Key West: Nightlife

801 You'll find a bar at street level, a popular drag cabaret upstairs, and a slightly more funky/naughty back bar. 801 Duval St.; 305-296-1992; www.801bourbon.com
dancing | gay

Bourbon Street Pub This hopping video bar with its small dance floor and quiet courtyard bar and pool caters to a gay clientele. 724 Duval St.; 305-296-1992; www.bourbonstreetcomplex.com
dancing | gay

Captain Tony’s Saloon Get your fill of local flavor at the joint Tony Tarracino (the town’s colorful mayor, and former gambler) has owned since 1958. Décor consists of bric-a-brac and a tree growing through its ceiling. 428 Greene St.; 305-294-1838; www.capttonyssaloon.com
lounge | bar

Margaritaville Café Yup – that Margaritaville. Although touristy, it’s always fun to be able to say you paid a visit to the restaurant/bar opened by the famous singer Jimmy Buffett. 500 Duval St.; 305-292-1435; www.margaritaville.com
lounge | bar

Pearl's Patio Ladies only! Over toward the east side of the island, you’ll find Key West's only all-women's venue. The open-air, poolside bar has a comfortable, relaxed vibe. 525 United St.; 800-749-6696; www.pearlspatio.com
dancing | lesbian

Sloppy Joe's Made famous as a Hemingway hangout, the cavernous flag-bestrewn room offers up different music acts every night. 201 Duval St.; 305-294-5717; www.sloppyjoes.com
dancing | bar