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Key West Nightlife

Key West is well known for its festive nightlife culture. The island boasts a mix of bars, restaurants, live music venues, and poolside party spots. From low-key pubs to high-energy dance clubs, Key West's nightlife never has a shortage of fun, cocktails or music.
While Key West may be known for its amazing sunsets, it is also what happens after the sun goes down that brings people to the island. Here are some recommendations for getting the most out of Key West's nightlife and adults-only scene.


  • Tipsy Rooster Liquor Store And Bar
  • Tipsy Rooster Liquor Store And Bar
  • Tipsy Rooster Liquor Store And Bar
  • Tipsy Rooster Liquor Store And Bar

Tipsy Rooster Liquor Store And Bar

Whether you're on a rum run or looking to prepare for today's sunset with a new flavor, Tipsy Rooster has what you need to keep the good times going. Be spoilt for choices as this contemporary bar and liquor store features a large selection of products distilled in Key West.

Have a drink at the bar and relax while enjoying the live local musicians performing. Tipsy Rooster serves some of the best specialty cocktails on the island featuring house-infused liquors.
Historic Haunts
  • Sloppy Joe’s

    Sloppy Joe’s

    As the slogan states, it's a Key West Tradition to stop at Hemingway's favorite local bar who even gave it its name while he was living in Key West. Now the bar is one of the main attractions in town serving up food, cocktails and live music every day of the week.
  • Captain Tony’s Saloon

    Captain Tony’s Saloon

    Captain Tony's Saloon was also the original location of Sloppy Joe's from 1933-1937. This bar gets its extra flair from bras hanging from the ceiling and business cards covering the walls.
Live Music
  • Green Parrot

    Green Parrot

    Key West is famous for its live music  Named one of the best live music venues in Florida, the Green Parrot showcases bands from around the world every Friday, Saturday and Sunday from 5:30 to 7pm.  This famous Key West music bar also offers a second late night performance.
  • Irish Kevin’s

    Irish Kevin’s

    I came, I drank…I don't remember is not only the slogan, but also likely a warning! Entertainers encourage audience participation in their performances at this fun Irish themed bar.
  • Hog’s Breath

    Hog’s Breath

    This world famous bar is a popular Key West watering hole complete with shop, restaurant and bar. Conveniently located at the corner of Front and Duval streets, they stand behind the fact that Hog's Breath is Better Than No Breath at All!
  • Schooner Wharf

    Schooner Wharf

    A Key West classic, the Schooner Wharf is located in the Key West harbor providing patio seating and live band performances. They serve breakfast, lunch, dinner and late night snacks in this low-key bar on the water.
Casual Bars
  • General Horseplay

    General Horseplay

    With choices ranging from Dagger to Aire, General Horseplay is your one-stop destination featuring the best craft beer and wine in the town. Enjoy cocktails made with tequila and mezcal with the spice of live music played every evening. Laid back and vibe the lounge atmosphere with signature cocktails at Caroline Street, Key West, Florida.
  • Vino’s


    This quaint wine bar has an extensive wine collection that is constantly changing to keep selections fresh and exciting. Enjoy a glass on the porch overlooking Duval Street or in its cozy, vintage setting.
  • Rick’s


    Key West's largest entertainment complex features 8 bar venues, each offering a different experience. Rick's features a dance club, live music and sports bar, and a tree bar on Duval Street.
  • Fat Tuesday’s

    Fat Tuesday’s

    A world-famous chain, Fat Tuesday's frozen daiquiris are guaranteed to cool you off after a long day on the town. This lively venue has a DJ every night and is one the hot dancing venues on Duval.
Cabaret and Drag Shows
  • La Te Da

    La Te Da

    This downtown cabaret is only 3 blocks away from the Santa Maria Suites. La Te Da features an outdoor bar and restaurant as well as nightly performances from Christopher Peterson, Randy Roberts and more.
  • Aqua


    At this popular Key West bar and nightclub, reality is a drag and drag is a reality! Nightly shows include performances from the Aquanettes with singing, dancing, and comedy.