Deadly Boston: A Self-Guided Tour of Beantown’s Brutal Crimes
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Discover Boston’s dark side with "Deadly Boston: A Tour of Beantown’s Most Brutal Crimes." This self-guided audio tour uncovers thirteen true crime stories hiding behind the city’s charming cobblestones and historic sites. From a Harvard professor’s gruesome dismemberment in 1849 outside Massachusetts General Hospital to the infamous Boston Strangler terrorizing Back Bay, each story reveals a different layer of Boston’s hidden history.
As you walk through the city at your own pace, GPS-triggered audio guides you to key locations, making it easy to explore without a guide or group. Download the app beforehand on Wi-Fi, and enjoy the tour offline—start, pause, or resume whenever you like. Whether you’re a history buff or a true crime enthusiast, this tour offers a fresh perspective on Boston’s past.
Highlights include stories of mob activity in the North End, daring heists at Prince Street, and chilling tales from Massachusetts General Hospital. It’s a unique way to see Boston’s streets while uncovering some of its most sinister secrets.
Frequently asked questions
How long does the tour take?
The tour lasts approximately 2 hours, giving you plenty of time to explore at your own pace.
Is the tour suitable for children?
The tour is designed for adults and older teens. Children aged 0-12 can participate, but parental discretion is advised due to the mature content of some stories.
What do I need to participate?
You’ll need a smartphone and headphones. The tour is self-guided and works offline once downloaded.
Can I start and stop the tour whenever I want?
Yes! The app allows you to pause and resume the tour at any time, making it flexible to fit your schedule.
Are there any accessibility accommodations?
Yes, all areas and surfaces are wheelchair accessible, and infants or small children can ride in a pram or stroller.
What stories are included in the tour?
Stories range from historical murders and scams to mob activity and daring heists, providing a comprehensive look at Boston’s darker past.
Free cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 2 hours
Check availability to see start times.
Guided experience
English
Key facts
What's included
Included
- Self-guided walking tour
- Access to additional tours—including free ones—via the Tour Buddy app
- Lifetime access to the tour’s content
Not included
- Smartphone and headphones
- Meals
- Public transportation
Itinerary
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Stop 1
Hear what happened when two Harvard professors had a very bad falling out as you stand outside Massachusetts General Hospital.
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Stop 2
Learn how one man turned a School Street office into the birthplace of the world's most infamous financial scam at 27 School Street.
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Stop 3
Uncover the dark secret that made South Station more than just a place to catch a train.
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Stop 4
Hear how one man lived for decades among Boston's elite on Pinckney Street — without being who he claimed to be.
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Stop 5
Feel the chill that fell over Back Bay when residents stopped feeling safe inside their own locked apartments.
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Stop 6
Stand outside what is now Bunker Hill Community College and hear the story of two men who never stood a chance.
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Stop 7
Discover why the patients at Massachusetts General Hospital had more to fear than their diagnosis.
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Stop 8
Stand outside 165 Prince Street and hear how eleven ordinary men pulled off the most daring heist America had ever seen.
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Stop 9
Look up at the unremarkable façade of 98 Prince Street and hear how the FBI brought down an entire empire from inside this building.
Meeting point & pickup
Meet at the starting point
Before arrival, follow the instructions in your ticket to download the app. Once downloaded, the tour works offline. Open the tour map to see exactly where to begin. This is a self-guided audio tour that you can start, pause, or restart at any time and complete at your own pace.
Open in Google MapsCancellation & confirmation
Free cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
- 100% refund if cancelled at least 1 day before
- 0% refund if cancelled less than 24 hours before
Instant confirmation
Your booking is confirmed immediately after checkout.
From $5.99 per person
- Free cancellation
- Secure checkout with our booking partner
