

2-Hour Boston Segway Tour
2 Hour Tour • Max 6 people • $99/person • Rated by 2,700+ Guests
About This Tour
Deep dive into the American Revolution on this immersive Freedom Trail Segway tour. In 2 hours, our history-certified guides take you through 16 historic sites, from the waterfront to Beacon Hill to Boston Common - bringing 250 years of American history to life with stories that will genuinely give you chills.
Who's it for
Perfect for first-time visitors, families with teens, couples, and anyone who wants to see the best of Boston without exhausting themselves walking.
What's included
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Certified expert guide
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Pre-tour training session
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Segway & Safety helmet
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Small group experience (max 6)
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Photo stops at every landmark
What's not included
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Gratuity for your captain (appreciate but not required)
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Transportation to the meeting point
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Food and beverage
What's to expect (full itenerary)
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Please see full itinerary in the bottom of the page
Meeting and pick up
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Start:
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199 State Street, Boston MA 02109, USA
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Please meet at the Boston Segway Tours shop at the corner of State street and Surface road. The door is on the corner of the building.
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End:
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This activity ends back at the meeting point.
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Accessibility
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Not a wheelchair accessible
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Near public transportation
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If you have question about accessibility, we're happy to help. Please contact us in the chat box.
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Full Itinerary
01
Long Wharf
Kick off your Boston sightseeing tour right at the waterfront. Long Wharf has been welcoming ships since 1710. Today it's the perfect launch point for your Segway adventure with sweeping harbor views.
02
Rose Fitzgerald Kennedy Greenway
Glide along this beautiful mile-long linear park built where the old elevated highway once stood. Seasonal fountains, local art, and food trucks make it one of Boston's most beloved public spaces.
03
Old North Church
Boston's oldest surviving church and the site of the legendary "one if by land, two if by sea" lantern signal that launched Paul Revere's midnight ride in 1775.
04
North End
Boston's most vibrant neighborhood and original Little Italy. Narrow cobblestone streets, authentic Italian bakers, and centuries of immigrant history packed into a few blocks.
05
Bunker Hill Monument
An iconic 221-foot granite obelisk marking the site of the most of the first major battles of the American Revolution. Your guide will bring the dramatic story of June 17, 1775 to life.
06
Faneuil Hall Marketplace
End your downtown loop at this legendary marketplace, a hub Boston life since 1742. Called the "Cradle of Liberty", it's where Samuel Adams and fellow patriots rallied for independence.
07
Great Molasses Flood Plaque
One of Boston's most bizarre and fascinating historical footnotes. In 1919, a massive molasses storage tank exploded, sending a 25-foot wave of molasses through the North End at 35mph.
08
Leonard P. Zakim Bunker Hill Bridge
One of the most photographed bridges in America, with its distinctive cable-stay design inspired by the Bunker Hill Monument itself. A stunning contrast of old history and modern engineering.
09
TD Bank
Home to both the Celtics and Bruins, this legendary arena sits on the edge of the historic West End. Feel the energy of one of sport's most storied venues on your Segway tour.
10
Charles River
Gliding along the iconic Charles River Esplanade with sweeping views of the Cambridge skyline and Back Bay.
11
New England Holocaust Memorial
Six glowing glass towers etched with six million numbers - one for each victim of the Holocaust. A powerful and moving memorial right in the heart of downtown Boston.
12
Longfellow Bridge
Known as the "Salt and Pepper Bridge" for its distinctive towers, this 1906 landmark spans the Charles River connecting Boston and Cambridge. A beloved piece of the city's architectural identity.
13
Beacon Hill
Boston's most picturesque neighborhood, with gas-lit streets, Federal-style brick rowhouses, and rich history as home to Boston's elite since 1700s. This is where you will find the Massachusetts State House golden dome. It's been Beacon Hill's crown since 1798.
14
Boston Common
America's oldest public park, in continuous use since 1634. British troops camped here before the Revolution. Today it's the heart of the city and the official start of the Freedom Trail.
15
King's Chapel
The first Anglican church in the American colonies, built in 1688. It's burrying ground is even older. It's Boston's first cemetery, final resting place Puritan settlers and Revolution-era figure.
16
Omni Parker House
America's longest continuously operating hotel since 1855. Boston cream pie was invented here. Ho Chi Minh once worked as a baker here. Malcom X was a busboy. Quite a guest list
17
Old Corner Bookstore
Built in 1718, this modest corner building was once the publishing hub of 19th- century America. Hawthorne, Emerson, Longfellow, and Harriet Beecher Stowe were all regulars. If books could talk, this building's stories would fill a library.
18
Old South Meeting House
This largest building in colonial Boston and the site of the fateful meeting on December 16, 1773, where 5,000 colonists gathered before marching to the harbor for the Boston Tea Party.






















