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
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.
La Concha Key West, Autograph Collection
Discover a historic Key West icon blending vintage flair with modern luxury.
The Backyard - Blue Flamingo
The Backyard Blue Flamingo in Key West serves up island-inspired eats, refreshing cocktails, and a relaxed, tropical backyard vibe.
Pilot House Restaurant & Marina
Full-service marina & waterfront dining in the heart of Key Largo
Florida Keys Brewing Co.
Florida Keys Brewing Co. is the Upper Keys’ first microbrewery, serving award-winning craft beers in a vibrant beer garden and taproom located in Islamorada’s Morada Way Arts District—perfect for beer lovers and locals alike. Also offers a vacation rental.
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.
22&Co
22&Co is a whimsical cocktail bar in Key West serving fresh, glitter-infused drinks with fun bartenders, tutus, and unicorn flair.
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.
Boondocks Grille and Draft House
Boondocks Grille & Draft House is a lively waterfront restaurant and tiki bar in Ramrod Key, offering fresh seafood, burgers, live music, and the only 18-hole mini-golf course in the Florida Keys.
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.
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.
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.
Isla Bella Beach Resort & Spa
Isla Bella Beach Resort offers luxury oceanfront rooms and suites, five pools, a full-service spa & multiple dining options—all set on over a mile of private beachfront