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Walking Tours : Daily & Weekly

The Dark Side of Boston

Hear tales of misery, misfortune and murder - all based on true historic events!

The Dark 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!

tour duration

90 minutes

tour distance

1.04 miles

tour terrain level 3

likely uneven surfaces and significant inclines

Starting Location

Meet your guide at the corner of Hanover & Cross Streets, Boston (the statue of boxer Tony DeMarco across from the Greenway).

Finding Your Guide: All guides carry an 8×11 sign that says “Boston By Foot Walking Tours.”

Nearest Accessible MBTA Station: Haymarket (Orange & Green Lines)

Ending Location

This tour ends in the general area of Hull and Salem Streets.

Nearest Accessible MBTA Station: Haymarket (Orange & Green Lines) is 0.4 miles away