Captain Tony's Saloon

The first and original Sloppy Joe’s. A must if you are first timer. Capt. Tony’s Saloon is a landmark. A true Key West treasure.

Legends like Ernest Hemingway, Truman Capote, Tennessee Williams, Shel Silverstein and Jimmy Buffet have frequented this watering hole and you can’t help but feel transported back in time.

The saloon’s namesake Captain Tony was a fishing boat captain gunrunner, gambling casino operator and Mayor of Key West who was a larger than life character.

Don’t forget to hang your bra on the ceiling. Let loose.