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Favorite watering hole of such legends as Ernest Hemingway, Truman Capote, Tennessee Williams, Shel Silverstein and Jimmy Buffet, Captain Tonyâ€™s Saloon is not just a bar it is a piece of living history. The saloonâ€™s namesake, fishing boat captain gunrunner, gambling casino operator and Mayor of Key West the late Captain Tony, was a larger than life character who was often described as a dropout from a Hemingway novel. Originally built in 1851 as an icehouse that doubled as a morgue Captain Tonyâ€™s Saloon is steeped in history. When you stop in for a cold one, remember you are drinking where legends have been drinking for decades.