Boston: 1-Hour Segway Tour Freedom Trail & Waterfront

★★★★★★★★★★ 4.97 (66 reviews) 97% rated it 5 stars

Instant confirmationTravelers' pick

1/8

Duration1h 30m

GroupUp to 12

LanguagesEN

Mobile ticketAccepted

See Boston's Revolution Sites in 60 Minutes on a Segway

You get a private training session, then an hour gliding the Freedom Trail and waterfront on a Segway with an expert guide providing live historical narration. The route covers Faneuil Hall, USS Constitution, Bunker Hill Monument, and the harbor landmarks, with your guide taking photos at key stops. All safety gear is included, and you're back at 199 State Street within 60 minutes.

1h 30m

Step-by-step itinerary

Explore Boston's historic landmarks

Start at 199 State Street
Visit Long Wharf pier
Walk through Rose Kennedy Greenway
Pass Christopher Columbus Waterfront Park
See Old North Church steeple
Explore Boston’s North End neighborhood
Pass USS Constitution ship
Visit Bunker Hill Monument
View Zakim Bridge
Stop at TD Garden arena
See New England Holocaust Memorial
Visit Faneuil Hall Marketplace

The Experience

What if you could cover the Freedom Trail, the harbor, and a 221-foot monument without walking for an hour? That's the whole idea here. You start at 199 State Street with a private training session on the Segway itself — takes maybe ten minutes, and then you're rolling. The guide stays with you the whole time, narrating as you move, so you're not reading plaques or guessing at dates. You'll pass Faneuil Hall, built in 1742 and a real flashpoint in the fight for independence, then head toward the North End, where Paul Revere's Old North Church still stands with the same steeple where two lanterns signaled British troop movements back in 1775.

The route takes you along Long Wharf — Boston's oldest pier from 1711, where John Hancock used to work — and then across the Rose Kennedy Greenway, a mile-long park that winds through downtown with gardens and fountains. You'll see the USS Constitution, launched in 1797 and still the world's oldest commissioned warship afloat, berthed right there in Charlestown Navy Yard. The Bunker Hill Monument rises up as a 221-foot granite obelisk, and you'll glide past the Zakim Bridge, a cable-stayed structure that connects the North End to Charlestown. The whole thing moves at a pace that lets you actually look around — not rushed, not slow. Your guide takes photos at key stops, so you have something to show people later.

The waterfront section is where the hour really pays off. Christopher Columbus Waterfront Park has a trellis covered in wisteria vines and views of the harbor that would take you twenty minutes to reach on foot. On a Segway, you're there in minutes, and you can actually stand still and take it in instead of catching your breath. You'll also pass the New England Holocaust Memorial, a poignant stop that grounds the tour in something deeper than just architecture and dates.

What’s included

1-hour guided Segway tour of downtown Boston and the Freedom Trail.
private training session before the tour begins.
expert guide with live historical narration throughout the route.
all safety equipment including helmet and walkie-talkie.
photos taken by your guide at key stops along the way.

Good to know

Easy physical levelPublic transport nearby

Operated by Boston Segway Tours

Is this one for you?Book this if you want to cover Boston's major Revolution sites and waterfront in under two hours total, without the walking or the logistics of figuring out which stops matter most — the fixed route and expert narration do that work for you.