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Favorite watering hole of such legends as Ernest Hemingway, Truman Capote, Tennessee Williams, Shel Silverstein and Jimmy Buffet, Captain Tony’s Saloon is not just a bar it is a piece of living history. The saloon’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 Tony’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. We’re glad you’re here and we welcome you to stay a while and learn about us!

Browse around the site and please come down and pull up a barstool next time you’re in paradise…we’ll have a cold one waitin’ for you at the bar!

The Hanging Tree

A tree growing out of the middle of the bar and through the roof was originally the “hanging tree” where 17 people where hanged. Legend has it that one of...

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Hemingway and Tony's

Most of Hemingway’s productive years as an author took place in Key West during 1928-1938 and his favorite watering hole was a bar, owned by his good friend, Josie Russell...

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Capt Tony Obituary

Anthony “Captain Tony” Tarracino, former mayor and “Mayor Emeritus” of the city of Key West, a former charter boat captain, saloon owner and still a visionary character who for years...

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Saloon History

The building housing Captain Tony’s Saloon has a history as colorful as the town of Key West itself. When first constructed in 1851, 428 Greene Street was an ice house...

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  • We ship via the U.S. Postal Service
  • In-stock items are shipped within 48-72 hours
  • We are on “Island Time” but we will work to get your order to you quickly.
  • Please email us with any questions or concerns regarding your order.
  • Local pickup is always welcome.