Sunset outdoor party with people dancing near a waterfront stage.

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

22&Co

22&Co is a whimsical cocktail bar in Key West serving fresh, glitter-infused drinks with fun bartenders, tutus, and unicorn flair.

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

Green Parrot Bar

Green Parrot Bar is a legendary Key West dive bar near Duval Street known for live music, cold drinks, and a laid-back island vibe.

Marathon

Lighthouse Kitchen + Bar

Lighthouse Kitchen + Bar – waterfront seafood restaurant in Marathon, where fresh local flavors and sunset views shine.

Key West

Lighthouse Hotel

Historic charm meets vibrant Key West life steps from Hemingway House and the iconic lighthouse.

Weddings Max
60
Meetings Max
60

Key West

Hank's Hair of the Dog Saloon

Hank’s Hair of the Dog Saloon in Key West is a vibrant dog-friendly bar with live music, creative cocktails, and a renowned food truck on-site.

Islamorada

Papa Joe's Waterfront

Papa Joe’s Waterfront – Waterfront dining & tiki-bar paradise in Islamorada with unbeatable sunset views.

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

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.

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.

Marathon

Skipjack Resort and Marina

Relax at Skipjack Resort & Marina in the Florida Keys—luxury suites, marina, pool, and fresh seafood!

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.

The Lower Keys

Mangrove Mama's

Mangrove Mama’s — beloved seafood & steakhouse in Sugarloaf Key where Island-style flavors meet a laid-back Florida Keys vibe.