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 overall tour was informative and what was expected. The tour drivers had great humor and made the tour not only interesting but fun. However, the beginning of the tour was very confusing from the start. Found our way to the tour office. They did…”

Check Availability →Read our full review →

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

“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…”

Check Availability →Read our full review →

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…”

Check Availability →Read our full review →

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 guide Marcia was amazing! She's also the docent at the Spring Point Lighthouse Museum we toured. We also did historic buildings, etc, around town. Great tour! Marcua was very informative, funny and personable.”

Check Availability →Read our full review →

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

“Waited 45 minutes for the first trolley. On the second trolley we were in, the driver should have stayed home. He was hard to understand because he was coughing so much and his voice was horse. Other than those 2 things, it was great”

Check Availability →Read our full review →

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

“Had a great time. Our tour guide was very knowledgeable and helpful. The stops were well planned. Loved the walk on Marginal way and the trolley tour. Excellent tour.”

Check Availability →Read our full review →

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 the scenic and well-narrated drive. We enjoyed visiting the Nubble lighthouse and enjoyed our time in Kennebunkport. The trolley ride around Kennebunkport was awesome and informational. The lobster rolls at Allison’s made a fantastic lunch. Only regret we have is being unable to…”

Check Availability →Read our full review →

More Boston Hop-On Hop-Off Trolley Tours