Southernmost Beach Cafe

Yahman's Authentic Jamaican Jerk Shack is a must-stop in Key West, serving up tasty jerk chicken and unique dishes like their twist on a Cuban sandwich.

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

Nestled just steps from Smathers Beach, this vibrant hotel boasts stylish suites, a laid-back atmosphere, and a lively pool scene, making it perfect for both relaxation and adventure.

Airy rooms & suites, some with ocean views, in a polished resort offering dining, a pool & a marina. Overlooking the ocean, this polished resort in the Old Town is a 3-minute walk from Mallory Square, a 12-minute walk from Key West Bight Marina and an 11-minute walk from lively Duval Street. Featuring floor-to-ceiling windows, the airy rooms offer flat-screens, coffeemakers and Wi-Fi; some have balconies and/or ocean views. The 1- to 2-bedroom suites add living rooms with pull-out sofas and dining tables; some suites have whirlpool tubs. Room service is offered 24/7. There’s a poolside bar, an open-air bar, and a casual restaurant with water views. Other amenities include a spa, a gym, an outdoor pool and a marina. Entertainment is provided.

Experience the charm of cigar-making at Key West's oldest cigar company, where family tradition meets premium tobacco and hands-on rolling tours.

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.

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 in a charming oceanfront Victorian, Louie’s Backyard serves up elevated Caribbean-American fare with stunning ocean views and a breezy, laid-back vibe.

Climb 88 winding steps of this charming lighthouse-turned-museum for unforgettable views and a dash of history, all just a block from Duval.

At this charming Airstream food stand in Key West, a husband-and-wife duo serves up playful, flavorful tacos, burgers, and a side of live music on a cozy patio.