Home of the Original Sloppy Joe's & The Oldest Bar in Florida


Welcome to Capt Tony's Saloon

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!

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Capt Tony’s Book
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An annual 10-day party in paradise for adults! Started in 1979 by a small group of Key West locals, the party was created to bring visitors to the island in what was a typically quiet, but beautiful season. Now, Fantasy Fest has grown every year since its inception and is now the wildest extravaganza around!

Hanging Tree at Capt Tony's Saloon
The Hanging Tree

A tree growing in the middle of the bar and through the roof has a sordid history of its own and legends to accompany it. Come pull up a seat at the bar and let us tell you all about it…

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 called “Sloppy Joe’s” … not the one on Duval Street though; the original Sloppy Joes is now Captain Tony’s Saloon.

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 brought world attention to Key West, died peacefully Saturday, Nov. 1, 2008, at the age of 92.

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 that doubled as the city morgue.

we accept

We accept payment through PayPal, a well-known, trusted, and secure way to make payments over the Internet. No financial information, passwords, credit card numbers or personal information other than your name, email address, and shipping address is received by us.

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shipping methods
  • 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 your quickly.
  • Please email us with any questions or concerns regarding your order.
  • Local pickup is always welcome