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.
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.
Islamorada
Tiki Bar at Three Waters Resort & Marina
The Tiki Bar at Three Waters Resort in Islamorada offers tropical cocktails, fresh bites, and stunning oceanfront views in a true island paradise.
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 West
The Gardens Hotel & Cottages d'vine Wine Gallery
The Gardens Hotel is a boutique hotel in Key West, offering luxurious accommodations, lush tropical gardens, and a serene atmosphere, just steps from Duval Street.
Key West
Hog's Breath Saloon
Hog’s Breath Saloon in Key West is a legendary bar and grill serving cold drinks, live music, and laid-back island vibes just steps from Duval Street.
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.
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
Sunset Pier
Ocean Key Legacy Resort & Bar — iconic Key West destination featuring the famed Sunset Pier with cocktails, live music & nightly views.
Marathon
Havana Jack's Oceanside Restaurant and Bar
Experience vibrant American Caribbean flavors and lively atmosphere at Havana Jack's Oceanside!
Islamorada
Crooked Palm Cabana
Crooked Palm Cabana is a cocktail lounge at Crooked Palm Distillery in Key West, serving handcrafted spirits, rum tastings, and tropical libations.
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
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.
