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.
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.
Islamorada
Tiki Bar at Three Waters Resort & Marina
The Tiki Bar at Three Waters Resort in Islamorada offers tropical cocktails, fresh bites, and stunning oceanfront views in a true island paradise.
Key Largo
Caribbean Club
Historic Florida Bay bar with stunning sunsets, live bands, karaoke nights, and signature rum punches — a beloved local hangout in Key Largo, FL.
Marathon
The Palm Deck
Rooftop cocktail lounge with ocean views, creative craft drinks, shareable plates, and live music in Marathon, Florida Keys.
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
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.
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
Bali Bar
Relax with creative tropical cocktails, live music, and laid-back island vibes at the Bali Bar inside The Key West Hotel on Duval Street, Key West, FL.
Key West
La Concha Key West, Autograph Collection
Discover a historic Key West icon blending vintage flair with modern luxury.
Meetings Max
200
Total Space
1300 sq ft
Largest Room
600 sq ft
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
Islander Resort
Escape to Islander Resort: vibrant Florida Keys stays, beachside dining, and endless adventures!
Meetings Max
1000
Total Space
19000 sq ft
Largest Room
2760 sq ft
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
Sebago Watersports
Top-rated Key West watersports & sailing tours — snorkeling, sunset sails, parasailing & more.
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.
