Boston

15 Best Boston Hop-On Hop-Off Trolley Tours

Trolley loops are the lazy way to see Boston, and I mean that as a compliment; here are the ones worth riding. A full circuit takes about two hours if you never hop off, with stops at Fenway, the North End, and the waterfront. Tickets cover the whole day.

1.Boston Hop-On Hop-Off Trolley Tour With 14 Stops

Discover the best of Boston with our Hop-On Hop-Off Trolley Tour! Explore 14 iconic stops, from Fenway Park to the Freedom Trail. Don't miss out, book now!

“The Hop On Hop Off experience is great. You get to see a lot of the city. Our tour guides were very informative.”

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2.1 or 2 Day Hop-On Hop-Off Trolley Tour With Harbor Cruise Option

Explore the best of the city with a 1 or 2-day hop-on hop-off trolley tour. Don't miss the chance to add a harbor cruise for an unforgettable experience!

“This is a fantastic fun and informative tour . We had two fantastic bus drivers Hugh (#113) who was informative and hilarious and Viola(#118) who kept narrating the city non-stop with great stories. The wait at stops is no more than 15 minutes and the…”

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5.Boston: Hop-On, Hop-Off Trolley Ticket

Trek through Boston's historic streets on a Hop-On, Hop-Off Trolley Ticket, uncovering tales of the city's past and present - are you ready for the adventure?

★ 4.2

“On website place the pick up positions, we looked for 1/2 hour looking for pick up. Our tour guide/ bus driver from Long Island NY was great.”

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6.Liberty Ride Trolley Tour

Discover Boston's revolutionary past on the Liberty Ride Trolley Tour, a captivating 90-minute journey guided by a knowledgeable historian in period costume, offering an unforgettable experience.

★ 4.5

“Totally worth it! So much Revolutionary War information and walking on the grounds was quite emotional.”

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7.80-Min Narrated Trolley Tour of Historic Boston & Freedom Trail

Take an 80-minute journey through Boston's revolutionary past on this narrated trolley tour, uncovering the city's iconic landmarks and significant sites along the Freedom Trail. But there's more to explore.

“This was totally informational and Hugo made it very entertaining! He had great jokes and was very funny!”

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10.Boston to Coastal Maine & Kennebunkport Guided Daytrip With Trolley Tour

Embark on an unforgettable journey from Boston to Coastal Maine & Kennebunkport. Explore hidden gems and soak in the charm of this picturesque region. Book now!

★ 4.5

“I am so glad that I booked this tour. Our guide/driver Lucia was knowledgeable and funny, making the journey up north fun and entertaining. Our stops along the way to Kennebunkport were just gorgeous, especially Marginal Way. I’d do this trip again in a heartbeat.…”

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13.Boston: Holiday Sights and Festive Nights Trolley Tour

Kicked into the festive spirit, this enchanting trolley tour takes visitors on a captivating journey through Boston's holiday landscape, offering a glimpse into the city's enchanting traditions.

★ 3.9

“Tour Guide was full of energy and lively. Really enjoy this tour. Weather was cold but hey it was Christmas time. Learned some amazing history as well.”

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14.The Massholes Comedy Trolley Tour of Boston

Keeping visitors entertained with a unique blend of humor and history, the Massholes Comedy Trolley Tour of Boston offers an unforgettable way to explore the city.

★ 5.0

“Truly the highlight of our Boston trip. On an hour and 45 minute trip we laughed for an hour and 30. The other 15 minutes we were filling our face at the pizza stop. Absolutely can not recommend enough!! - Slotz and Slutz”

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