Key West Entertainment

Entertainment in Key West

  1. A

    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.

    reviewed

  2. 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.

    reviewed

  3. B

    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, candlelit martini lounge where you can chill to jazz and get down with some salsa, and Virgilio’s handsomely provides.

    reviewed

  4. C

    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, git on down here.

    reviewed

  5. D

    Green Parrot

    With tenure as the island's oldest bar (since 1890) this fabulous dive draws a lively mix of locals and out-of-towners; if you don't meet someone interesting, move over a seat.

    reviewed

  6. E

    Captain Tony's Saloon

    This former icehouse, morgue and Hemingway haunt is built around the town's old hanging tree. The eclectic decor includes emancipated bras and signed dollar bills.

    reviewed

  7. F

    Island Dogs Bar

    ‘Come as you are,’ reads the sign, and as it is written, so it goes in this hip (for Key West) joint, which seems to attract a younger crowd of drinkers.

    reviewed

  8. G

    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.

    reviewed

  9. H

    Key West Players

    Catch high-quality musicals and dramas from the oldest-running theater troupe in Florida. The season runs November through April.

    reviewed

  10. I

    Key West Symphony Orchestra

    Key West’s critically acclaimed orchestra performs classics from Debussy, Beethoven and Mendelssohn from December through April.

    reviewed

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  12. J

    La Te da

    Look for drag queens to mark your arrival at this complex that has three bars and a cabaret space famous for its drag shows.

    reviewed

  13. K

    Aqua

    For a peppy scene that includes dancing and occasional drag shows, men and women should head to Aqua.

    reviewed

  14. L

    Coffee Plantation

    The best internet café (and best coffee) in town is Coffee Plantation, which has free wi-fi.

    reviewed

  15. M

    Garden of Eden

    Make like Adam and Eve at this clothing-optional rooftop bar where even the fig leaf is optional.

    reviewed

  16. N

    Schooner Wharf

    Happiness abounds with three happy hours a day (8am to noon, 5pm to 7pm and 2am to 4am).

    reviewed

  17. O

    Kelly's Caribbean Bar

    A good place to sip a cool drink in a laid-back, patio atmosphere.

    reviewed

  18. P

    Red Barn Theatre

    An occasionally edgy and always fun, cozy little local playhouse.

    reviewed