where we are visiting! This tour delivered both and our guide Elizabeth felt more like an old friend. She was knowledgeable and very friendly. She is highly recommended as is this tour!

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

Harvard University Campus Guided Walking Tour

Carol_G, Mar 2026

Great tour

Such a delightful tour of Harvard! This tour was a perfect way to see Harvard in just over an hour. Our tour guide, Reed, was fabulous! He was personable, knowledgeable and kept us entertained with bits of Harvard trivia along the way. I would highly recommend taking this tour!

Boston Freedom Trail Walking Tour with Costumed Guide

Allison_S, Nov 2025

This was our first time...

This was our first time in Boston, and we were looking for a great way to absorb and explore all the history it has to offer. Despite windy conditions, and colder temps, our tour guide, Katherine, was amazing and tied history, with some comedy, throughout our entire experience. It was great! Would recommend to anyone interested in learning more about Boston’s history, while exploring the freedom trail.

Freedom Trail Walking Tour 250

Adam_C, Nov 2025

Great way to introduce the city to you

The guide we had, Elizabeth, was so welcoming and informative. Great job of making the stories flow and tie into each other. It’s pretty crowded by other groups at every stop but she was easy to hear and understand the entire time. Great way to get a good introduction to the history and city streets.

Walk the Historic Freedom Trail with Costumed Guide

Tami_M, Nov 2025

Thomas: The Ultimate Freedom Trail Guide - Witty, Wise, and Unforgettable!

Oh. My. Gosh!!! 🤩 Our guide, Thomas, was ABSOLUTE FIRE 🔥 on the Freedom Trail! We LOVED him! He's a history buff with a hilarious sense of humor & the perfect amount of sass 😂 He knew EVERYTHING about Boston's history & shared some super fun tidbits that had us all mesmerized 😍 We hit all the major spots, and he even gave us insider tips on the best lobster rolls (Legal Sea Foods, duh! 🦐) and hidden gems to check out in the North End 🍝👌 Highly recommend Thomas if you're visiting Boston!

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

BRETT_M, Nov 2025

Soooooo worth it!!

Hugo was AMAZING!! His knowledge of Boston history and the various neighborhoods really added to our overall Boston experience. I loved his personal anecdotes. This was a great way to get an overview of Boston history, allowed to see the places that were of particular interest in an unrushed manner, and take a mental note of other sights we wanted to go back to. I would highly recommend this tour, especially if your time is limited in Boston, or if it is near the start of your Boston adventure. Taking the tour with Hugo will really make the tour extra informative and entertaining.

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

Beth_G, Oct 2025

Seas the Day MV 3 hour bus tour

Bus ride gets you all around the island with time to shop. Very informative and fun. Better after the summer rush we got to see the fall colors less crowded and shops were at 50% off in most areas. Half the shops were closed for the season. But the open mix was fine.

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.