Sloppy Joe's Bar

At the southernmost tip of the continental U.S., Key West offers a lively mix of iconic photo ops and vibrant local charm, all just 90 miles from Cuba.

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

Casual Irish pub with bar food, live music, and a rooftop seating area.

Tucked away on Duval Street, the San Carlos Institute is a charming Cuban heritage gem in Key West filled with history, stunning architecture, and warm hospitality.

Chill spot adorned with local art serving globally inspired veggie & seafood eats, plus beer & wine.

Step into this historic Key West pub where Ernest Hemingway once sipped, now alive with festive theme nights, live music, and quirky decor.

Funky open-air restaurant right off the sand featuring fish-focused Italian fare & ocean views.

Nestled on an island accessible only by ferry, Latitudes offers an enchanting dining experience with ocean views, exceptional service, and a contemporary menu that's perfect for special occasions.

Seafood-focused American eatery set in an 1884 house with wraparound balconies for people-watching.

Revered, longtime eatery offering Caribbean-American cuisine, ocean views & a wine bar.