Private Bus Option Available
Drinks and food included
Hotel or business pick up and drop off

Step into the shadowy world of the 1920s with our The Prohibition Walking Tour, where you’ll uncover the hidden speakeasies, notorious gangsters, and bootleggers that fueled New York’s nightlife. As we journey through the city, we’ll take you to iconic spots that once defied the law, all while diving into the fascinating tales of secret deals and underground parties. Raise a glass (legally, of course) as we bring the Roaring Twenties back to life!

If the walking tour doesn’t work for your group, for whatever reason, this tour is also available as a guided bus tour. Check the Trip Details section below for more information. You will have the option to choose the tour type you need after clicking the “Book Now” button.

Why Take This Tour?

Visit Historic Speakeasies: Explore New York’s hidden bars that thrived during Prohibition
Learn Gangster Lore: Hear stories of notorious mobsters and their role in the illegal liquor trade
See Iconic Prohibition Sites: Discover landmarks central to New York’s Prohibition story

Click the Tabs for Details

Tour Information

Tour Information

Price

$59 per person


Departure time

Flexible


Meeting point

90 Bedford St, New York, NY 10014, USA


Availability

7 days


Duration

2 hours


Group size

Minimum 2, maximum 34 per tour


Participation requirements

21 and above


Not Included

Drinks and food.


What to bring

Dress upscale casual and bring Passport ID


About your Guide

Throughout every tour, our team blends detailed historical facts with engaging anecdotes and unique insights. His passion for telling authentic stories about historic events and everyday lives of iconic people who shaped the city will make you feel inspired, and you’ll leave the tour with a new found appreciation of New York City.

Pricing

Guests can enjoy the Bus Tour in the same format as our Walking Tour, or choose their own stops from eight Prohibition‑era bar options plus a few hidden gems. Our team can also curate a custom route for your group.

All tours are led by fully licensed New York City Tour Guides.

  • Pricing applies exclusively to full‑bus rentals
  • Food and drinks available as optional add‑ons (contact us for details)
  • Guests may also bring or purchase their own food and beverages
  • Net rates available upon request.

Find out Where We'll Take You and What You’ll See on This Tour

McSorley’s Old Ale House:
Step back in time at New York’s oldest Irish tavern, where sawdust floors and ale mugs whisper stories from the Prohibition era. Discover how McSorley’s managed to stay open through the dry years and became a timeless symbol of Old New York.
Old Town Bar:
Opened in 1892, this historic saloon served as a quiet refuge during Prohibition, when locals could still sneak a pint behind drawn shades. Its mahogany bar and tin ceiling have watched over more than a century of New York drinking history.
Petes Tavern:
Once disguised as a flower shop to survive Prohibition, Pete’s poured whiskey for writers, politicians, and dreamers. Learn how this Gramercy Park landmark became the city’s longest continuously operating bar – and a refuge for literary legends.
Chumley’s:
Hidden behind an unmarked door on Bedford Street, this speakeasy hosted the likes of Hemingway, Steinbeck, and Fitzgerald. Hear how its secret entrances, coded slang, and smoky backroom tales gave birth to some of America’s greatest stories.

Yes as long as everyone is 21 and up

Most definitely we encourage it

Yes

5

Unfortunately not

Yes

Yes

No

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