NYC Prohibition Era Speakeasy Tour with Guide

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 boot

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.

From: $0.00

Location: New York City

What's Included

Community Discussion

Q&A

Q: Is there an age limit for this speakeasy tour?

A: Yes, you need to be at least 21 years old to join the tour since it includes visits to bars and drinking establishments. Make sure to bring a valid ID with you just in case! It's a fun night but definitely aimed at adults.

Q: What should I wear for the Prohibition Era Speakeasy Tour?

A: Dress comfortably but with a hint of style! Many people like to go full vintage with flapper dresses or suits to match the 1920s vibe. Just be sure to wear comfortable shoes since you'll be walking quite a bit between the speakeasies.

Q: What if the weather is bad? Do they cancel the tour?

A: The tour generally runs rain or shine, but if there's severe weather, they might reschedule it. It's best to check with the provider a day or two before your scheduled tour to confirm, especially if it’s looking stormy outside.

Discussions

Thinking about gifting the NYC Speakeasy Tour - Anyone been?

I’m considering this Prohibition Era Speakeasy Tour for my friend's birthday! I love the idea of exploring three hidden bars and learning about the history. How was the vibe? Did they enjoy the drinks? Any tips for first-timers?

Just finished the Speakeasy Tour and wow!

We just got back from the NYC Speakeasy Tour, and I have to say, it exceeded all expectations! Meeting at Grand Central was iconic, and the stories about the mob were super engaging. The drinks were optional, but we couldn’t resist trying a few! Totally recommend it for anyone who loves history and a good cocktail.