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
Destination
Category
Amenities
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 West

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort is a luxury hotel located in Old Town Key West, offering a blend of classic Florida Keys elegance and modern amenities.

Weddings Max
100
Meetings Max
70
Total Space
655 sq ft
Largest Room
655 sq ft

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.

Key Largo

Snook's Bayside Restaurant & Grand Tiki

Snook’s Bayside Restaurant & Grand Tiki Bar offers waterfront dining with fresh seafood, tropical drinks, and magical sunset views on Key Largo.

Key West

Sebago Watersports

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

Key West

Schooner Wharf Bar

Historic waterfront bar in Key West offering live music, fresh seafood, and island vibes.

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

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.

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.

Marathon

The Rhum House

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

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 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 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

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.