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The Massholes Comedy Trolley Tour
4.8
52 Ratings
Boston
Join the Massholes Comedy Trolley Tour for laughs, free beer, pizza, and Boston’s best sights with hilarious local guides.
Duration:
2 hours
Cancellation:
1 day
learn more
Highlights
- Old State House - The site of the Boston Massacre!
- Granary Burying Ground - The final resting place for patriots like Paul Revere, Sam Adams, John Hancock, and many more!
- Back Bay - Boston’s swankiest address, since the 1880’s!
- Theater District - Boston’s home for world-class entertainment, from standup to Broadway!
- Chinatown - Boston’s most vibrant neighborhood, and the largest Chinatown in New England!
- Waterfront - The Big Dig has come and gone, and Boston’s Waterfront looks better than ever! Stroll along the 1.5 acre Rose Kennedy Greenway!
- North End - Old World charm and the best food in the city, all within a third of a square mile!
- Charlestown Navy Yard - One of Boston’s oldest neighborhoods, Charlestown is steeped in history. It’s the home of the oldest warship on earth - the USS Consitution - and the site of the Battle of Bunker Hill!
What's Included
- Snacks
- Complimentary adult beverage for each guest
- Guests can bring their own beverages
Additional Information
Free beer! Free pizza! A complimentary ticket to Boston’s top comedy club! And Boston’s most hilarious tour guides! The Massholes offer the best tour in the world’s greatest city! Have we traveled anywhere else? No. Do we have what they call “book learning?” Um, no. How can we so confidently make that claim? Well, you’re vacationing here, right? See? We’re both wicked smart. We’ll take you through all the best parts of this nearly 400-year-old city! We’ll stop halfway through for a break at one of the best comedy clubs in the country (with complimentary pizza!) You’ll hear about the Puritans, Tom Brady, the Molasses Flood, all the best stories told by the only authentic, original, legit Bostonian tour guides in this city, the Massholes!
Location
1643 John F Fitzgerald Surface Rd
John F Fitzgerald Surface Road
The Masshole Info Booth is nestled within Boston’s historic Faneuil Hall Marketplace. Steps from the Rose Kennedy Greenway, the info is directly across from Clarks Shoes, around the corner from the Crocs Store and Ned Devine’s.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.8
(52 Ratings)
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Eileen_w
Sep 27, 2024
We're all Massholes now - Everyone should take this tour at the beginning of their trip. It helps you to get the lay of the land and the tour guides are informative while being entertaining. We got to see where we wanted to concentrate the rest of our trip, had a lot of laughs and get some great recommendations.
Review provided by Viator
Kristen_c
Sep 26, 2024
Excellent - The guides Sammy and Jimmy were THE BEST!!!! Very entertaining, made the sites passed by funny and historical
Review provided by Viator
Terry_w
Sep 21, 2024
Fun and educational experience - The knowledge they had about the history here. And the great way of communicating it in a very funny way.
Review provided by Viator
Nancy_a
Sep 17, 2024
Definitely worth it! - Hearing the proper definition of what Massholes really means explained a lot. LOL - the guys were funny and informative. We all had great time and shared a lot of laughs. I've already recommended it to several people. It's a must during a visit to Boston. I would definitely go again and be on time. 😉
Review provided by Viator
Jon_e
Sep 16, 2024
A really fun time - We had a great time on this tour. The guides kept us laughing the whole time while even providing some factual-ish information. 😂
Review provided by Viator
Kim_c
Sep 15, 2024
Great all around!! - Awesome experience!!
Can’t say enough about the fun, personal attention, drink, pizza and free tix to a show! Well worth the money! Wowed me.
Review provided by Viator
R5353pibethk
Sep 14, 2024
Wicked Good Time - Mickey and Donny were great. They were funny and engaging. I even learned some new things. I highly recommend. Great story tellers!
Review provided by Tripadvisor
Lisa_p
Sep 12, 2024
This tour was great, educational and most of all funny!!!! - We wanted to do something different than the usual boing sightseeing tour when we stopped in Boston on a cruise. They didn't disappoint. I would totally recommend this to anyone who likes to laugh.
Review provided by Viator
Lyndi_w
Sep 10, 2024
A TON of FUN! - TONS OF FUN!!! Jimmy and Dani led us on a hilarious informative tour of Boston! We laughed from start to finish!!! DO THIS TOUR!!! You won't regret! 🍕🍺🤣⭐⭐⭐⭐⭐
Review provided by Viator
Charitm
Sep 10, 2024
Hilariously engaging tour guides and free pizza! - Donny and Dani were great and kept us laughing throughout the tip. Would 100% recommend this version of seeing Boston over any other guided tour.
Review provided by Tripadvisor
