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 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.