Visit The Speakeasies that made the famous, infamous. Become a “scofflaw” while we tell stories of gangsters, politicians, and beyond in the spaces where it happened.
Visit 4 neighborhood speakeasies over the course of 4 hours. Guide will educate you on the full history of Prohibition and provide insight into the drinks you can order to represent the era.
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Get a closer look into how alcohol flowed through the streets of Chicago! From the “down and dirty” gangster hangouts, to the “jackets required” establishments for Chicago’s elite, learn what it took for all Chicagoans to get their booze!
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Our private events are tailored to your specific needs. Whether a full sit down dinner in a speakeasy, or cocktails and apps as we go, our events are unique experiences guests will share as the highlight of their time in Chicago.
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This was absolutely unbelievable. Jonathan had such a depth of knowledge on everything associated with the prohibition period. We were totally gripped for 3+ hours which says a lot considering you’re also having drinks. 10/10 it is a Chicago MUST.

Excellent guide. Knowledgeable and good sense of humor. Quickly observed and addressed chatty passengers that were annoying others. Great fun. Highly recommend.

This was quite probably one of the best tours I have ever been on. The facts and entertainment as well as seeing and learning about the speakeasy’s was fantastic. If you do nothing else when visiting Chicago do this tour. A special shout out to John our guide absolutely brilliant and thank you.



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