NYC Prohibition Era Speakeasy Tour with Guide
Overview
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.
What's Included
- Local guide
- Alcoholic beverages 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.
Meeting Location
89 East 42nd Street
New York, NY 10017, USA
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
102 Norfolk Street
New York, NY 10002, USA
What To Expect
Book Online
Safe & secure Easy breezy Hassle‑free
Grand Central Terminal
45 minutes Admission Ticket Free
Lower East Side
40 minutes Admission Ticket Free
Lower East Side
40 minutes Admission Ticket Free
Additional Info
- Confirmation is instant and will be received at time of booking
- 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.
- This tour/activity will have a maximum of 20 travelers
Frequently Asked Questions (7)
Q: What is the cancellation policy for the NYC Prohibition Era Speakeasy Tour with Guide?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-5527280P18
Traveler Photos
Reviews
Average 5.00 out of 5 stars based on 1 traveler reviews collected by Cool NYC and partner sites such as Cool Destinations and TripAdvisor
Additional Info
Similar Tours & Activities

Don't just visit Ground Zero; understand the profound legacy of September 11 through a deeply personal lens. This VIP experience pairs you with a guide...
$109

Discover where New York City began on a walking tour through the historic heart of Lower Manhattan. This 90-minute experience explores the Financial District, where...
$50

Discover America’s story in four unforgettable days from New York to Boston. Walk through Philadelphia’s Independence National Historical Park, explore Washington D.C.’s most powerful landmarks,...
$634

Did you know there is a hidden tennis court inside Grand Central? Or that the ceiling is backwards? Discover many more secrets on this tour...
$42
Travelers Who Bought This Tour Also Bought

Enjoy this fascinating 90 minute group tour that introduces you to all of the secrets of the Basilica of St. Patrick's Old Cathedral. Enter off...
$38

New York in One Day Guided Sightseeing Tour (includes bus, walking tour and ferry ride!)
Experience the best of New York City with a knowledgeable, licensed tour guide by your side. Our guides will make your journey unforgettable as they...
$99

Taste your way through global ice cream flavors, explore immersive installations, ride NYC’s longest indoor slide, dive into the iconic Sprinkle Pool, and create sweet...
$49

SUMMIT One Vanderbilt blends elements of art and technology, taking the concept of an “observation deck” to entirely new heights. Explore three levels of mind-bending...
$48







