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 Broadway and partner sites such as Cool Destinations and TripAdvisor
Additional Info
Similar Tours & Activities
*NOT A FOOD TOUR* Delve deeper into the rich tapestry of New York City with CityShuffles, exploring the captivating historical districts of SoHo, Little Italy,...
$250
Celebrate the holiday season with a personalized journey to the spectacular Dyker Heights Christmas lights! This private tour offers a festive and exclusive experience, with...
$1,650
Get this eSim to stay connected friends and family, and to find your way around town. The eSim allows you to enjoy 4G/ 5G (where...
$5
If your intention is to get a complete idea of New York, you should not miss the opportunity to know the districts of Brooklyn, Bronx...
$40
*NOT A FOOD TOUR* Delve deeper into the rich tapestry of New York City with CityShuffles, exploring the captivating historical districts of SoHo, Little Italy,...
$250
Celebrate the holiday season with a personalized journey to the spectacular Dyker Heights Christmas lights! This private tour offers a festive and exclusive experience, with...
$1,650
Get this eSim to stay connected friends and family, and to find your way around town. The eSim allows you to enjoy 4G/ 5G (where...
$5
If your intention is to get a complete idea of New York, you should not miss the opportunity to know the districts of Brooklyn, Bronx...
$40
Travelers Who Bought This Tour Also Bought
New York Catacombs by Candlelight
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 Experience Ticket
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
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
Frequently Asked Questions (7)
The answers provided below were previously given in response to questions from Cool Broadway customers.
Filter by:
- 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.
- 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.
The minimum age to participate is 21..
Apr 2025If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.
If you find a date and time that works for you, book it NOW because things always sell out at this time of year.
Apr 2025Accessibility information for the NYC Prohibition Era Speakeasy Tour with Guide is as follows:
- Public transportation options are available nearby
- Suitable for all physical fitness levels
Detailed check-in instructions – including meeting point address, Google map, and parking information – for NYC Prohibition Era Speakeasy Tour with Guide will be included in your confirmation email from Cool Broadway. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!
Mar 2024Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.
Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.
If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.
Oct 2026What's Included
- 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
- 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
