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

“The tour guides were fantastic. Some sort of tracker of the buses would be helpful to maximizing time at the stops especially when it’s especially cold/hot out.”

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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

“There’s quite a bit of walking if you want to see all the sites. Some drivers were great (funny & super informative) & others not very friendly or helpful.”

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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

“This tour was the best haunted tour I've ever done. Mercy was so much fun. She was engaging with the group. She was funny and very knowledgeable. She is extremely talented. We talked about it for the rest of the night. Thanks for such a…”

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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

“We had the BEST time on the tour with our guide, Hercules. He was informative, funny and wicked Smaht! We laughed all day because of him. We got off the bus when he had to take a lunch break but we got him back later…”

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6.90-Min Narrated Trolley Tour of Lexington and Concord

Discover the historic sites of Lexington and Concord on a 90-minute narrated trolley tour. Perfect for history buffs and limited-mobility travelers alike.

★ 4.5

“Well worth the time and price! Our guide, Martha, EXTRAORDINARY! A walking history book. Our trolley driver, smooth operator. The trolley was very comfortable. Definitely recommend this.”

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7.Boston: Hop-On Hop-Off Double-Decker Bus Sightseeing Tour

Discover Boston’s highlights on a hop-on hop-off double-decker bus tour. Enjoy expert guides, scenic views, and flexible stops for an authentic city experience.

★ 3.8

“Enjoyed sitting out doors but the first bus had very little information while we were driving and we had a number of sites that went by with nothing said about them”

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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

“Easy access there is a bus every 15 minutes. The stops are at places you would like to see. The bus stops are conveniently located to all major attractions or within walking distance. Great way to cover a lot of ground in one day.”

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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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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

“I had very limited free time in Boston during a business trip and took this tour on my one free evening. It was a great way to get a taste of Boston. My guide was Captain Matty and he was a delight. Such a warm…”

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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

“We loved our day trip to Maine! Kennebunkport is beautiful! We took the trolley tour & saw President Bush Sr’s house and our trolley tour guide told stories about him when he was in town. He told us the history of the town as we…”

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