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 Largo
Gilbert's Resort & Marina
Gilbert’s Resort & Marina is a laid-back waterfront resort in Key Largo, featuring waterfront rooms, a private beach, and the Keys’ largest tiki bar with live music and dining.
Weddings Max
1000
Key Largo
Pilot House Restaurant & Marina
Full-service marina & waterfront dining in the heart of Key Largo
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.
Marathon
Bongo's Botanical Beer Garden and Cafe
Bongo’s Botanical Beer Garden on Grassy Key offers a tropical oasis featuring over 20 craft beers on tap, garden‑fresh cocktails, and a vibrant food truck menu.
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
Key West
Irish Kevin's
Irish Kevin’s in Key West is a legendary Duval Street bar known for its live music, hilarious entertainment, and lively crowd.
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.
Islamorada
Papa Joe's Waterfront
Papa Joe’s Waterfront – Waterfront dining & tiki-bar paradise in Islamorada with unbeatable sunset views.
Islamorada
The SandBAR at Whale Harbor
Whale Harbor Sandbar offers waterfront dining and tropical drinks in a vibrant Key West setting. Perfect for enjoying fresh seafood and stunning sunset views.
Key West
El Meson De Pepe
El Meson de Pepe is an iconic Cuban restaurant in Key West, located on Mallory Square, offering authentic Cuban cuisine and tropical cocktails in a lively, festive atmosphere.
Key West
Flama Cabana
Flama Cabana is a vibrant waterfront cocktail lounge in Key West offering Cuban-inspired tapas, rum-forward cocktails, live music, and ocean views at Havana Cabana resort.
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
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
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
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.
