Private Speakeasy Pub Crawl in Chicago with Local Historian

4 Ratings
  • Live Guide
  • Instant Confirmation
  • Pickup Service
  • Skip the line
  • Private Tour
  • E-Ticket
  • 3 hr

Our Prohibition Era Speakeasy Pub Crawl is filled with cocktails and a perfect venue for bachelor or bachelorette parties, corporate events, or just a fun night out on the town to celebrate life and your friends. Hosted by a local historian, the tour makes stops at: • Al Capone’s neighborhood • Old Chicago bars • Prohibition era establishments  We transport you back in time to the 1920s, entering our venues through secret openings that really shed light on what the city was like 100-years ago. Relive the glamour of this time period while listening to stories of the rampant racketeering and bootlegging. If you’re really feeling up to it, dress the part, too.

Itinerary Details

We’ll visit old bars of Chicago, many preserved in original condition, that were open during prohibition in the 1920’s. Enter by way of the “secret” entrance and enjoy one of the same cocktails ordered by the infamous Chicago gangsters & bank robbers at these venues nearly a century ago. Al Capone’s personal favorite was “The South-side.” Relive the glamour of the 1920’s while listening to stories of the rampant racketeering and bootlegging of the era. This tour will visit several of these historic venues still in operation as speakeasies today in and around the Chicagoland area. The tour guide will tell the history behind and make recommendations for prohibition era cocktails, but the price of food and/or drinks is not included in the price of the tour. Dress is fancy casual or… For fun, you are welcome to wear period clothing like your Guide.
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