South Side Pittsburgh Gangster Tour

The South Side Pittsburgh Gangster Tour is a stroll through South Side Flats mob history. Visit the spots where the action was decades before the steel mill closed and brunch menus replaced numbers slips. Between 1920 and 1980, dozens of numbers stations, gambling clubs, and speakeasies thrived in the South Side. Some of the Steel City’s biggest racketeers had their headquarters in the South Side. The cast of characters included Jewish racketeers from the Hill District, New Kensington Mafia bosses, and crooked cops and politicians.

The two-hour tour visits more than a dozen sites. Walk the streets where colorful characters like Thomas “Goose” Goslin and Nick “Yee” Terleski plied their trade. Stop by the mob’s beer distributorship. See the apartment building once owned by one of Pittsburgh’s most-arrested Prohibition-era women bootleggers. Get the scoop on the city’s most infamous floating speakeasy and casino. Plus, lots more.

Meetup location will be emailed to registrants the day before the tour.

Host or Publisher Dr. David Rotenstein