Little Pearl

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.

Chill dockside spot at Ocean Key Resort where vibrant chairs, live music, and fab drinks meet postcard-worthy sunsets over the water.

Tiny grab-&-go canteen specializing in massive build-your-own burritos, tacos & custom juices.

Multi-building hotel set amid tropical foliage with free Wi-Fi & continental poolside breakfast. Set amid tropical foliage, this boutique hotel in the center of Old Town is a 5-minute walk from the restaurants and music venues on Duval Street, an 8-minute walk from the Ernest Hemingway Home & Museum and a 5-minute drive from the Harry S. Truman Little White House. Bright rooms with green accents, located in multiple buildings, open onto the gardens and have en suite bathrooms, free Wi-Fi, flat-screen TVs and air-conditioning; some add minifridges, coffeemakers and private patios. Amenities include abundant garden paths and cozy seating areas, a heated outdoor pool, and free continental breakfast served poolside. Parking is available (fee).

Cozy, high-end hotel eatery celebrated for its genteel ambiance & inventive New American cooking.

Longtime open-air hangout for seafood complemented by live music & dockside views.

Step into Captain Tony's, the original Sloppy Joe's, where Hemingway's ghost mingles with a quirky vibe, dollar-bill decor, and a hauntingly rich history.

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

General Horseplay is a chill Key West bar renowned for its inventive cocktails, cozy backyard, and lively ambiance featuring live music and games.

Kermit's Key Lime Pie Shop in Key West is a vibrant gem where you can indulge in a variety of key lime creations, from classic slices to chocolate-dipped pops, all while enjoying a friendly atmosphere and delightful garden seating.