Kew West Bar Crawls

Hit Duval Street for the ultimate night out.

There are a lot of bars on Duval Street, so you need to know where to go before you head out. We can help – we have a list of the best bars in Key West!

While the sun’s still up…

Start with Sloppy Joe’s, at 201 Duval Street. This infamous bar opened in 1933, on the day Prohibition was repealed. A favorite spot of Hemingway’s, the bar is known for live entertainment and for being open 365 days a year.

Next, head down the street to Fat Tuesday at 305 Duval. This open-air bar is a great place to visit any time. Grab a table in the courtyard and (at least) one of their notoriously strong frozen drinks, which come in ten different tropical flavors.

Now that you’ve got a buzz going, walk two blocks up to 524 Duval for slightly more serious drinking. At Virgilio’s, you’ll enjoy live music and tasty martinis in a dimly lit bar offering sunset views.

Hit up another legend, Captain Tony’s Saloon, at 425 Greene Street. Named for its owner, and past mayor of Key West, Captain Tony Tarracino, this bar was a Jimmy Buffett favorite. Past patrons have included Presidents Truman and Kennedy, Elizabeth Taylor, Truman Capote and Tennessee Williams.

When the sun goes down…

For some fun, go up a bit further up Duval, to 801 Duval Street. The 801 Bourbon Bar is a dance club that features drag shows and cheap drinks. Feel free to join the fun on stage, or just keep on drinking while you watch! After the show, make your way down to 224 Duval to the Bull and Whistle Bar. With themed bars on each of the three floors, there is something for everyone. The drinks are strong, the dance floor is crowded, and the bartenders are friendly. If you feel like dancing, head down to 202 Duval Street. At Rick’s Bar, you’ll find live music and strippers at the Red Garter Saloon and a dance floor with a DJ at Rick’s Upstairs; both have cheap, stiff drinks. For more ideas on where to go in Key West, we have some nightlife suggestions.

After the bar…

Although it’s fun to party, always do so responsibly. If you’re too far from 0 Duval Street to walk back, please take a taxi. If you started the night out in your car, be sure to tell the taxi driver that your car got drunk – they’ll help you out and often will drive your car back to the hotel for you.

Explore Vibrant Key West

There’s always something to do in our historic paradise.

Explore Vibrant Key West

There’s always something to do in our historic paradise.


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