Claudio's Greenport Speakeasy- Long Island NY
Originally named Winter Harbor when it was founded in 1640, Greenport grew into a thriving commercial fishing community. Claudio's tavern has been a staple of the Greenport waterfront since it was founded in 1870 by a Portuguese whaler named Manuel Claudio.
The establishment is reportedly the oldest, same-family run restaurant in the U.S. Of note is Claudio's legacy during 1920's prohibition, when it flourished as an illegal speakeasy serving both pirates and politicians alike. With legendary gangsters like Al Capone and Dutch Schultz commanding the island's bootlegging enterprise, there were always plenty of spirits to go around.
The far eastern ports of Long Island were ideal enclaves for rum runners unloading contraband from the Caribbean, and outlying places like Claudio's were equally as fitting as social hubs for those in "the business." For twelve years, the illegal booze would enter Claudio's through a secret trap door under the floor, a vestige from a bygone era that still exists today.