Best Nightlife in Key West

Grand Vin is a wine bar in Key West that offers a free tasting and a selection of food items, including tacos carnitas.

Oldtown Tavern offers a successful happy hour with 50% off appetizers and drinks, making it a good value for enjoying small plates and wine.

A popular spot famous for its extensive selection of frozen cocktails, offering a refreshing way to cool off.

A multi-story establishment offering distinct experiences on each level, from a lively dive bar to an open-air bar and a clothing-optional rooftop garden.

The rooftop area of the Bull and Whistle bar, known for its clothing-optional policy and relaxed atmosphere.

A brewery established in 2005, offering a relaxed vibe and popular beers like the 'Iguana Bay'.

Sloppy Joe's Bar is a world-famous establishment on Duval Street known for its original Sloppy Joe sandwich and lively atmosphere with live music.

Sloppy Joe's is a historic bar on Duval Street, known as a favorite hangout of Ernest Hemingway and a popular spot for nightlife.

Hogs Breath Saloon is an iconic Key West bar on Duval Street, famous for its live music and raucous, fun-loving atmosphere.

A distinctive bar located just off the harbor walk, featuring a pool and waterfalls.

A historic Key West saloon with a rich past, claiming to be the oldest bar in Florida and a former hangout for figures like Ernest Hemingway.

Pickles Pub offers award-winning pub wings with a vast selection of 18 sauces, making it a go-to spot for wing enthusiasts.

Island Dogs Bar is a casual, open-air neighborhood bar famous for its unique 'Island Dog,' a tropical-inspired hot dog with a flavorful combination of toppings.

Surly Siren Saloon is a newer, inviting bar located off Duval Street, offering a relaxed, treehouse-like ambiance and unique 'pig wings' with various sauces.

The Dive Bar Shirt Club is a local's haunt, less crowded than Duval Street, offering good bar food, local beers like 'Iguana Bait,' and a unique t-shirt subscription service.

A classic Key Largo spot on Florida Bay, perfect for enjoying live music and a signature key lime rum punch at sunset.

A hyper-local bar in Key West offering an overhead view of the busy street below, providing a respite from the revelry.

A nice outdoor bar on or near Duval Street known for drinks and atmosphere.

Dirty Harry's is a vibrant bar in Key West known for its energetic atmosphere, live music, and multiple bar areas.

The Ball is a bar in Key West that features live music, including reggae bands, and provides a good people-watching spot from its balcony.

First Flight is a bar and restaurant located in the historic building where Pan-American World Airways began in 1927.

General Horse Play is a bar known for its high-quality cocktails and a fun, unique happy hour involving a dice roll for drink prices.

Green Parrots is a bar with a very laid-back atmosphere, characterized by quirky decor and memorabilia, offering a relaxed environment.

Waterfront Brewery serves house-brewed craft beers and provides entertainment with arcade games.

Sunset Pier is a relaxed waterfront restaurant and bar known for its live music and sunset views.

A tiki bar located near La Siesta Resort in Islamorada, famous for serving the original Rum Runner cocktail.

A popular bar located on Duval Street, known for its energetic atmosphere and its dual identity offering different experiences on each side.

A popular bar on Duval Street known for its casual atmosphere and its walls adorned with signed dollar bills from visitors.

An iconic and historic Key West bar renowned for its laid-back vibe, live music, and being a local gathering spot since 1890.

A small, intimate bar known for its potent drinks and quiet atmosphere, offering a more laid-back Key West bar experience.