Live Music

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

Kiki’s Sandbar & Bar & Grille — beachfront seafood bar & grill in Little Torch Key, where live music, tropical views, and island vibes come together.

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.

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

A legendary Key West bar & live-music venue—Sloppy Joe’s offers tropical nightlife, cocktails, and island vibes since 1933.

Full-service marina & waterfront dining in the heart of Key Largo

Relax at Skipjack Resort & Marina in the Florida Keys—luxury suites, marina, pool, and fresh seafood!

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

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.

Explore KeysCaribbean: Expert hotel management and luxury vacation rentals.

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

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.

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

22&Co is a whimsical cocktail bar in Key West serving fresh, glitter-infused drinks with fun bartenders, tutus, and unicorn flair.

Southernmost Beach Resort & Guesthouses is an oceanfront Key West escape featuring multiple heated pools, beachfront dining, a full-service spa, and lush tropical gardens just steps from Duval Street.