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

“Hassle-free for first time tourist in Boston.very informative and in just few hours you can visit all the historic sites.”

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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

“Mercy was amazing!!! The tour was a perfect mix of cemetery’s and stories. The creepy music set the tone and I appreciated Mercys dedication to the stories. She answered my teenage daughter’s questions and asked her to help (which she loved and made her feel…”

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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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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 used this service twice and enjoyed it every time. The drivers were very friendly and fun to listen to. Make the trips very enjoyable.”

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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

“As a reenactment actress, our tour guide Clair was phenomenal! She was very knowledgeable, vibrant and seemless in her presentation. She did an excellent job of bringing to life a visual scene of the historical sites with interesting details of each one as we were…”

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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

“The route was shorter than expected, didn’t realise there were multiple routes and you have to pay for each one. The tour was good enough with a recorded commentary and we were taken to the places we were interested in. It also gave us an…”

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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 ride to Kennebunkport was a delight, particularly because of Lucia, our guide. She knew so much, was funny, and has the best accent. Our day was lovely as we got to visit York, ME, see the Nubble Lighthouse, have the most delicious blueberry pie…”

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11.Boston Summer Nights Trolley Tour plus River Cruise

Experience Boston at sunset with a guided trolley tour and river cruise, capturing iconic sights illuminated at night for a memorable evening.

★ 4.5

“Well organized and ran smoothly. Red was our trolley driver and he was fun of energy and did a great job driving and sharing information. The trolley was well maintained and there was lots of fun music to listen to as you waited to depart…”

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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

“This cruise is stunning. We did the 6:45 tour and were able to catch magic hour out on the water. It was a beautiful evening!”

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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

“Lucia was amazing. My husband and I enjoyed this tour very much! It gave us a great guide to where we want to vacation in the Maine coast in the future. Highly recommend especially for first time Maine visitors.”

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