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A Week in the City

Top Rated Nightlife in Key West

Search Radius (Miles)
Blue Heaven

A much-loved restaurant in the vibrant Bahama Village and the whole city, Blue Heaven was reportedly 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 the menu, with baking done on the premises where desserts, rolls, and bread pour from the ovens. Also renowned for its courtyard that conceals a surprising secret—a pet cemetery housing the graves of cats and roosters, diners can relish their meals amidst the subtle echoes of unique tales.

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.

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.

Virgilio's

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.

Irish Kevin's

Irish Kevin's is all about having fun. Featuring live entertainment and friendly staff, it's a cool place top hangout grab a beer and some food. The owner Kevin (we should have guessed!) arrived in the US in 1992 and previously performed on Duvall street, finally with his dream intact(dream of opening a watering hole) he is the regular attraction at the bar, with sing-a-long numbers and comedy skits. Also performing every night is singer/entertainer Jared Michael Hobgood.

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