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
Lorelei Restaurant & Cabana Bar
Waterfront dining with live music, stunning sunsets, and fresh seafood in Islamorada.
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.
Key West
Pickles Pub's Sandbar
Pickles Pub’s Sandbar — lively sports bar in Key West with 40+ TVs, late-night eats and poured-in-pub fun.
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
The Backyard - Blue Flamingo
The Backyard Blue Flamingo in Key West serves up island-inspired eats, refreshing cocktails, and a relaxed, tropical backyard vibe.
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.
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
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.
Key West
The Saint Hotel
The Saint Hotel Key West, Autograph Collection, is an adults-only boutique hotel located at 417 Eaton Street in Old Town Key West.
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
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.
Key West
General Horseplay
General Horseplay in Key West is a lively cocktail bar offering inventive drinks, gourmet snacks, and nightly entertainment in a cozy, retro-chic setting.
Islamorada
Islamorada Brewery & Distillery
Discover award-winning craft beers, spirits, and vibrant island vibes in Islamorada!
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
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.
