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
RockHouse Live Key West
Lively multi-level bar and entertainment spot on Duval Street with live bands, karaoke, DJs, food, drinks, and a rooftop deck in the heart of Key West nightlife.
The Lower Keys
Kiki's Sandbar & Grille
Kiki’s Sandbar & Bar & Grille — beachfront seafood bar & grill in Little Torch Key, where live music, tropical views, and island vibes come together.
Key West
Sunset Pier
Ocean Key Legacy Resort & Bar — iconic Key West destination featuring the famed Sunset Pier with cocktails, live music & nightly views.
Key Largo
Bayside Sunset Bar
Bayside Sunset Bar in Key Largo offers waterfront dining with spectacular sunset views, live music, and craft cocktails.
Marathon
The Brass Monkey
Long-running locals' bar featuring food, pool, darts, karaoke, and live music.
Marathon
Barnacle Barney's Tiki Bar and Grill
Barnacle Barney’s Tiki Bar & Grill in Marathon offers waterfront dining, tropical drinks, and live music in a laid-back Keys setting.
Marathon
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
Weddings Max
150
Meetings Max
300
Total Space
20000 sq ft
Largest Room
4000 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.
Islamorada
Papa Joe's Waterfront
Papa Joe’s Waterfront – Waterfront dining & tiki-bar paradise in Islamorada with unbeatable sunset views.
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
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
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.
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.
Key Largo
Bayside Grille
Bayside Grille in Key Largo is a waterfront restaurant delivering vibrant Key-Caribbean cuisine, sunset views, and live music.
Marathon
Bongo's Botanical Beer Garden and Cafe
Bongo’s Botanical Beer Garden on Grassy Key offers a tropical oasis featuring over 20 craft beers on tap, garden‑fresh cocktails, and a vibrant food truck menu.
