Bus Guided And Walking Tours Rooted In Chicago’s Most Notorious Era.

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.

Our Experiences

Journey Beyond the Ordinary

Original Chicago Prohibition Tour – Bus Driven Neighborhood Speakeasy Experience

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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Hidden In Plain Sight – Our Downtown Walking Speakeasy Tour

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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Private Corporate Events – Custom Speakeasy Experiences for Your Team

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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Our Testimonial

People Say About Us!

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.

Ruth

Ruth

Ireland
Jacqueline O

Jacqueline O

United States
Paul W

Paul W

Britain
Our Blog

Discover Prohibition Tour!

Prohibition is Still on the Ballot…in Illinois!

If you live in the small township of Gardner in Sangamon County, Illinois, you might wonder whether you’re voting in...

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Happy Birthday, Chicago!

The shining city on the lake turned one hundred eighty-three years young this week!  While we celebrate another year, it’s...

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The Devil Made Me Dance; Jazz’s Impact on Prohibition

During Prohibition, and especially in Chicago, jazz was a cultural touchstone that riled just as many in anger as it...

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