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Key West Bars Near Mallory Square

Little Room Jazz Club

Jazz ClubsLive Music

The Little Room Jazz Club is situated on the quieter side of Duval Street. Featuring live music nightly from some of the world’s best blue and jazz musicians around. This cozy club opens at 4pm daily, they serve a large selection of craft beer and wine.
Heroes Bar & Liberty Lounge

Craft BeerWine Bars

Heroes Bar & Liberty Lounge is a pub and craft cocktail lounge in the heart of the historic district of Old Town in Key West, FL. All veterans, active duty military members and first responders receive a 20% heroes discount!
Tipsy Rooster Liquor Store & Bar

Cocktail Bars

Drink Now….Its cocktail time all the time in Key West! Enjoy specialty cocktails made with house-infused liquors and a pizza while relaxing in the sand. Or you can stop by the liquor store and buy the perfect ingredients to make your own Key West cocktail.
The Bull and Whistle Bar

Happy Hour BarsLive Music

The Bull and Whistle is two bars in one. Large crowds gather around the central bar to watch the live music on the Bull’s small performance stage, while the Whistle plays host to the sport lovers. Shoot a game of pool, play darts or people watch while sitting on one of the many stools that line its famous balcony. Venture on to the third floor if you are daring. It plays host to Key West’s only clothing-optional bar, aptly named Garden of Eden.
Point5 Lounge at nine one five

Cocktail BarsLounges

The upstairs from nine one five, POINT5, offers delectable hors d’oeuvres, original cocktails, and a full selection of wine. After dinner, POINT5 becomes an upbeat dance party. There’s plenty of fun to be had under the Victorian columns, filament lights, and awesome food.
22&Co

Cocktail Bars

22&Co in old town Key West features fresh cocktails, fun bartenders, tutus, flamingos, and unicorns. Need we say more?
430 Duval

Caribbean RestaurantsLocal Seafood

A sophisticated and unique space found in the grand lobby of Crowne Plaza La Concha brings a city chic vibe to Key West. Offering enticing island inspired small plates with bold Caribbean spices and fresh local seafood! 430 Lounge bar is open from 12PM to 11PM daily, with an enticing happy hour starting at 4:30PM, their bar mixologists offer refreshing signature 430 Duval cocktails! Their Sleek Lounge area seats small and large parties or you can cozy up at the grand bar.
The Roost

Cocktail BarsWine Bars

The Roost is your friendly neighborhood liquor store and bar with classic craft cocktails, fine wine, and small bites located just steps from Duval Street in Old Town Key West. They offer something for everyone such as delicious small plates of smoked salmon, caviar service, and more… along with an extensive liquor store!
Sunset Pier

Cocktail BarsOutdoor Seating

Adjacent to Mallory Square along the boardwalk you will find the Sunset Pier. Enjoy breathtaking views of the world famous sunset while indulging in Caribbean delights from their tiki-bar. Nightly music and dancing surround you as you perch atop one of their waterfront bar stools. Sip on a tropical beverage as your watch the sunset into the horizon making it the perfect ending to a marvelous day.
Don's Place

Happy Hour Bars

Don’s Place, a ‘locals’ bar for tourists. Located at the corner of Truman and Grinnell Streets, it is an inside air-conditioned bar with an outside tiki bar. Play a game of pool or darts inside or challenge someone in a game of corn hole, ping pong or foosball at the outside tiki-bar while watching your favorite game on the tube. Need to take some liquor home? Its drive up window makes it very convenient. Don’s is the first and last bar you hit off of Duval Street.
Old Town Tavern & Beer Garden

Craft BeerWine Bars

The lively bar where you can mingle with the locals. Air conditioned, smoke free, indoor high tables or cozy benches? Outdoors in the Beer Garden against the rail to watch the comings and goings of Duval Street or at a garden table? They are also pet friendly!
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