

2-Hour Boston Segway Crime Tour
2 Hour Tour • Max 6 people • $99/person • Rated by 2,700+ Guests
About This Tour
We love our politics. We love our sports. But let's be honest, our real passion is our criminals.
Join us for a ride through Boston's underworld, crimes solved, crimes unsolved, colonial era to current day. Written and designed by Bob Sheehy of Boston Footsteps, this tour is built around the Italian and Irish mobsters who ran these streets long before you did.
Who's it for
New in town?
Skip the first date. Skip the tourist trap history lesson. This is what the city actually looks like from the bottom up. Cruise the same corners Boston's worst wiseguys used to prowl — because if you're going to fall in love with this city, you should probably know what it's capable of.
Local? Even better.
You think you know Boston. You don't. Come explore corners of the city you've walked past a hundred times and never really seen — the gruesome crimes, the bizarre truths, the stuff nobody puts on a postcard. And hey, while you're at it, figure out once and for all if Uncle Tony's stories are even half true.
There's a gritty true crime adventure waiting here for everyone. Book now and help us solve the mystery of the most fun tour in town.
What's included
-
Certified expert guide
-
Pre-tour training session
-
Segway & Safety helmet
-
Small group experience (max 6)
-
Photo stops at every landmark
What's not included
-
Gratuity for your captain (appreciate but not required)
-
Transportation to the meeting point
-
Food and beverage
What's to expect (full itenerary)
The Details
-
Format: Segway tour through Boston's real underworld — mob history, unsolved cases, and everything in between
-
Written by: Bob Sheehy, Boston Footsteps
-
Availability: New and experimental — limited slots
-
Content: Adult in nature. We're talking about Boston's dark side, no exceptions, no sugarcoating.
Meeting and pick up
-
Start:
-
199 State Street, Boston MA 02109, USA
-
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.
-
-
End:
-
This activity ends back at the meeting point.
-
Accessibility
-
Not a wheelchair accessible
-
Near public transportation
-
If you have question about accessibility, we're happy to help. Please contact us in the chat box.
-






















