Bars & Nightlife - Key West, Florida

Bars & NightlifeGuide was updated: February 4, 2025

Key West's evenings and late nights are rife with spectacular venues full of food, live music, and dancing. No matter your preferences, the local bars are so different from each other that you're bound to find what you're looking for. There are plenty of opportunities for club hopping or pub crawls, with the added chance of tasting domestic beers and wines, as well as Caribbean and Cuban-style drinks.

Sloppy Joe's Bar

Tourist or not, a visit to Earnest Hemingway's favorite bar in Key West is mandatory. With live entertainment, national record fish hanging in the bar, the Hemingway look-alike contests in July and the original Sloppy Joe Sandwich, this bar lives up to its history, dating back to 1937.

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Schooner Wharf Bar

With its unique maritime decor, this bar and grill beckons locals and tourists with its view of the typical yachts of Key West's seaport and waterfront. Voted Best Local's Bar six years in a row partly because of its food and drinks offering, you'll be able to find a variety of specialty cocktails, martinis, margaritas and mojitos. Also hosting live music with special guest musicians such as Mike McCloud, and legendary bluesmen Big Jack Johnson and Johnny Johnson.

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Pickles Pub Key West

Sandbar Sports Grill bar is famous for dedicating different days to specific deals on their menu offering: taco Tuesday, chicken wing Wednesday and bloody Mary Sunday are only some examples. Their cocktail menu is also worth exploring. Try their Hurricane Brittney; light or dark rom with mango puree and grenadine, or their Island Sunrise; coconut rum with mango puree, pineapple grenadine and orange juice.

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Grand Vin Wine Bar

The Grand Vin opened its doors in 1997, and was actually the first wine bar of Key West. You can choose between red and white wine by the glass to be coupled with cheese. If you're more of a beer person, it's also available. They provide font porch seating, facing Duval Street.

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Virgilio's

A cocktail bar located behind La Trattoria Restaurant, Virgilio's hosts live music every day of the week, with genres ranging from Jazz to Latin — all in the lush embrace of their garden. It's also known for being the home to the traditional Martini Monday.

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Rick's Bar

A major nightspot complex in Key West, Rick’s is open seven days a week. It's equipped with dance floors at multiple levels and an outdoor patio that hosts two more bars, in addition to the main one inside. The mood ranges from lounge to dance club and to live music.

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Aqua Bar & Nightclub

This nightclub hosts Drag shows with an all-age option every Thursday, Friday and Saturday, starting from 7pm. Drinks can be ordered at the nearby garden bar named Back Bar, just down Tabby Way.

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Green Parrot Bar

The Green Parrot Bar is a fine option for everyone who enjoys having music coupled with their drinks. Other than daily live music, you'll also find a jukebox and monthly ukulele-based performances. Stop by for Monday night Bingo and check their website for more lively events.

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Bars & Nightlife in Key West, Florida

Sloppy Joe's Bar

Schooner Wharf Bar

Pickles Pub Key West

Grand Vin Wine Bar

Virgilio's

Rick's Bar

Aqua Bar & Nightclub

Green Parrot Bar