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 West
Sunset Pier
Ocean Key Legacy Resort & Bar — iconic Key West destination featuring the famed Sunset Pier with cocktails, live music & nightly views.
The Lower Keys
Looe Key Reef Resort & Dive Center
Looe Key Reef Resort offers beachfront accommodations, daily scuba and snorkeling trips, a full-service dive shop, and a Tiki Bar with live entertainment in the Florida Keys.
Key Largo
Snappers Oceanfront Restaurant & Bar
Snappers Oceanfront Restaurant & Bar in Key Largo serves vibrant waterfront dining with a casual Tiki Bar, live music, dockside seating, boat dockage, and a “Keysy” island vibe.
Key West
The Backyard - Blue Flamingo
The Backyard Blue Flamingo in Key West serves up island-inspired eats, refreshing cocktails, and a relaxed, tropical backyard vibe.
Key West
Mangoes Restaurant
Mangoes — Caribbean-inspired dining on Duval Street in Key West, where fresh seafood and live music meet tropical island vibes.
Marathon
Havana Jack's Oceanside Restaurant and Bar
Experience vibrant American Caribbean flavors and lively atmosphere at Havana Jack's Oceanside!
Key West
Sloppy Joe's Bar
A legendary Key West bar & live-music venue—Sloppy Joe’s offers tropical nightlife, cocktails, and island vibes since 1933.
Key Largo
Bayside Grille
Bayside Grille in Key Largo is a waterfront restaurant delivering vibrant Key-Caribbean cuisine, sunset views, and live music.
Key West
Key West Theater
The Key West Theater — performing arts & live events in Key West, where historic charm meets world-class entertainment.
Key West
Keys Caribbean Resorts
Explore KeysCaribbean: Expert hotel management and luxury vacation rentals.
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.
Islamorada
Hog Heaven Sports Bar and Grill
Hog Heaven Sports Bar & Grill in Islamorada serves hearty smoked BBQ, fresh seafood, and dairy-free late-night fun just off the Overseas Highway.
Key West
Willie T's Restaurant and Bar
Willie T’s in Key West is a lively Duval Street bar and restaurant known for its tropical drinks, live music, and upbeat island atmosphere.
Key West
RockHouse Live Key West
Lively multi-level bar and entertainment spot on Duval Street with live bands, karaoke, DJs, food, drinks, and a rooftop deck in the heart of Key West nightlife.
