Schooner Spirit of Independence

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.

Charming outdoor shack serving up mouthwatering arepas, Cuban sandwiches, and burgers, perfect for a laid-back lunch between shopping sprees.

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

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.

Refined quarters in a posh resort featuring a seafood restaurant, an outdoor pool & a private beach. Set along a private beach on the Atlantic Ocean, this posh resort is a 5-minute walk from the Southernmost Point of the Continental US and 13 minutes' walk from the Hemingway Home and Museum. It's a mile from US-1. Refined rooms have Wi-Fi, flat-screens and balconies, as well as minifridges, and tea and coffeemakers. Suites provide sitting areas or separate living rooms. Some quarters offer ocean views. Room service is available. Amenities include a seafood restaurant, an outdoor pool and a gym, plus sunloungers on the beach. There's also valet parking and breakfast.

Nestled in a quirky driftwood shack, this vibrant Key West gem serves up unbeatable seafood sandwiches and conch fritters, all with a laid-back vibe.

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.

Nestled just moments from vibrant Duval Street, this colonial-style retreat boasts airy rooms with ocean views, multiple pools, and a private beach, blending luxury with laid-back Key West vibes.

Step into a tropical paradise at the Butterfly Museum in Key West, where vibrant butterflies and colorful birds create a serene escape among lush greenery.