Glazed Donuts

Long-standing, casual corner market known for its sandwiches, Cuban coffee & hand-rolled cigars.

Nestled in Key West, Hemingway Distillery crafts the award-winning Papa’s Pilar Rum, offering lively tours, cocktail classes, and a taste of rich local history.

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

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.

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

Upscale lodging offering modern rooms with free Wi-Fi, plus 3 outdoor pools & a restaurant. A 9-minute walk from Mallory Square, this upscale, waterfront hotel is 2.5 miles from Smathers Beach. Airy, modern rooms offer private balconies, free Wi-Fi and flat-screen TVs, plus minibars and Keurig coffeemakers. Some provide pool or harbor views. A resort fee includes access to an exercise room and 3 outdoor pools. A relaxed restaurant serves a fusion of Californian and Mexican fare, and there’s a poolside bar. Bike rentals are available.

Nestled at the end of Simonton Street in Key West, this cozy beach offers clean water, friendly locals, and a laid-back vibe perfect for sunbathing or grabbing a bite.

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.

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.

Rustic joint with laid-back vibes dishing up signature breakfasts plus surf 'n' turf since 1909.