The best bars & nightlife in Key West

12 bars & nightlife we’ve checked and stand behind — with the story on each one. Not a ranking; a record.

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Nightlife · 12 places · showing the latest additions first

Craving something other than boat drinks? Vinos on Duval pours a deep by the glass lineup plus bubbles, spritzes, and dessert sips, and…

810 Duval St

Craving something other than boat drinks? Vinos on Duval pours a deep by the glass lineup plus bubbles, spritzes, and dessert sips, and lets you build your own cheese and charcuterie board with hummus and snacky spreads. Easy, cozy, very Key West...

From the Key West newsletter, August 3, 2026

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Interactive drag shows, DJ dance music & cocktails draw revelers to this glowing party & show bar.

711 Duval St

Interactive drag shows, DJ dance music & cocktails draw revelers to this glowing party & show bar.

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Easygoing bar offering a diverse menu of cocktails, plus cupcake sushi & familiar snacks.

423 Caroline St

Easygoing bar offering a diverse menu of cocktails, plus cupcake sushi & familiar snacks.

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Hot dogs, popcorn, and peanuts are popular snacks at this laid-back cocktail bar set in the Pier House Resort & Spa.

1 Duval St

Hot dogs, popcorn, and peanuts are popular snacks at this laid-back cocktail bar set in the Pier House Resort & Spa.

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Low-key, intimate bar attracting locals with 60+ craft beers, wine, spirits & sports on TV.

201 Ann St

Low-key, intimate bar attracting locals with 60+ craft beers, wine, spirits & sports on TV.

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An institution since 1890, this watering hole features a jukebox & frequent live music.

601 Whitehead St

An institution since 1890, this watering hole features a jukebox & frequent live music.

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Tiki House

Nightlife

Cozy, laid-back cocktail bar offering classic & updated tiki drinks amid retro South Seas decor.

203 Duval St

Cozy, laid-back cocktail bar offering classic & updated tiki drinks amid retro South Seas decor.

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The Bull

Nightlife

Old-school watering hole pouring potent cocktails & drafts in a muralled, open-air space.

224 Duval St

Old-school watering hole pouring potent cocktails & drafts in a muralled, open-air space.

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Casual clothing-optional rooftop bar with cocktails, beer, and music.

224 Duval St

Casual clothing-optional rooftop bar with cocktails, beer, and music.

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Quirky liquor store/bar with outside tables, live music nights & a selection of spirits for sale.

1325 Simonton St

Quirky liquor store/bar with outside tables, live music nights & a selection of spirits for sale.

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Burgers & tacos with a twist spotlighted at a convivial hangout featuring a courtyard & live music.

409 Caroline St (Naval Air Station Key West)

Burgers & tacos with a twist spotlighted at a convivial hangout featuring a courtyard & live music.

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Relaxed venue featuring comfort food, cocktails and a menu of Irish mains as well as sports-bar fare and more than 10 beers on tap.

1900 Flagler Ave

Relaxed venue featuring comfort food, cocktails and a menu of Irish mains as well as sports-bar fare and more than 10 beers on tap.

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