Live Music

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

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

Waterfront dining with live music, stunning sunsets, and fresh seafood in Islamorada.

The Tiki Bar at Three Waters Resort in Islamorada offers tropical cocktails, fresh bites, and stunning oceanfront views in a true island paradise.

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

Ocean Key Legacy Resort & Bar — iconic Key West destination featuring the famed Sunset Pier with cocktails, live music & nightly views.

Explore KeysCaribbean: Expert hotel management and luxury vacation rentals.

Hank’s Hair of the Dog Saloon in Key West is a vibrant dog-friendly bar with live music, creative cocktails, and a renowned food truck on-site.

Long-running locals' bar featuring food, pool, darts, karaoke, and live music.

The Alamo Key West is a laid-back local bar known for its friendly atmosphere, cold drinks, and classic island charm.

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.

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.

General Horseplay in Key West is a lively cocktail bar offering inventive drinks, gourmet snacks, and nightly entertainment in a cozy, retro-chic setting.