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.

Filters
Keys Season Deals
Destination
Category
Amenities
Key Largo

Bayside Sunset Bar

Bayside Sunset Bar in Key Largo offers waterfront dining with spectacular sunset views, live music, and craft cocktails.

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.

Marathon

Sparky's Landing - Fish n Cocktails

Sparky’s Landing in Marathon serves fresh seafood, island-inspired dishes, and tropical cocktails with stunning waterfront views.

Key West

22&Co

22&Co is a whimsical cocktail bar in Key West serving fresh, glitter-infused drinks with fun bartenders, tutus, and unicorn flair.

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 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.

The Lower Keys

Morning Joint

Morning Joint – A vibrant, pet-friendly café on Cudjoe Key serving farm-to-table coffee, made-to-order breakfast and lunch.

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.

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.

Key West

Key West Theater

The Key West Theater — performing arts & live events in Key West, where historic charm meets world-class entertainment.

Islamorada

Founders Park

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

Islamorada

Papa Joe's Waterfront

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

Islamorada

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.

Key West

La Concha Key West, Autograph Collection

Discover a historic Key West icon blending vintage flair with modern luxury.

Meetings Max
200
Total Space
1300 sq ft
Largest Room
600 sq ft

Key West

Cayo Hueso Brewing

Island-inspired craft beer in Key West: paradise unfiltered