Live Music
Music is part of the rhythm of life in The Florida Keys & Key West. From waterfront tiki bars and open-air patios to intimate lounges and lively stages, live music drifts through the islands nearly every night of the week. Local bands, touring acts, and talented solo performers keep the soundtrack going with everything from reggae and rock to jazz, country, and island-inspired favorites. Grab a drink, watch the sunset, and settle in. The next great song is probably starting somewhere nearby.
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Key Largo
Pilot House Restaurant & Marina
Full-service marina & waterfront dining in the heart of Key Largo
Key West
Rick's and Durty Harry's
Rick’s & Durty Harry’s Entertainment Complex — vibrant live music and dance club in Key West, where seven venues under one roof deliver nonstop fun on Duval Street.
Key West
The Saint Hotel
The Saint Hotel Key West, Autograph Collection, is an adults-only boutique hotel located at 417 Eaton Street in Old Town Key West.
Surly Siren Saloon
Surly Siren Saloon in Key West is a lively bar offering craft cocktails, local brews, and a fun, energetic atmosphere. Perfect for a night out with friends in the heart of Key West.
Key West
22&Co
22&Co is a whimsical cocktail bar in Key West serving fresh, glitter-infused drinks with fun bartenders, tutus, and unicorn flair.
The Lower Keys
No Name Pub
No Name Pub – A legendary off-beat Florida Keys tavern serving award-winning pizza and pub fare amidst thousands of dollar bills stapled to the walls.
Islamorada
Founders Park
45-acre recreation park in Islamorada with beach, pool, sports & playgrounds.
Key West
Bali Bar
Relax with creative tropical cocktails, live music, and laid-back island vibes at the Bali Bar inside The Key West Hotel on Duval Street, Key West, FL.
Key Largo
Skippers Dockside
Skipper’s Dockside — oceanfront seafood & comfort fare at Mile Marker 100 in Key Largo, where marina‑side views, live music and classic cocktails set the scene.
Key West
General Horseplay
General Horseplay in Key West is a lively cocktail bar offering inventive drinks, gourmet snacks, and nightly entertainment in a cozy, retro-chic setting.
Key West
Sunset Pier
Ocean Key Legacy Resort & Bar — iconic Key West destination featuring the famed Sunset Pier with cocktails, live music & nightly views.
Key West
Flama Cabana
Flama Cabana is a vibrant waterfront cocktail lounge in Key West offering Cuban-inspired tapas, rum-forward cocktails, live music, and ocean views at Havana Cabana resort.
Key West
Sebago Watersports
Top-rated Key West watersports & sailing tours — snorkeling, sunset sails, parasailing & more.
