The Dark Side Of Boston Walking Tour

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Get off the Freedom Trail and explore the darker side of Boston! On this tour through the North End’s winding streets and alleyways, you will hear tales of misery, misfortune, and murder. These dark stories are all based on true historical events that have occurred in Boston.

Learn about the Great Influenza of 1918, outbreaks of smallpox, the Molasses Flood, and the infamous Brink's Robbery against the backdrop of Boston's oldest neighborhood.

Exploring the North End is always a delight. It's even better when investigating stories from Boston's checkered past!