Glazed Donuts

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.

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

Visit this charming rum distillery for engaging tours, delightful tastings, and hands-on mojito classes, all wrapped in a fun, local vibe.

Nestled on the Gulf of Mexico, this tropical retreat boasts lush landscaping, four inviting pools, welcoming staff, and cozy rooms with garden or water views.

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).

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

Since 1890, this classic dive bar in Key West offers cold beer, live music by talented bands, and a chill atmosphere perfect for mingling.

Part general, part dry goods store, Tucker's Provisions provides key west gifts for fishing outings, beach days with family, first dates, and 50th anniversaries. It recalls a time when handshakes meant agreement, and all a person needed was the one place that seemed to have everything.

Island-style hotel featuring rooms with whirlpool tubs, plus a spa, restaurant & poolside lounge. Overlooking the harbor and Sunset Pier at Duval Street, this classic island-style hotel is a 3-minute walk from historic Sloppy Joe’s bar, a 6-minute walk from the Harry S. Truman Little White House and 0.8 miles from the Ernest Hemingway Home and Museum. Rooms with bright accents have free Wi-Fi, flat-screen TVs and whirlpool tubs, and some have private balconies. All suites feature balconies, and some have pull-out sofas. In addition to a full spa, an outdoor pool, a hot tub and a poolside lounge, amenities include a waterfront restaurant, a boutique and valet parking (surcharge).