New York City Prohibition Walking Tour

Join a fascinating walking tour through New York City’s most historic neighborhoods, including Greenwich Village, SoHo, and Little Italy, where you’ll view six of the city’s oldest saloons. Along the way, you’ll stroll through the streets and hear captivating stories of gangsters, bootleggers, political powerhouses, and the infamous Tammany Hall. Discover how these legendary establishments became gathering places for some of the city’s most notorious figures during the Prohibition era, shaping New York’s colorful and often turbulent past. The tour concludes at our final stop in the heart of Little Italy, where you are free to purchase a beverage if you wish while soaking up the atmosphere of one of the city’s most iconic historic neighborhoods.

1. 1

   White Horse Tavern

   25 min

   One of New York City's oldest taverns, the White Horse Tavern is renowned for its rich literary history and legendary patrons. Hear captivating stories of the writers, artists, and colorful characters who made it famous.

2. 2

   Stop 2

   20 min

   Visit The Eighty Six, located at the historic Chumley's address, a former Prohibition-era speakeasy once frequented by celebrated authors and intellectuals. Discover its fascinating past and enduring legacy.

3. 3

   The Stonewall Inn

   25 min

   Stop outside the iconic Stonewall Inn, a National Historic Landmark and the birthplace of the modern LGBTQ+ rights movement. Learn how this landmark helped shape American history.

4. 4

   Fanelli's Cafe

   15 min

   Explore one of SoHo's oldest taverns and discover how it evolved from a neighborhood saloon into one of the area's most enduring historic gathering places.

5. 5

   Stop 5

   15 min

   Visit this classic neighborhood bar, affectionately known as "Shark Bar," while learning about SoHo's transformation and the colorful stories behind its historic watering holes.

6. 6

   Stop 6

   15 min

   Located in the heart of Little Italy, this historic bar has been featured in numerous films and television shows. Hear stories of the neighborhood's immigrant roots, gangsters, and vibrant past.

• Public transportation options are available nearby
• Infants are required to sit on an adult’s lap
• Not recommended for travelers with spinal injuries
• Not recommended for pregnant travelers
• Not recommended for travelers with poor cardiovascular health
• Travelers should have at least a moderate level of physical fitness

For a full refund, cancel at least 24 hours before the scheduled departure time.