Bars
Duval Street is Key West’s touristy nightlife hub, brimming with neon-lit bars and party spots. If you prefer R&R to spring break partying-all-night, Key West’s selection of mellow bars and upscale cocktail spots might be more your thing. The Porch
Tucked off the center of buzzy Duval Street, this low-key local’s favorite is a peaceful haven among the hubbub. With a constantly updated selection of craft beers and wines, it’s a great place to chill in the balmy night air. You can take a table on the patio among hip, friendly locals.
429 Caroline Street, Key West, FL 33040. Little Room Jazz Club
Cool vintage-inspired decor – think chandeliers and leather lounge chairs – glams up this laidback bar on Duval Street. Nightly live music from local musicians adds a touch of soul to your evening drink.
821 Duval Street, Key West FL 33040
Dance clubs
From toe-tapping saloons to down and dirty reggae joints, Key West’s scattered with dance venues. If you like to work off some calories swinging your hips on the dance floor, you won’t have to wander far to find a buzzing club in Key West. Aqua Nightclub
Everybody’s welcome to dance ‘til the early hours at Key West’s prime gay club. Glitter and sequins are the name of the game here, especially when the Aquanette drag queens hit the floor. Grab a cocktail, check out the hilarious cabaret, and then strut your stuff on the dance floor.
711 Duval Street, Key West FL 33040.
Theater
Key West’s performing arts scene is alive and kicking thanks to its artsy locals. A selection of amateur and professional theater groups put on musicals, plays, and shows in various venues across the city, but the one below is the most acclaimed. Waterfront Playhouse
A not-for-profit professional theatre tucked down by the ocean, Waterfront Playhouse is an intimate 150-seat venue whose shows regularly sell out in advance. It draws on its local pool of actors, designers, and directors, with occasional appearances from national names. If you fancy catching a show here you’ll have to book in advance.
312 Wall Street, Key West FL 33040.
Movie theaters
Had enough of boozing in buzzing bars? A trip to one of Key West’s cinemas might be the calming night out you’re in need of. If you’re looking to catch the latest blockbuster head to the modern multiscreen, while fans of arthouse offerings should check out the theater listed below. Tropic Cinema
This retro-style movie mecca offers 3 screens showing various indie, avant-garde, and award-winning films. The Film Society behind the theatre is locally run, and came about after a group of local residents sought to widen Key West’s film scene. As well as a movie, you might also catch a literary event or festival at the cinema.
416 Eaton Street, Key West FL 33040.
