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
Islamorada
Crooked Palm Cabana
Crooked Palm Cabana is a cocktail lounge at Crooked Palm Distillery in Key West, serving handcrafted spirits, rum tastings, and tropical libations.
Key West
Southernmost Beach Resort
Southernmost Beach Resort is one of Key West's most iconic beachfront resorts, offering four romantic wedding venues from private beach ceremonies to poolside celebrations at the quiet end of Duval Street, with full-service catering and a dedicated team to bring your dream day to life.
Weddings Max
200
Meetings Max
200
Total Space
1476 sq ft
Largest Room
800 sq ft
The Lower Keys
Looe Key Reef Resort & Dive Center
Looe Key Reef Resort offers beachfront accommodations, daily scuba and snorkeling trips, a full-service dive shop, and a Tiki Bar with live entertainment in the Florida Keys.
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.
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
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 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
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
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.
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
Lighthouse Kitchen + Bar
Lighthouse Kitchen + Bar – waterfront seafood restaurant in Marathon, where fresh local flavors and sunset views shine.
