Key West , Florida
Tel: 305 294 5717
Concierge.com's insider take:
This is one of those storied bars steeped in Key West history. Originally opened the day Prohibition ended in 1933 with the name Blind Pig, Sloppy Joe's moved to its current location in 1937. Papa drank here, of course, and legend has it Hemingway lobbied for the name change with a comment to then-owner Josie Russell, saying "Joe, you run a sloppy place—you should call this place Sloppy Joe's." The bar honors his memory, so to speak, with an annual Hemingway look-alike contest at the end of July. On any given day, the crowd is heavy on cruise ship day-trippers, but things perk up by sundown, when the tables are cleared for an impromptu dance floor and the live band rocks until 2 am. It's the best place to let loose with a sinfully sweet and strong piña colada.
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