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.

Filters
Keys Season Deals
Destination
Category
Amenities
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.

Key Largo

Jimmy Johnson's Big Chill

Waterfront dining & live music 7 nights a week at Key Largo’s bayside hotspot.

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

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 Largo

Pilot House Restaurant & Marina

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

Marathon

Lighthouse Kitchen + Bar

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

Key West

The Alamo Key West

The Alamo Key West is a laid-back local bar known for its friendly atmosphere, cold drinks, and classic island charm.

Key West

Rams Head Southernmost

Rams Head Southernmost — vibrant island dining & live-music bar in Key West, where craft beer, bold flavors and courtyard vibes meet.

Key West

Keys Caribbean Resorts

Explore KeysCaribbean: Expert hotel management and luxury vacation rentals.

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.

Marathon

Dockside Boot Key Harbor

Dockside at Boot Key Harbor offers waterfront dining with fresh seafood, cocktails, and sweeping marina views in Marathon, FL.

The Lower Keys

Kiki's Sandbar & Grille

Kiki’s Sandbar & Bar & Grille — beachfront seafood bar & grill in Little Torch Key, where live music, tropical views, and island vibes come together.

Key West

Tiki House

Tiki House Key West is the island’s go-to tropical bar featuring handcrafted tiki cocktails, live music, and laid-back island vibes.