The Dark Side of Boston

There is more to Boston than the Freedom Trail. Get a taste of the Dark Side of Boston during this virtual preview of our popular, original tour through tales of misery, misfortune, malevolence and murder – all true historical events that have occurred in Boston. Fact is often stranger than fiction!

The Dark Side includes many dark and disturbing stories not often shared with tourists. In the Halloween spirit, our Dark Side preview will explore the danger lurking in the daily lives of Bostonians throughout history. You will learn about the lesser known dastardly deeds of Colonial celebrities, the grim realities of early medical practice in the Ivy League, and delve into the scandalous details of a grisly crime that riveted audiences around the world in the 19th century and echoed for years to come.

If you like the virtual preview, please join us next season in the North End, for the full, guided Dark Side of Boston walking tour through the winding streets of Boston’s oldest neighborhood, where you will hear unexpected and alarming stories of a storied city, like life in Boston during past pandemics of smallpox and the Great Influenza of 1918, violence and vandalism in the streets, bizarre tragedies like the Molasses Flood, the infamous Brink’s Robbery, and more.