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

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 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

Captain Tony's Saloon

Captain Tony’s Saloon is a historic Key West dive bar famous for its colorful past, live music, and legendary visitors like Ernest Hemingway and Jimmy Buffett.

Key West

Keys Caribbean Resorts

Explore KeysCaribbean: Expert hotel management and luxury vacation rentals.

Key West

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort is a luxury hotel located in Old Town Key West, offering a blend of classic Florida Keys elegance and modern amenities.

Weddings Max
100
Meetings Max
70
Total Space
655 sq ft
Largest Room
655 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.

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

Oceanview Inn & Sports Club

The Ocean View Inn & Sports Pub in Islamorada offers comfortable accommodations with a tropical flair, an outdoor pool, and a lively pub serving classic American fare and late-night bites.

Islamorada

Dive Bar on the Bay

Dive Bar on the Bay in Tavernier is a waterfront bar and grill serving cold drinks, casual bites, and island views in a laid-back setting.

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

The Palm Deck

Rooftop cocktail lounge with ocean views, creative craft drinks, shareable plates, and live music in Marathon, Florida Keys.

Key West

Key West Theater

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

Key Largo

Bayside Sunset Bar

Bayside Sunset Bar in Key Largo offers waterfront dining with spectacular sunset views, live music, and craft cocktails.

Marathon

The Rhum House

The Rhum House offers handcrafted cocktails, Caribbean-inspired dishes, and live music in a lively island atmosphere. Perfect for enjoying sunsets and tropical vibes.

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.