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
Key West
Key West Theater
The Key West Theater — performing arts & live events in Key West, where historic charm meets world-class entertainment.
Marathon
The Rhum House
The Rhum House Key West offers handcrafted cocktails, Caribbean-inspired dishes, and live music in a lively island atmosphere. Perfect for enjoying sunsets and tropical vibes.
Marathon
The Palm Deck
Rooftop cocktail lounge with ocean views, creative craft drinks, shareable plates, and live music in Marathon, 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.
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
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.
Islamorada
Papa Joe's Waterfront
Papa Joe’s Waterfront – Waterfront dining & tiki-bar paradise in Islamorada with unbeatable sunset views.
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 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
Pickles Pub's Sandbar
Pickles Pub’s Sandbar — lively sports bar in Key West with 40+ TVs, late-night eats and poured-in-pub fun.
Key West
Oceans Edge Resort & Marina
Oceans Edge Key West Resort & Marina is a luxury waterfront resort on Stock Island, featuring six heated saltwater pools, a 165-slip marina, an on-site restaurant, and complimentary shuttle service to Old Town Key West.
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.
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.
Marathon
Lighthouse Kitchen + Bar
Lighthouse Kitchen + Bar – waterfront seafood restaurant in Marathon, where fresh local flavors and sunset views shine.
Surly Siren Saloon
Surly Siren Saloon in Key West is a lively bar offering craft cocktails, local brews, and a fun, energetic atmosphere. Perfect for a night out with friends in the heart of Key West.
