











NYC Prohibition Era Speakeasy Tour with Guide
- Free cancellation up to 24 hours before the experience starts.
- Languages: English and Italian
- Guided tour of Prohibition-era sites in NYC
- Visits to several historic speakeasy-style bars
- Stories of bootleggers, gangsters, and hidden speakeasies
- Historical context and immersive storytelling
- Food and drinks (optional)
- Gratuities for the guide
- People under 21 years old (valid ID required)
- Transportation to and from meeting point
- Languages: English and Italian
- Guided tour of Prohibition-era sites in NYC
- Visits to several historic speakeasy-style bars
- Stories of bootleggers, gangsters, and hidden speakeasies
- Historical context and immersive storytelling
- Food and drinks (optional)
- Gratuities for the guide
- People under 21 years old (valid ID required)
- Transportation to and from meeting point
Step back into the 1920s and uncover the true story of Prohibition in New York City on a history-focused walking experience through the city’s former underground nightlife.
Meet your guide beneath the famous clock inside Grand Central Terminal, where your journey begins with the surprising story of a glamorous former speakeasy hidden inside one of New York’s most iconic landmarks. Learn how elite socialites, wealthy businessmen, and politicians secretly gathered here to drink during the years when alcohol was banned.
Unlike typical nightlife tours that simply move from bar to bar, this experience is designed as a storytelling journey into the history of Prohibition. Through vivid stories and real historical accounts, your guide will reveal how the city adapted to the alcohol ban and how an entire underground economy emerged.
Travel by subway to the historic Lower East Side, a neighborhood where immigrant communities, small taverns, and organized crime networks all played a role in shaping New York’s Prohibition era. Along the way, discover how alcohol was smuggled into the city, how secret bars operated behind hidden doors, and how mob figures turned bootlegging into a powerful criminal enterprise.
During the tour, you will step inside several historic speakeasy-style venues connected to the stories being told. These stops serve as historical settings that help bring the era to life rather than functioning as a traditional bar crawl. At one stop, guests have the option to sit down and enjoy a drink (optional and at your own expense) while hearing more stories about the city’s underground nightlife.
The experience concludes at a legendary former gangster hangout, where you’ll learn how organized crime groups managed bootlegging routes and controlled much of the city’s illegal nightlife during the Prohibition years.
This tour is perfect for travelers who want to go beyond a typical night out and instead discover the fascinating history, characters, and hidden locations that defined New York’s most rebellious era.
- Begin inside Grand Central Terminal and uncover a secret speakeasy
- Explore hidden Prohibition-era speakeasies and bootlegger secrets
- Hear real stories of mobsters, bootlegging, and secret nightlife
- Step inside historic speakeasy-style bars linked to true events
- Walk the historic Lower East Side and learn its underground past
The meeting point may vary. Always check the tickets we sent you to confirm the final details before the activity.

Not suitable for
- People under 21 years
What to bring
- Cash
- Credit card
- Passport or ID card
Know before you go
- Bring a document like Identity card or passport.
- The event is not suitable for people under 21 years of age.
