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Top Rated Nightlife in Key West

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Aqua Nightclub

Aqua Nightclub is one of the most popular nightlife haunts in the city. Known for its live music events, karaoke and other entertaining events; the club has amassed a large fan following. The place with its fun vibe, is known to be among the best for singles as well as LGBT, making it a convivial place to visit. If you are one of those people who love to tap their feet to dance numbers, Aqua Nightclub is your place to be. So when you are in the city and want to ring in the night with fun, frolic and laughter, head to Aqua Nightclub.

Blue Heaven

This much-loved restaurant reportedly was once the site of boxing matches refereed by none other than Ernest Hemingway. Now you will find avant-garde artwork in the gallery upstairs and great chow at modest prices in the restaurant. Caribbean flavors predominate and baking is done on the premises where desserts, rolls and breads pour from the ovens. All three meals are served here and Sunday brunch draws crowd. No reservations are taken, so be prepared to wait in line. That may, in fact, be half the fun.

The Rum Bar at The Speakeasy Inn

Comfortably set inside the Speakeasy Inn The Rum Bar is a casual bar which serves a wide range of spirits in a laid-back atmosphere. The decor is rustic featuring a huge vintage-style bar, cushioned bar stools, wooden walls and a small TV mounted onto a corner of the bar. The place is particularly known for its specialty drinks such as the Rum Runner, Goombay Smash, Dark & Stormy and Hurricane. Also, try the Bahama Bomb if rum is your spirit of choice.


Virgilio's is one of the most widely visited cocktail bar, where cocktails and chilled martinis are not the only drinks served here. The bar possesses a penchant for letting you drink delicious wines and scotches, from all over the world, listening to soothing lounge music, accompanied by jazz and blues. The bar is never quiet because as the night comes closer, the volumes of the music go higher, making your evening an enjoyable one.

Little Room Jazz Club

Escape into oblivion with the smooth strains of jazz at the Little Room Jazz Club, an intimate cove for music lovers located on the dynamic Duval Street. This cozy haven features talented jazz musicians every night of the week, from the Hal Howland Trio and Ericson Holt, to the Denis Hyland Quartet and Terri White. Bring your date, sip on heavenly cocktails and let the night fold you into its embrace.

Sloppy Joe's

Founded in 1933 on the day Prohibition was repealed, this famous bar became one of author Ernest Hemingway's favorite drinking spots. In fact, it is rumored that Hemingway even came up with the name "Sloppy Joe's." Nowadays, the bar has a very casual atmosphere, hosts live bands, and serves good meals, including the original Sloppy Joe sandwich. With live entertainment and a lively crowd, this is one of the best parties in town. It is also the home of a Hemingway look-alike contest.

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