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North America / USA / Florida / South Florida / The Keys / Key West / Best Nightlife

Captain Tony’s Saloon

Just around the corner from Duval’s beaten path, this smoky old bar is about as authentic as it gets. It comes complete with old-time regulars who remember the island before cruise ships; they say Hemingway drank, caroused, and even wrote here. The late owner, Capt. Tony Tarracino, was a former controversial Key West mayor—immortalized in Jimmy Buffett’s “Last Mango in Paris.”