Sunset outdoor party with people dancing near a waterfront stage.

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.

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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

Hard Rock Café

Hard Rock Cafe Key West on Duval Street blends American comfort food with rock-and-roll memorabilia and island energy.

Islamorada

Papa Joe's Waterfront

Papa Joe’s Waterfront – Waterfront dining & tiki-bar paradise in Islamorada with unbeatable sunset views.

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

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.

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

Islamorada

Islamorada Brewery & Distillery

Discover award-winning craft beers, spirits, and vibrant island vibes in Islamorada!

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

Mangoes Restaurant

Mangoes — Caribbean-inspired dining on Duval Street in Key West, where fresh seafood and live music meet tropical island vibes.

Key Largo

Skippers Dockside

Skipper’s Dockside — oceanfront seafood & comfort fare at Mile Marker 100 in Key Largo, where marina‑side views, live music and classic cocktails set the scene.

Islamorada

Founders Park

45-acre recreation park in Islamorada with beach, pool, sports & playgrounds.

Marathon

The Rhum House

The Rhum House offers handcrafted cocktails, Caribbean-inspired dishes, and live music in a lively island atmosphere. Perfect for enjoying sunsets and tropical vibes.

The Lower Keys

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.

Key West

Celtic Conch Public House

Celtic Conch Public House is Key West’s authentic Irish pub, combining classic pub fare, over 40 Irish whiskeys, live music, and a rooftop lounge.