You might just see it as a regular old saloon that offers cold beer and respite from the Key West sun, but this particular place in Florida is so much more. This iconic Key West bar has quite the history within the state, not just because it’s been around for nearly forever, but because the clientele that has come through these doors are some of the biggest names in entertainment history.

Key West has gained quite the reputation throughout the past few decades as being the tropical paradise within the U.S. that many notable names chose to escape to.

Flickr Mike

And while you may have thought that these literary giants were heading to paradise to scribble out their next masterpiece, many were going for some sun, fun, and a much-needed visit to Captain Tony’s Saloon.

Flickr Sam Howzit

Captain Tony’s Saloon is dubbed the oldest bar in Florida, and has been a Key West landmark since 1851.

TripAdvisor Eric J.

Not only is this saloon a piece of living history, but it also became the favorite watering hole for notable names such as Ernest Hemingway, Truman Capote, Tennessee Williams, Shel Silverstein, and Jimmy Buffet to name a few.

TripAdvisor dalechilders

In fact, it’s been said that Jimmy Buffet got his start here in the 1970s where he was a regular performer and was paid in tequila!

TripAdvisor BlueMarlinDave

What was originally built as an icehouse that doubled as a morgue in 1851 eventually because a place to stop in for an ice cold beverage and cheers to the literary giants who have shared those same stools.

TripAdvisor dalechilders

But don’t expect to walk through the doors and find refinery and sophistication.

TripAdvisor sezie

This old saloon is anything but, and instead seems to be the epitomization of your standard dive bar.

TripAdvisor hansulricha

The iconic bar was named after the late Captain Tony, a maritime legend that was once a known-gambler, fishing boat captain, and even the Mayor of Key West.

TripAdvisor kjosker

Today, Captain Tony remains the true spirit of this old saloon and welcomes all guests to come in and enjoy the sea breeze with a cold one in hand.

TripAdvisor David D.

How To Get Here: 428 Greene St, Key West, FL 33040

Flickr Mike

Flickr Sam Howzit

TripAdvisor Eric J.

TripAdvisor dalechilders

TripAdvisor BlueMarlinDave

TripAdvisor sezie

TripAdvisor hansulricha

TripAdvisor kjosker

TripAdvisor David D.

Hours of Operation: Monday through Sunday from 10 a.m. to 2 p.m.

To learn more about Captain Tony’s Saloon, visit the website. Have you ever been to Captain Tony’s before? Share with us your experience in the comments.

Also, if you’re looking for other things to do in Key West, check out one of the best places to snag Key Lime pie in Florida.

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