Cuban Coffee Queen Waterfront

Revered, longtime eatery offering Caribbean-American cuisine, ocean views & a wine bar.

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).

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.

Funky open-air restaurant right off the sand featuring fish-focused Italian fare & ocean views.

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.

Monumental civic building from 1891, restored as a museum for the Key West Art & Historical Society.

A quirky dive bar in Key West, Bobby's Monkey Bar boasts karaoke, a cash-only policy, and friendly vibes that keep both locals and tourists coming back.

Discover a charming Key West gem for sponges and souvenirs, where friendly staff ensure you leave with treasures and good vibes—just bring your patience for the heat!

Upscale resort on the beach offering seafood dining, a spa & an outdoor pool, plus free Wi-Fi. Overlooking the Gulf of Mexico, this upscale waterfront resort is a 5-minute walk from Mallory Square and a mile from the Southernmost point buoy. All the chic, contemporary rooms have balconies and feature flat-screen TVs, iPod docks and pillow-top mattresses, plus minifridges and free Wi-Fi. Upgraded rooms add gulf views and/or additional sitting areas. Amenities include beach access, a heated outdoor pool and a hot tub with a sundeck, and a spa, plus a fitness center, a seafood eatery and a bar. Jet ski rentals and breakfast are available, and there's a business center. Parking is extra.