ts entrance through a phone booth located in a hot dog shop. Conclude your American Prohibition tou

In New York City, a former speakeasy crawl could start at the 21 Club. During Prohibition the owners (and cousins) Jack Kreindler and Charlie Berns had an impressively complex system to thwart the authorities. When bribed local police would alert the bar about a raid, the bartender would warn customers and press a button to make the bar and liquor shelves flip upside down, dropping all bottles down into the sewer system. The crafty cousins, who were never caught, even had a secret passageway to a room with canned goods and smoked hams that covered up a secret entrance to a wine cellar.

The most notorious Prohibition-era crime boss was Al Capone, the Chicago gangster who got his start in New York and made most of his money smuggling and bootlegging alcohol. For more insight into Capone’s crime reign, head to the Museum of the American Gangster, built in a former speakeasy in New York’s East Village. Artefacts range from Tommy guns and crime family portraits to bootleggers’ beer lockers.

New speakeasy-style bars in New York City pay homage to the 1920s. In Chinatown, Apotheke is a dimly lit, elegantly furnished lounge hidden behind an anonymous storefront. In the East Village, Please Don’t Tell has become a tourist attraction for its entrance through a phone booth located in a hot dog shop.

Conclude your American Prohibition tour in Chicago. Take the Untouchable Tour of former shootout sites, brothels and gambling houses, led by costumed guides who’ll immerse you in the city’s not-too-distant history. Learn about gangsters John Dillinger and Bugs Moran – and about Al Capone’s transformation from a Robin Hood figure with movie star status to a syphilis-plagued prisoner who went crazy before dying in incarceration.
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