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NYC Prohibition Era Speakeasy Tour with Guide

1 Review 5.00 out of 5 stars Based on 1 reviews collected by Key West Private Charters and TripAdvisor | Recommended by 100% of reviewers | New York City, USA
Don't miss out!
On average, this is booked 83 (62) days in advance.

3 hours (approx.)
Mobile ticket
Offered in: English
Instant confirmation

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.
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Meeting Location

Meeting point

89 East 42nd Street
New York, NY 10017, USA

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

102 Norfolk Street
New York, NY 10002, USA

What To Expect

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Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
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Grand Central Terminal

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.
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45 minutes Admission Ticket Free

Lower East Side

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.
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40 minutes Admission Ticket Free

Lower East Side

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.
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40 minutes Admission Ticket Free

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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?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (EST).This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

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Activity code: C-5527280P18

Traveler Photos

Reviews

5.00
1 reviews

Average 5.00 out of 5 stars based on 1 traveler reviews collected by Key West Private Charters and partner sites such as Cool Destinations and TripAdvisor

5 stars
1
4 stars
0
3 stars
0
2 stars
0
1 star
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Don't miss out!
On average, this is booked 83 (62) days in advance.

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What's Included

Activity name

  • Local guide
  • Alcoholic beveragesDrinks 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.

Additional Info

Activity name

  • 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

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