Sloppy Joe's Bar

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

Nightclub with a gay bar & lively mix of drag shows, bingo, karaoke & other events.

Stylish, adults-only B&B with warm rooms, water views, afternoon tea & access to outdoor pools. Close to popular Duval Street, this beachfront, adults-only B&B is 2 blocks from the Southernmost Point Buoy and 0.5 miles from the Ernest Hemingway House. Stylish, individually decorated rooms all have private patios, iPod docks and Wi-Fi access. Some rooms add ocean views and whirlpool tubs. The hotel has a bar and direct beach access and shares 3 pools with its adjacent partner hotels. Continental breakfast and afternoon tea are included. A resort fee covers property-wide Wi-Fi, parking, access to the fitness center and the use of beach towels and chairs.

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.

Cozy, romantic spot serving French-Caribbean fare, signature hog snapper & a broad wine list.

Relaxed eatery focusing on grilled meats, set in a boat with old-school decor & marina views.

Step into Hemingway's former studio, where his vibrant garden thrives, and adorable six-toed cats roam, reportedly his furry descendants.

Hop aboard the Yankee Freedom III for a breezy two-hour ride to the stunning Dry Tortugas, where you’ll explore the historic Fort Jefferson and snorkel in crystal-clear waters.

Nestled over the water with stunning ocean views, this elegant spa resort combines a serene atmosphere with friendly service, perfect for a relaxing getaway.

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.