Showing 1-16 of 16 results
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Aqua
For a peppy scene that includes dancing and occasional drag shows, men and women should head to Aqua.
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Bourbon St Pub & 801 Bourbon Bar
Gay nightlife, in many cases, blends into mainstream nightlife, with everybody kind of going everywhere these days. But the backbone of the gay bar scene can be found in a pair of cruisey-type watering holes that sit across the street from one another, Bourbon St Pub and 801 Bourbon Bar (801 Duval St), which can be summed up in five words: drag queen-led karaoke night.
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Captain Tony's Saloon
The propagandists would have you believe Sloppy Joe's was Hemingway's original bar, and that's technically true, but the physical place where the old man drank was right here (Sloppy Joe's was eventually moved around the corner and into frat boy hell). Hemingway's third wife (a journalist sent to profile Poppa) seduced him in this very bar, wallpapered with business cards from around the world (including this travel writer's).
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Cowboy Bills
Do your best bow-legged saunter here for some (very) over-the-top country-n-western vibe, live honky tonk and weekly 'sexy bull-riding' competitions. If you just spilled your Miller High Life in excitement, turn off Blue Collar Comedy Tour and git on down here.
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Garden of Eden
Go to the top of this building and discover Key West's own clothing-optional drinking patio. Lest you get too excited, cameras aren't allowed, most people come clothed, and those who do elect to flaunt their birthday suits are often…erm…older.
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Green Parrot
The oldest bar on an island of bars, this rogue's cantina opened in the late 19th century and hasn't closed yet. The owner tells you the parachute on the ceiling is 'weighed down with termite turds,' while a blues band howls through clouds of smoke. Defunct business signs and local artwork litter the walls and, yes, that's the city attorney showing off her new tattoo at the pool table.
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Hog's Breath
A good place to start the infamous Duval Pub Crawl, the Hog's Breath is a rockin' outdoor bar with good live bands and better cold Coronas.
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Irish Kevin's
One of the most popular megabars on Duval, Kevin's has a pretty good entertainment formula pinned down: nightly live acts that are a cross between a folk singer, radio shock jock and pep rally cheerleader. The crowd consistently goes ape-poo for acoustic covers of '80s favorites. Basically, this is a good place to see 50 women from New Jersey do tequila shots, scream 'Livin' On a Prayer' at the top of their lungs and then inexplicably sob into their Michelob. It's more fun than it sounds.
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Island Dogs Bar
'Come as you are,' reads the sign, and as it's written, so it goes in this hip (for Key West) joint, which seems to attract a younger crowd.
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Key West Players
Catch high-quality musicals and dramas from the oldest running theater troupe in Florida, which has a November through April season.
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Key West Symphony Orchestra
Key West's critically acclaimed orchestra performs classics from Debussy, Beethoven and Mendelssohn from December through April.
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La Te Da
While the outside bar is where locals gather for mellow chats over beer, you can catch high-quality drag acts - big names come here from around the country - upstairs at the fabulous Crystal Room on weekends. More low-key cabaret acts grace the downstairs lounge.
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Pearl's Rainbow
Gay women will enjoy the backyard pool bar at the women's inn, Pearl's Rainbow.
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Red Barn Theatre
An occasionally edgy and always fun, cozy, little local playhouse.
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Schooner Wharf
Schooner Wharf manages to work in three happy hours a day.
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Virgilio's
This bar/stage is as un-Keys as they come, and frankly, thank God for a little variety. This town needs a dark, candle-lit martini lounge where you can chill to jazz and get down with some salsa, and Virgilio's handsomely provides.
Showing 1-16 of 16 results
