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
Marathon
Lighthouse Kitchen + Bar
Lighthouse Kitchen + Bar – waterfront seafood restaurant in Marathon, where fresh local flavors and sunset views shine.
Key West
Keys Caribbean Resorts
Explore KeysCaribbean: Expert hotel management and luxury vacation rentals.
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
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
The Lower Keys
Kiki's Sandbar & Grille
Kiki’s Sandbar & Bar & Grille — beachfront seafood bar & grill in Little Torch Key, where live music, tropical views, and island vibes come together.
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
The Hilton Key West Resort & Marina
The Hilton Key West Resort & Marina is a luxury waterfront resort on Stock Island, featuring six heated saltwater pools, a 165-slip marina, an on-site restaurant, and complimentary shuttle service to Old Town Key West.
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
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.
Key West
Mangoes Restaurant
Mangoes — Caribbean-inspired dining on Duval Street in Key West, where fresh seafood and live music meet tropical island vibes.
Islamorada
The SandBAR at Whale Harbor
Whale Harbor Sandbar offers waterfront dining and tropical drinks in a vibrant Key West setting. Perfect for enjoying fresh seafood and stunning sunset views.
Islamorada
Florida Keys Brewing Co.
Florida Keys Brewing Co. is the Upper Keys’ first microbrewery, serving award-winning craft beers in a vibrant beer garden and taproom located in Islamorada’s Morada Way Arts District—perfect for beer lovers and locals alike. Also offers a vacation rental.
Islamorada
Dive Bar on the Bay
Dive Bar on the Bay in Tavernier is a waterfront bar and grill serving cold drinks, casual bites, and island views in a laid-back setting.
Key Largo
Gilbert's Resort & Marina
Gilbert’s Resort & Marina is a laid-back waterfront resort in Key Largo, featuring waterfront rooms, a private beach, and the Keys’ largest tiki bar with live music and dining.
Weddings Max
1000
Key West
Schooner Wharf Bar
Historic waterfront bar in Key West offering live music, fresh seafood, and island vibes.
