When the sun slips below the horizon, a different side of the island begins to rise. The energy across Key West bars builds as music drifts through open-air doorways, lights glow along Duval Street, and the evening makes the island come alive.
Exploring these iconic nightlife spots is even better when you have a comfortable place to return to each night. Booking your vacation with 1800 Atlantic provides spacious condo rentals and Old Town Key West properties ideal for a peaceful retreat.
No visit is complete without experiencing the legendary stretch of Duval Street, home to some of the most iconic Key West bars.
Sloppy Joe’s Bar remains one of the island’s most recognizable spots, known for its lively atmosphere, daily live music, and ties to Ernest Hemingway. Just down the street, Hog’s Breath Saloon captures the same carefree energy with open-air seating, strong drinks, and music that spills into the night.
Some of the best bars in Key West pair great drinks with even better views.
Sunset Pier is a favorite for tropical cocktails, live music, and front row seats to one of the island’s most famous rituals, sunset over the water. Nearby, Schooner Wharf Bar delivers a fun night with live music in the historic seaport.
Beyond the busiest corners of Duval, you will find a few standout Key West bars that locals and repeat visitors return to again and again.
The Green Parrot Bar is often considered one of the island’s most authentic watering holes. It is unpretentious, welcoming, and known for strong drinks and excellent live music. General Horseplay offers an authentic experience, with creative cocktails and a playful atmosphere.
Captain Tony’s Saloon is recognized as the oldest bar on the island, and its past is as colorful as its crowd. The building has served many purposes over the years, including a morgue, cigar factory, and bordello, before becoming one of the most legendary bars in Key West, Florida.
There is nothing better than returning to a place that feels calm and spacious. 1800 Atlantic offers oceanfront Key West condo rentals with private balconies, full kitchens, and generous living areas, along with resort-style amenities like an Olympic-sized heated pool, Jacuzzi, tennis courts, and 400 feet of private Atlantic Ocean frontage.
For guests who want to stay closer to the island’s nightlife and dining scene, 1800 Atlantic also offers Old Town Key West vacation rentals within walking distance of some of the area’s most popular bars and restaurants.
After unforgettable nights, return to the comfort of your island retreat booked with 1800 Atlantic!
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1800 Atlantic Vacation Rentals by All Florida Keys Property Management, Key West, Florida
Spend your Key West vacation in our spacious luxury two or three bedroom suites. Our vacation rental rates are comparable to the prices for a single room at one of the many Key West hotels.