Thirsty Mermaid

This chic, minimalist hotel off U.S. 1 boasts a lively rum bar, a food truck serving Caribbean bites, and laid-back rooms that make for a stylish stay.

Chill, Caribbean-style spot serving up fish tacos & other seafood in quaint waterfront digs.

Creative tequila cocktails & a full bar, offered with small plates in a funky space with skull art.

Casual fish house with picnic tables & waterside seating in a former shrimp-packing facility.

Long-standing mostly outdoor cafe with an old-school American menu plus lively karaoke.

A funky Key West gem known for its vibrant atmosphere, delicious Floridian-Caribbean dishes, and unbeatable key lime pie, all under the shade of swaying palm trees.

Nestled on bustling Duval Street, this cozy spot boasts an impressive selection of over 350 rums and a friendly vibe that makes sipping here a delight.

Nestled in Key West, this serene Victorian hotel boasts elegant rooms, lush gardens, two pools, and a top-notch restaurant for a luxurious retreat.

Small, intimate eatery with modern decor for globally inspired seafood dishes made with local catch.

Nestled on Key West's largest private beach, this chic resort boasts modern rooms, lush pools, and elegant dining, all with a splash of history.