Live Music

The Ocean View Inn & Sports Pub in Islamorada offers comfortable accommodations with a tropical flair, an outdoor pool, and a lively pub serving classic American fare and late-night bites.

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.

Mangrove Mama’s — beloved seafood & steakhouse in Sugarloaf Key where Island-style flavors meet a laid-back Florida Keys vibe.

Discover award-winning craft beers, spirits, and vibrant island vibes in Islamorada!

Rooftop cocktail lounge with ocean views, creative craft drinks, shareable plates, and live music in Marathon, Florida Keys.

Barnacle Barney’s Tiki Bar & Grill in Marathon offers waterfront dining, tropical drinks, and live music in a laid-back Keys setting.

Escape to Islander Resort: vibrant Florida Keys stays, beachside dining, and endless adventures!

Papa Joe’s Waterfront – Waterfront dining & tiki-bar paradise in Islamorada with unbeatable sunset views.

Whale Harbor Sandbar offers waterfront dining and tropical drinks in a vibrant Key West setting. Perfect for enjoying fresh seafood and stunning sunset views.

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

The Saint Hotel Key West, Autograph Collection, is an adults-only boutique hotel located at 417 Eaton Street in Old Town Key West.

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

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

Isla Bella Beach Resort offers luxury oceanfront rooms and suites, five pools, a full-service spa & multiple dining options—all set on over a mile of private beachfront