1. United States
  2. Illinois
  3. Chicago
  4. Lincoln Park

Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

Product ID: 289555
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Travel back in time to the 1920s, when Chicago was a Prohibition Era hub for lively speakeasies. Your guide, a young, local historian, will lead you through secret entrances to speakeasies once frequented by bank robbers and Chicago gangsters.
About this activity
Cancel up to 24 hours in advance to receive a full refund
Mobile ticketing
Duration: 3 hours
Check availability to see starting times.
Skip the line through express security check
Instant confirmation
Live tour guide
English, Polish

Pickup included

Your chauffeur and guide will pick you and your group up anywhere within the Chicago city limits

Select participants, date, and language:



  • Enter historic speakeasies via secret passages
  • Hear the colorful stories behind Chicago’s Prohibition Era past
  • Travel around the city in style with a well-versed young guide
Full description
Spend an evening visiting the Chicago speakeasies that have been open since the Prohibition Era in the 1920s, many preserved in their original conditions. With your own private group, enter by way of secret entrances and enjoy the same cocktails ordered by infamous Chicago gangsters and bank robbers at these venues nearly a century ago. Relive the glamor of the 1920s while listening to stories of the rampant racketeering and bootlegging of the era.  

Alcohol is available for purchase at the three to four different speakeasy stops. Your private tour guide will make Prohibition Era drink recommendations and tell you the stories behind them. Travel around with your young, professional guide and be chauffeured in luxury transportation, ranging from a luxury SUV to a full-sized luxury motor coach.
  • Hotel pickup and drop-off within Chicago city limits
  • 3-hour guided tour with historian
  • Entry to 3-4 working Chicago speakeasies
  • Luxury transportation
  • Chauffeur gratuity
What’s Not Included
  • Alcoholic beverages (available for purchase)
  • Tour guide gratuity
Not suitable for
  • People with mobility impairments
  • People under 21 years

Prepare for the activity

Important information
What to bring
  • Passport or ID card
  • Driver's license
Not allowed
  • Sleeveless shirts
Know before you go
The vehicle used will depend on the size of the group (Mercedes S 550 Sedan, Cadillac Escalade, Mercedes Sprinter, Mini Coach Bus).

From US$ 780 Per group up to 5

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