The South Side Gangster Tour is is a stroll through Pittsburgh’s 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.

Unless otherwise specified, all tours begin at 10am.

Each tour is limited to 25 participants.

Cost: $20

Past Dates
2024
Saturday, June 9
Sunday, June 8
Saturday, May 25
Saturday, September 28
Saturday, October 19

Request a special tour for groups of 10 or more. Dates and times flexible to meet your needs.

Questions? Email Steel City Vice at mobsburgh@gmail.com