Original Chicago Prohibition Tour: Discover Hidden Speakeasies
Difficulty
easy
Duration
3.5 hours
Fitness Level
Suitable for all fitness levels; involves moderate walking between stops over mostly flat urban terrain.
Overview
Explore Chicago’s secret speakeasies with a private guided tour that mixes history and signature drinks. Discover fascinating stories from the Prohibition era while tasting iconic cocktails across four hidden bars.
Original Chicago Prohibition Tour
3 hours 30 minutes • Ages 21+
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About This Adventure
Embark on a unique 3.5-hour journey through four neighborhood speakeasies, guided by an expert who shares captivating tales of Prohibition. Discover the era's signature drinks while enjoying the freedom to order at your leisure. This immersive experience combines history, culture, and the thrill of hidden bars.
Our bus driven neighborhood speakeasy experience
Duration
3 hours and 30 minutes
About
Visit 4 neighborhood speakeasies over the course of 3.5 hours. Guide will educate you on the full history of Prohibition and provide insight into the drinks you can order to represent the era. Driver will take group from location to location.
Drinks and food not provided by the tour nor are they required. Anything ordered is at the discretion of the guest, enjoy!
Adventure Tips
Bring a Valid ID
You must be 21 or older with a government-issued ID to participate and order drinks.
Wear Comfortable Shoes
This tour involves walking between venues within neighborhoods, so comfortable footwear is recommended.
Stay Hydrated
Enjoy water between tastings to stay hydrated throughout the 3.5-hour tour.
Arrive On Time
Tours start promptly and late arrivals may not be accommodated, so plan to arrive early.
Local Insights
Wildlife
- Urban squirrels
- Various city pigeons
History
Chicago's Prohibition era saw hidden bars thriving despite official bans, with gangsters and bootleggers playing central roles in the city’s underground economy.
Conservation
Many bars focus on sustainability by using local ingredients for cocktails and minimizing waste to preserve Chicago's urban environment.
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Adventure Hotspots in Chicago
Frequently Asked Questions
Recommended Gear
Valid Photo ID
Required to prove legal drinking age at speakeasies.
Comfortable Walking Shoes
Necessary for walking between bar locations comfortably.
Light Jacket or Sweater
Helps stay warm during cooler evenings in fall.
fall specific
Compact Umbrella
Useful for unexpected rain showers during springtime.
spring specific