Milwaukee Mobsters & Mafia

Step into Milwaukee’s shadowy underworld, where bootleggers, racketeers, corrupt politicians, and organized crime figures helped shape the city behind closed doors. Explore the streets once frequented by gangsters, mob associates, and notorious characters whose influence stretched from neighborhood taverns to powerful political circles.
From Prohibition-era speakeasies to tales of vice, gambling, and criminal enterprise, this tour uncovers the hidden stories that rarely make it into the history books. Discover how Milwaukee’s underworld operated, who controlled it, and the lasting impact these figures left on the city.
Follow the money, power, and intrigue that fueled Milwaukee’s criminal underworld. Walk the streets where deals were made, fortunes were built, and alliances were forged. Rich in local history, colorful characters, and fascinating true stories, the Mobsters & Mafia Tour offers a captivating look into a side of Milwaukee that few ever get to see.

75 minutes. Outdoor, rain or shine. Please arrive 20 minutes before tour start time.

Meeting Location: 422 S. 2nd Street
This is an outdoor walking tour. Please dress appropriately for Milwaukee weather.