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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Category
Amenities
Marathon

Havana Jack's Oceanside Restaurant and Bar

Experience vibrant American Caribbean flavors and lively atmosphere at Havana Jack's Oceanside!

Islamorada

Islamorada Brewery & Distillery

Discover award-winning craft beers, spirits, and vibrant island vibes in Islamorada!

Key West

Key West Theater

The Key West Theater — performing arts & live events in Key West, where historic charm meets world-class entertainment.

Marathon

Sparky's Landing - Fish n Cocktails

Sparky’s Landing in Marathon serves fresh seafood, island-inspired dishes, and tropical cocktails with stunning waterfront views.

Key West

La Concha Key West, Autograph Collection

Discover a historic Key West icon blending vintage flair with modern luxury.

Meetings Max
200
Total Space
1300 sq ft
Largest Room
600 sq ft

The Lower Keys

Boondocks Grille and Draft House

Boondocks Grille & Draft House is a lively waterfront restaurant and tiki bar in Ramrod Key, offering fresh seafood, burgers, live music, and the only 18-hole mini-golf course in the Florida Keys.

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

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 Largo

Pilot House Restaurant & Marina

Full-service marina & waterfront dining in the heart of Key Largo

Key West

Hard Rock Café

Hard Rock Cafe Key West on Duval Street blends American comfort food with rock-and-roll memorabilia and island energy.

Key West

The Gardens Hotel & Cottages d'vine Wine Gallery

The Gardens Hotel is a boutique hotel in Key West, offering luxurious accommodations, lush tropical gardens, and a serene atmosphere, just steps from Duval Street.

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.

Marathon

Skipjack Resort and Marina

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

Key West

Celtic Conch Public House

Celtic Conch Public House is Key West’s authentic Irish pub, combining classic pub fare, over 40 Irish whiskeys, live music, and a rooftop lounge.

Key West

Southernmost Beach Resort

Southernmost Beach Resort is one of Key West's most iconic beachfront resorts, offering four romantic wedding venues from private beach ceremonies to poolside celebrations at the quiet end of Duval Street, with full-service catering and a dedicated team to bring your dream day to life.

Weddings Max
200
Meetings Max
200
Total Space
1476 sq ft
Largest Room
800 sq ft