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.

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

“My husband is recovering from a broken kneecap so this was the perfect way for us to explore Boston. We could get off at certain locations of interest for us and explore when we wanted to. I was a great tour.”

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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

“The Ghost Tour was so much fun and our tour guide Dr. Atticus Nobody kept us engaged with ghost stories and tales of horror and kept us laughing the entire tour. A special shout out to Matteo for his whimsy and knowledge of the Grannary…”

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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.

“Loved the knowledge of all the drivers about Boston history. Not sure if it can be helped, I got a message about stop 8 being closed. Just wish we could have known in advance.”

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

Explore Boston’s historic sites from the comfort of a narrated trolley, including the Freedom Trail, with insights into Revolutionary War origins and city sights.

“our tour guide was hilarious. He made it fun and I learned a lot of information about history. had a great time in Boston.”

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

Discover Boston at your own pace with this hop-on hop-off trolley tour, exploring top sights, historic sites, and local neighborhoods for around $52.

★ 4.0

“Driver was very kind and relaxed despite the difficulties with driving a big bus in small spaces with traffic. He was quite interesting with information about Boston & stories. We saw a lot in the short time we were on the tour.”

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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

“The trip was relaxful and fun. Not enough time in Kennebunkport. The driver, Lucia was informative. However her texting while driving was very nerve wracking. She almost hit a U-Haul truck while texting. There were also times she didn’t even have one hand on the…”

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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

“When you book this make sure the bus goes to the places you want to go as there are different routes to choose from. We did enjoy the commentaries and seeing the sights of Boston”

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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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14.Boston: Holiday Sights and Festive Nights Trolley Tour

Experience Boston’s holiday magic on a festive trolley tour, passing iconic sights like Faneuil Hall and Boston Common, with lively guides and seasonal cheer.

★ 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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15.From Boston: Kennebunkport Day Trip & Optional Trolley Tour

Discover Maine's southern coast on this 11-hour day trip from Boston, including visits to Nubble Light, Marginal Way, Kennebunkport, and optional trolley tour.

★ 5.0

“This is great for the views and amazing scenery and to get up there without having to do the drive yourself! The guide is definitely more focused on driving than giving a full on tour experience as compared to some other guided tours I have…”

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