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
The SandBAR at Whale Harbor
Whale Harbor Sandbar offers waterfront dining and tropical drinks in a vibrant Key West setting. Perfect for enjoying fresh seafood and stunning sunset views.
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.
Islamorada
Islamorada Brewery & Distillery
Discover award-winning craft beers, spirits, and vibrant island vibes in Islamorada!
Key West
Lighthouse Hotel
Historic charm meets vibrant Key West life steps from Hemingway House and the iconic lighthouse.
Weddings Max
60
Meetings Max
60
Key Largo
Snappers Oceanfront Restaurant & Bar
Snappers Oceanfront Restaurant & Bar in Key Largo serves vibrant waterfront dining with a casual Tiki Bar, live music, dockside seating, boat dockage, and a “Keysy” island vibe.
Islamorada
Founders Park
45-acre recreation park in Islamorada with beach, pool, sports & playgrounds.
Key Largo
Bayside Grille
Bayside Grille in Key Largo is a waterfront restaurant delivering vibrant Key-Caribbean cuisine, sunset views, and live music.
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.
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.
Key West
Rick's and Durty Harry's
Rick’s & Durty Harry’s Entertainment Complex — vibrant live music and dance club in Key West, where seven venues under one roof deliver nonstop fun on Duval Street.
Key Largo
Jimmy Johnson's Big Chill
Waterfront dining & live music 7 nights a week at Key Largo’s bayside hotspot.
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
Marathon
Havana Jack's Oceanside Restaurant and Bar
Experience vibrant American Caribbean flavors and lively atmosphere at Havana Jack's Oceanside!
Key West
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.
Key West
Hank's Hair of the Dog Saloon
Hank’s Hair of the Dog Saloon in Key West is a vibrant dog-friendly bar with live music, creative cocktails, and a renowned food truck on-site.
