Boston: Mobsters, Mayhem and Murder Walking Tour

Boston Mob and Crime Walking Tour

This walking tour explores Boston’s organized crime history, ideal for visitors interested in the city's criminal past and local stories.

Highlights

• Explore Boston’s secret criminal underworld with expert local guides
• Discover the history of Boston’s mob scene and notorious gangsters
• Hear detailed stories about James “Whitey” Bulger and other criminals
• Enjoy an engaging walking tour balanced with humor and pacing

Description

Join a walking tour in downtown Boston focused on the city's dark and violent history. Visit key landmarks linked to organized crime while listening to stories of infamous gangsters from a knowledgeable local guide.

Begin at the waterfront, opposite the site where the early American 'crime' that contributed to the nation’s founding occurred. Nearby, see the courthouse where one of America's most wanted mobsters led the FBI on a chase.

Walk along the harbor as you learn about the puzzling saga of Whitey Bulger, a mobster who manipulated the FBI. Explore Boston’s pirate history before entering the North End, known as Little Italy. Experience the sights and smells while hearing about what was once America’s largest robbery.

Hear about two criminals who terrorized Boston residents, followed by stories of a scammer and a Revolutionary-era crime that changed history.

Includes

• Local guide
• Walking tour

Important Information

• The tour contains mature language
• May be cancelled due to weather conditions
• The route covers approximately 3.5 miles (5.5 km), with seating provided at each stop

Cancellation Policy

Cancel up to 24 hours in advance for a full refund.

Plan to wear comfortable shoes and dress for the weather. The best time to join is during daylight hours for full visibility and safety.