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
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 Largo
Snook's Bayside Restaurant & Grand Tiki
Snook’s Bayside Restaurant & Grand Tiki Bar offers waterfront dining with fresh seafood, tropical drinks, and magical sunset views on Key Largo.
Key Largo
Skippers Dockside
Skipper’s Dockside — oceanfront seafood & comfort fare at Mile Marker 100 in Key Largo, where marina‑side views, live music and classic cocktails set the scene.
Key West
Hog's Breath Saloon
Hog’s Breath Saloon in Key West is a legendary bar and grill serving cold drinks, live music, and laid-back island vibes just steps from Duval Street.
Key West
Schooner Wharf Bar
Historic waterfront bar in Key West offering live music, fresh seafood, and island vibes.
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.
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.
Islamorada
Hog Heaven Sports Bar and Grill
Hog Heaven Sports Bar & Grill in Islamorada serves hearty smoked BBQ, fresh seafood, and dairy-free late-night fun just off the Overseas Highway.
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
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.
Marathon
Lighthouse Kitchen + Bar
Lighthouse Kitchen + Bar – waterfront seafood restaurant in Marathon, where fresh local flavors and sunset views shine.
Key West
The Hilton Key West Resort & Marina
The Hilton 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
Sebago Watersports
Top-rated Key West watersports & sailing tours — snorkeling, sunset sails, parasailing & more.
Islamorada
Lorelei Restaurant & Cabana Bar
Waterfront dining with live music, stunning sunsets, and fresh seafood in Islamorada.
Key West
Sloppy Joe's Bar
A legendary Key West bar & live-music venue—Sloppy Joe’s offers tropical nightlife, cocktails, and island vibes since 1933.
