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Experience Boston on a 2-Hour Segway Tour of Landmarks & Views

★ 5.0 (184 reviews) · By Boston Segway Tours

Experience Boston like never before with the 2-hour Boston Segway Tour! Start by retracing the route of the 1-hour tour, then glide across the Longfellow Bridge into Cambridge, where you’ll be treated to stunning views of the Boston skyline, the sparkling river, and the city’s iconic architecture. It’s a fun, memorable way to see the city’s most famous sights.

Along the way, you'll pass through historic neighborhoods and landmarks, including the Freedom Trail sites, Boston Common, King’s Chapel, and the Old South Meeting House. Plus, you’ll get a glimpse of Acorn Street—the most photographed street in America—and other hidden gems. This tour offers a comprehensive look at Boston’s past and present, all from the comfort of your Segway.

Perfect for first-timers and seasoned explorers alike, the 2-hour Boston Segway Tour combines adventure, history, and scenic views. Whether you're visiting Boston for the first time or a local wanting a new perspective, this tour makes sightseeing easy and exciting.

Frequently asked questions

How long is the Boston Segway Tour?

The tour lasts approximately 2.5 hours, including training and the guided ride.

What landmarks will I see during the tour?

You'll see sites like Boston Common, King’s Chapel, the Old South Meeting House, the USS Constitution, Bunker Hill Monument, TD Garden, the Longfellow Bridge, Charles Street, and many more.

Is the tour suitable for all fitness levels?

Yes, the tour is suitable for all physical fitness levels. Everyone receives a private indoor training session before starting.

What’s included in the tour?

All safety equipment, a live historical narration from your guide, photos at key stops, and a private training session are included.

Are there any age restrictions?

Yes, participants must be between 14 and 99 years old to join the tour.

What should I bring or wear?

Wear comfortable clothing and closed-toe shoes. Helmets and safety gear are provided.

Non-refundable

All sales are final. No refunds are available for cancellations.

Reserve now

Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.

Duration 2.5 hours

Check availability to see start times.

Live tour guide

English

Key facts

Duration 2.5 hours
Languages English
Group size Up to 12 participants
Ages 14 to 99 years old
Accessibility Suitable for all physical fitness levels

What's included

Included

  • All safety equipment including helmet and walkie-talkie
  • Expert guide with live historical narration
  • Private indoor training session before the tour
  • 2-hour guided Segway tour of downtown Boston
  • Photos taken by your guide at key stops

Not included

  • Gratuity for your guide (appreciated but not required)
  • Transportation to the meeting point
  • Food and drinks

Itinerary

  1. Stop 1 Pass by

    Long Wharf, established in 1711, Boston's oldest pier, historically a hub for maritime trade and John Hancock's workplace.

  2. Stop 2

    The Rose Kennedy Greenway is a lively, mile-long park with gardens, fountains, and art, connecting downtown to Boston’s waterfront and North End.

    5 minutes
  3. Stop 3 Pass by

    Christopher Columbus Waterfront Park offers scenic harbor views, lawns, and a charming trellis in Boston’s North End.

  4. Stop 4

    Site of Paul Revere's midnight ride, where lanterns signaled British troop movements, a key Freedom Trail landmark.

    5 minutes
  5. Stop 5

    Boston’s North End, the city’s oldest neighborhood, known for colonial history and Italian-American culture.

    10 minutes
  6. Stop 6

    USS Constitution, 'Old Ironsides,' launched in 1797, offers a glimpse into America’s naval history at Charlestown Navy Yard.

    5 minutes
  7. Stop 7

    Bunker Hill Monument, a 221-foot granite obelisk, commemorates the first major battle of the American Revolution.

    5 minutes
  8. Stop 8

    The Great Molasses Flood of 1919, when over 2 million gallons of molasses flooded Boston streets, causing deaths and damage.

    5 minutes
  9. Stop 9

    TD Garden, Boston’s premier sports arena, home to the Celtics and Bruins.

    5 minutes
  10. Stop 10

    The Charles River offers scenic views, recreational paths, and a historic backdrop to Boston’s landmarks.

    15 minutes
  11. Stop 11

    Longfellow Bridge, with its iconic towers, connects Boston and Cambridge, offering striking skyline views.

    5 minutes
  12. Stop 12

    Charles Street in Beacon Hill, known for boutique shops, cafes, and Federal-style architecture.

    10 minutes
  13. Stop 13

    Boston Common, established in 1634, is America’s oldest public park and a gateway to the Freedom Trail.

    10 minutes
  14. Stop 14

    King’s Chapel, founded in 1686, features Georgian architecture and is the first Anglican church in New England.

    3 minutes
  15. Stop 15

    The Omni Parker House Hotel, opened in 1855, known for being America’s longest continuously operating hotel and birthplace of the Boston Cream Pie.

    3 minutes
  16. Stop 16

    Boston Latin School, founded in 1635, the oldest public school in America, renowned for its classical education.

    3 minutes
  17. Stop 17

    The Old Corner Bookstore, built in 1718, a historic literary hub that once hosted publishers of Hawthorne, Emerson, and Thoreau.

    3 minutes
  18. Stop 18

    The Old South Meeting House, built in 1729, where protests against the Tea Act helped spark the Boston Tea Party.

    3 minutes
  19. Stop 19 Pass by

    The Boston Massacre Site, marked by a cobblestone circle near the Old State House, memorializes the 1770 clash that fueled revolution.

Meeting point & pickup

Meet at the starting point

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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Cancellation & confirmation

Non-refundable

All sales are final. No refunds are available for cancellations.

  • 0% refund if canceled at least 0 day(s) before

Instant confirmation

Your booking is confirmed immediately after checkout.

From $99.00 per person

Adult Age 14–99
1
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