About this experience
Meet your guide under the iconic clock at Grand Central Terminal and step back into the 1920s for an evening exploring New York City’s hidden Prohibition-era nightlife. Follow in the footsteps of bootleggers, mob bosses, and socialites as you uncover the city’s underground bar scene.
During the tour, you’ll visit three historic speakeasies, each with its own story of secret parties, elite gatherings, and underground drinking. At one stop, enjoy free time to relax and have a traditional drink. Drinks are optional and at the guest’s own expense.
Your guide will share tales of Prohibition-era New York, including organized crime, bootlegging routes, and how New Yorkers enjoyed nightlife despite the ban. The tour combines history, true crime, and social storytelling for a fun, immersive night out.
The tour concludes at a former gangster hangout, revealing how mob networks shaped the city’s nightlife.
At a glance
- Duration: 3 hr
What is included
- Local guide
Not included
- Drinks are not included and are optional at the guest’s own expense.
- Gratuities for the guide are optional but reccomended
- The subway fare is not included and is at the guest’s expense. It can be paid directly using a contactless credit/debit card or a smartphone.
Itinerary and highlights
Meet your guide inside Grand Central near the main clock. Your first stop is a historic speakeasy hidden inside the terminal. Discover how elite New Yorkers secretly drank during Prohibition and hear fascinating stories about underground parties and high-society nightlife in the 1920s.
Travel by subway to the Lower East Side and visit one of the city’s oldest tavern-style bars. Learn how immigrant communities and saloon culture shaped New York’s social scene.
End the tour at a historic nightlife spot linked to organized crime. Hear stories about bootlegging operations, mob bosses, and how underground networks kept the city’s nightlife alive.
Meeting and pickup information
- The guide will be waiting for you inside Grand Central Terminal, near the main clock.
Languages and tickets
- English — Guide
- Mobile Only
Tour operator
- CARERI ENTERTAINMENT
Meeting points and locations
Accessibility and practical details
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Guests under 21 years old are not allowed to participate. Please bring a valid form of identification.
Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
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