Boston

15 Best Boston Hop-On Hop-Off Trolley Tours

Trolley loops are the lazy way to see Boston, and I mean that as a compliment; here are the ones worth riding. A full circuit takes about two hours if you never hop off, with stops at Fenway, the North End, and the waterfront. Tickets cover the whole day.

1.Boston Hop-On Hop-Off Trolley Tour With 14 Stops

Discover the best of Boston with our Hop-On Hop-Off Trolley Tour! Explore 14 iconic stops, from Fenway Park to the Freedom Trail. Don't miss out, book now!

“It was a very good tour of the sights that made Boston historic. Next time we’ll dress warmer. Eighteen wonderful stops.”

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2.1 or 2 Day Hop-On Hop-Off Trolley Tour With Harbor Cruise Option

Explore the best of the city with a 1 or 2-day hop-on hop-off trolley tour. Don't miss the chance to add a harbor cruise for an unforgettable experience!

“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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5.Boston: Hop-On, Hop-Off Trolley Ticket

Trek through Boston's historic streets on a Hop-On, Hop-Off Trolley Ticket, uncovering tales of the city's past and present - are you ready for the adventure?

★ 4.2

“A great way to explore both historic and modern Boston with funny, informed guides, especially for those who would find walking physically challenging.”

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6.Liberty Ride Trolley Tour

Discover Boston's revolutionary past on the Liberty Ride Trolley Tour, a captivating 90-minute journey guided by a knowledgeable historian in period costume, offering an unforgettable experience.

★ 4.5

“Ted was a great historian and presented it with a dramatic air! We enjoyed it immensely! Would highly recommend!”

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

Take an 80-minute journey through Boston's revolutionary past on this narrated trolley tour, uncovering the city's iconic landmarks and significant sites along the Freedom Trail. But there's more to explore.

“We enjoyed this tour very much. It’s a great choice for cruisers with limited time, who don’t mind some walking in between stops. We were able to spend our time at the sites we chose, and skip the ones we didn’t. We walked to the…”

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

Discover the best of Boston with our Hop-On Hop-Off Trolley Tour! Explore historic landmarks, charming neighborhoods, and iconic sights. Start your adventure today!

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

Hear the whispers of Boston's past and present unfold on the Hop-On Hop-Off Double-Decker Bus Tour, offering a unique perspective that will leave you wanting more.

★ 3.6

“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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10.Boston to Coastal Maine & Kennebunkport Guided Daytrip With Trolley Tour

Embark on an unforgettable journey from Boston to Coastal Maine & Kennebunkport. Explore hidden gems and soak in the charm of this picturesque region. Book now!

★ 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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13.Boston: Holiday Sights and Festive Nights Trolley Tour

Kicked into the festive spirit, this enchanting trolley tour takes visitors on a captivating journey through Boston's holiday landscape, offering a glimpse into the city's enchanting traditions.

★ 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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14.The Massholes Comedy Trolley Tour of Boston

Keeping visitors entertained with a unique blend of humor and history, the Massholes Comedy Trolley Tour of Boston offers an unforgettable way to explore the city.

★ 5.0

“Not usually a fan of Comedy Clubs, but Massholes Comedy Trolley was the most fun we’ve had in ages. Dani and Jimmy kept us all laughing from start to finish with a dose of history to boot. Would highly recommend! (Caution if the “F” word…”

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