The Speakeasy Adventure: A Tipsy Trip Through History
Overview
A little history. A little scandal. A few fabulous drinks! Welcome to NYC's Speakeasy Adventure!
Escape the Times Square madness and slip into Midtown Manhattan's hidden watering holes, where cocktails flow, secrets spill, and history gets deliciously scandalous!
Follow your charismatic local guide through speakeasies. Uncover the outrageous tales of bootleggers, rebellious women, notorious characters, and the New Yorkers who made breaking the rules an art form.
Expect secret entrances, expertly crafted cocktails, fascinating history, and plenty of laughs as you mingle with fellow adventurers. Whether you're flying solo, out with friends, or looking for a unique NYC night out, you're in for a spirited adventure!
This isn't a stuffy history lecture and it's definitely not a bar crawl!
It's NYC's Best Walking Cocktail Party, where strangers become friends and every drink comes with a story worth telling.
What's Included
- Free admission, express entry and preferred customer treatment at venues
- Great storytelling of U.S. immigration and Prohibition Era history
- Experience the ambience and mixology of three iconic NYC speakeasies and bars
- Hosted by a local, professional and licensed guide
- Alcoholic/non-alcoholic drinks (available to purchase. crdit card and processing fees may be added)
- Gratuities
Meeting Location
New York
NY 10019, USA
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
This activity ends back at the meeting point.
What To Expect
Book Online
Safe & secure Easy breezy Hassle‑free
Times Square (pass by)
Theater District (pass by)
Hell's Kitchen (pass by)
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- Not recommended for travelers with spinal injuries
- Not recommended for travelers with poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
- Minimum drinking age is 21 years old
- Dress code is upscale casual. No sportswear or ripped clothing permitted.
- A maximum of 10 people per booking
- Participants must bring a government issued photo ID or a passport for proof of age
- This tour/activity will have a maximum of 20 travelers
Frequently Asked Questions (7)
Q: What is the cancellation policy for the The Speakeasy Adventure: A Tipsy Trip Through History?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-39251P1
Traveler Photos
Reviews
Average 4.88 out of 5 stars based on 256 traveler reviews collected by Cool New York City and partner sites such as Cool Destinations and TripAdvisor
Additional Info
Similar Tours & Activities
Hard Rock Cafe New York Times Square
Treat your senses with a prix-fixe menu at the New York Hard Rock Cafe. Classic American cooking comes to the heart of Times Square, where...
$41
Asian Dumplings in New York City
There will be two types of fillings available to make: ground beef and veggie, or a vegan filling. You will learn the techniques to steam...
$63
30+ New York Sights in one tour! Fun local guide. 5 hour walking tour of the best New York has to offer and then visit...
$152
Experience a beautiful New York City sunset and the illuminated cityscape during a comfortable and unique NYC Harbor sunset cruise along the Hudson River. Take...
$113
Treat your senses with a prix-fixe menu at the New York Hard Rock Cafe. Classic American cooking comes to the heart of Times Square, where...
$41
There will be two types of fillings available to make: ground beef and veggie, or a vegan filling. You will learn the techniques to steam...
$63
30+ New York Sights in one tour! Fun local guide. 5 hour walking tour of the best New York has to offer and then visit...
$152
Experience a beautiful New York City sunset and the illuminated cityscape during a comfortable and unique NYC Harbor sunset cruise along the Hudson River. Take...
$113
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 New York City 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).
- Free admission, express entry and preferred customer treatment at venues.
- Great storytelling of U.S. immigration and Prohibition Era history.
- Experience the ambience and mixology of three iconic NYC speakeasies and bars.
- Hosted by a local, professional and licensed guide.
- Alcoholic/non-alcoholic drinks (available to purchase. crdit card and processing fees may be added).
- Gratuities.
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 The Speakeasy Adventure: A Tipsy Trip Through History is as follows:
- Public transportation options are available nearby
- Not recommended for travelers with spinal injuries
- Not recommended for travelers with poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
Detailed check-in instructions – including meeting point address, Google map, and parking information – for The Speakeasy Adventure: A Tipsy Trip Through History will be included in your confirmation email from Cool New York City. 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
- Free admission, express entry and preferred customer treatment at venues
- Great storytelling of U.S. immigration and Prohibition Era history
- Experience the ambience and mixology of three iconic NYC speakeasies and bars
- Hosted by a local, professional and licensed guide
- Alcoholic/non-alcoholic drinks (available to purchase. crdit card and processing fees may be added)
- Gratuities
Additional Info
- Confirmation is instant and will be received at time of booking
- Public transportation options are available nearby
- Not recommended for travelers with spinal injuries
- Not recommended for travelers with poor cardiovascular health
- Travelers should have at least a moderate level of physical fitness
- Minimum drinking age is 21 years old
- Dress code is upscale casual. No sportswear or ripped clothing permitted.
- A maximum of 10 people per booking
- Participants must bring a government issued photo ID or a passport for proof of age
- This tour/activity will have a maximum of 20 travelers
