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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Category
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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.

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.

Key West

Cayo Hueso Brewing

Island-inspired craft beer in Key West: paradise unfiltered

Key West

Sebago Watersports

Top-rated Key West watersports & sailing tours — snorkeling, sunset sails, parasailing & more.

Marathon

Lighthouse Kitchen + Bar

Lighthouse Kitchen + Bar – waterfront seafood restaurant in Marathon, where fresh local flavors and sunset views shine.

Key West

Southernmost Beach Resort

Southernmost Beach Resort is one of Key West's most iconic beachfront resorts, offering four romantic wedding venues from private beach ceremonies to poolside celebrations at the quiet end of Duval Street, with full-service catering and a dedicated team to bring your dream day to life.

Weddings Max
200
Meetings Max
200
Total Space
1476 sq ft
Largest Room
800 sq ft

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.

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 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 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

Lighthouse Hotel

Historic charm meets vibrant Key West life steps from Hemingway House and the iconic lighthouse.

Weddings Max
60
Meetings Max
60

The Lower Keys

Looe Key Reef Resort & Dive Center

Looe Key Reef Resort offers beachfront accommodations, daily scuba and snorkeling trips, a full-service dive shop, and a Tiki Bar with live entertainment in the Florida Keys.

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

Bali Bar

Relax with creative tropical cocktails, live music, and laid-back island vibes at the Bali Bar inside The Key West Hotel on Duval Street, Key West, FL.