The Dark Side of Boston

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The Dark Side of Boston; credit peapop

Get off the Freedom Trail and explore the darker side of Boston! This original guided walk through misery, misfortune, malevolence and murder is based on true historical events that have occurred in Boston. Fact is often stranger than fiction!

As you begin to uncover Boston's dark side, you will hear many dark and disturbing stories not often shared with tourists. Topics include but are certainly not limited to: the scourges of smallpox and the Great Influenza, the dangers of Richmond Street, the vandalization of the Royal Governor's House, the Molasses Flood, body snatchers, and the infamous Brink's Robbery, all against the backdrop of Boston's oldest neighborhood.

Winding among the labyrinth of the North End’s small streets and alleys is a great way to get off the beaten path and explore a delightful neighborhood. It's even better when treated to stories of death and misery from Boston's checkered past.

We hope you will join us for a walk on the Dark Side. Crime, disease, death, and disaster... what better way to enjoy a pleasant evening in Boston!

Schedule 2016

April-November
Friday & Saturday  6:00 pm -7:30 pm

May-October
Sunday 6:00 pm - 7:30 pm

July-August
Thursday  6:00 pm-7:30 pm        

Tickets will be available soon. Private tours are available at anytime. Call 617.367.2345 or use our private tour webform to learn more.

Buy Tickets for The Dark Side of Boston

Free for Boston By Foot Members
Adults $13; Children 6-12 $8 when you buy tickets online
Adults $15; Children 6-12 $10 when you buy tickets in cash from your guide

Tour lasts ninety minutes.

Upcoming Tours

  • Friday, September 2, 2016 - 6:00pm
  • Saturday, September 3, 2016 - 6:00pm
  • Sunday, September 4, 2016 - 6:00pm
  • Friday, September 9, 2016 - 6:00pm
  • Saturday, September 10, 2016 - 6:00pm
  • Sunday, September 11, 2016 - 6:00pm
  • Friday, September 16, 2016 - 6:00pm
  • Saturday, September 17, 2016 - 6:00pm
  • Sunday, September 18, 2016 - 6:00pm
  • Friday, September 23, 2016 - 6:00pm

August 2016

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