Boston

15 Best Boston Hop-On Hop-Off Trolley Tours

The trolley loops: orange-and-green routes covering the trail, the harbor and Back Bay with conductor commentary. A practical answer to a city whose sights cluster but whose hills accumulate.

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

Discover Boston with this hop-on hop-off trolley tour offering 13 stops, live commentary, flexible schedules, and great value for first-time visitors.

Most Popular★ 4.5

“If you only have a day to see as much of a city as you can, this is the only way to go! Apologies to Rocky for answering my phone while on the bus, but it was from the Ghosts and Graveyards tour wondering if…”

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2.1 or 2 Day Hop-On Hop-Off Trolley Tour of Boston With 20+ Stops

Discover Boston with this flexible hop-on hop-off trolley tour featuring 20+ stops, expert guides, and bonus self-guided walks—ideal for first-timers and explorers alike.

★ 4.5

“Fabulous trip!! Tour guide was informative, engaging and fun! Jesse is the best!! This is the best way to see and become informed of Boston’s history and highlights.”

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3.Boston Ghosts and Gravestones Trolley Tour

Discover Boston’s haunted past with the Ghosts and Gravestones Trolley Tour. A 2-hour spooky adventure through historic cemeteries and eerie stories.

★ 4.5

“What an amazing time!! Bernard and his colleague made the tour!! We enjoyed the interesting historic details while riding and walking through Boston!! We had lots of laughs together as a group too!! Would absolutely do it again!!”

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4.Boston: Hop-on Hop-off Old Town Trolley Tour

Discover Boston at your own pace with this hop-on hop-off trolley tour, exploring over 100 points of interest with engaging guides and flexible schedules.

“We like to tour by trolley or bus first then revisit parts we want to spend more time on. The narration was fun and informative.”

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5.Boston: Hop-On, Hop-Off 20+ Stops Trolley Ticket

Explore Boston comfortably on a hop-on, hop-off trolley with 20+ stops, including historic sites like Paul Revere's house and the Old North Church. Perfect for flexible sightseeing.

★ 4.2

“Great way to get an overview of the city and explore it with ease. The guides varied in their entertainment rating - there was a female guide who didn't seem to know much about the city & wasn't very enthusiastic. (She may not have been…”

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10.Boston to Kennebunkport Day Trip with optional Trolley Tour

Discover southern Maine’s coast on a full-day guided trip from Boston, featuring lighthouse views, scenic walks, and a charming trolley tour for an authentic experience.

★ 4.5

“We really enjoyed our trip and our tour guide was very nice. She really seemed to know the area well and was able to share her insight. Thank you for offering these day trips opportunities, we always enjoy them.”

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12.Boston Hop-On Hop-Off All Day Sightseeing Tour

Discover Boston with this hop-on hop-off tour featuring eight stops, lively guides, and scenic views—though some reviews highlight variability in experience.

★ 3.0

“It was great, seven of us put the QR code on their phone and away we went separate ways for the day. It went very smoothly. I’ve used Viator in many cities and love their services.”

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13.Boston: Summer Nights Trolley Tour and River Cruise

Discover Boston from land and water on this 1.5-hour combo tour featuring a scenic trolley ride and a Charles River cruise, ideal for first-time visitors and history lovers alike.

★ 4.5

“Capt. Matt was wonderful. So personable - AND a great driver! He had to navigate some pretty tight situations on our route and did so flawlessly. He has a great personality and really made it a fun excursion.”

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