The Reach Key West, Curio Collection by Hilton

The Reach Key West, is a luxurious beachfront resort offering 150 rooms, providing an elegant escape in the heart of Key West. With stylish accommodation, modern amenities, and stunning ocean views, the resort provides a perfect blend of relaxation and sophistication. Guests can relax on the private natural sand beach, take a dip in the heated outdoor pool, and enjoy locally sourced dining at Four Marlins Oceanfront Dining. The resort also features a fitness center, water sports rentals, and easy access to local attractions.

Casa Marina Key West, A Waldorf Astoria Resort

This historic beachfront resort opened in 1920 and offers 248 rooms and 63 suites, and accommodations range from standard rooms up to those with direct beach access. Guests can enjoy beach access, two oceanfront pools, spa services, a fitness center, and upscale dining at Flagler's Restaurant or the new Dorada restaurant and cocktail lounge.

Ocean Key Resort & Spa

This boutique resort offers guests a selection of 100 elegant rooms and suites, with private balconies and views of the Gulf of Mexico or Old Town Key West. In addition, there is the newly renovated Flamingo Royale penthouse suite. Amenities include an oceanfront pool, a full-service spa, a full fitness center, and dining at the award-winning Hot Tin Roof restaurant.

Pier House Resort & Spa

Pier House is located in the heart of Key West, just a short walk from the excitement of Duval Street. It features 119 rooms and 23 suites. All rooms are pet-friendly and feature tile bathrooms with large rain-style showers and private balconies or patios. Guests can enjoy a private white-sand beach, outdoor pool, full-service spa, and dining at One Duval restaurant or casual Chart Room Bar.

The Marker Waterfront Resort

This modern resort near Duval Street and Mallory Square features 96 spacious rooms and suites, each with private balconies and views of the pools or tropical gardens. On-site amenities include three outdoor pools, a fully equipped fitness center, and dining at the Starboard Restaurant & Bar.

The Perry Hotel Key West

This waterfront hotel adjacent to the Stock Island Marina offers 100 rooms and suites, each with large balconies that provide views of the marina or abundant mangroves. Guests can enjoy two waterfront pools, fire pits, bike and scooter rentals, a fitness center, shuttle service to Old Town Key West, and dining at Matt's Stock Island Kitchen & Bar and The Salty Oyster Dockside Bar & Grill.

Hyatt Centric Key West Resort & Spa

This waterfront dog-friendly resort features 120 rooms and suites, including large bathrooms, rainfall showers, and views of the Gulf of Mexico or the historic district from private balconies. Amenities include an oceanfront pool and hot tub, spa services at Jala Spa, a fitness center, a private dock, easy access to Mallory Square and Duval Street, and dining at the Four Flamingos restaurant and Blue Mojito Bar and Grill.

Sunset Key Cottages

Sunset Key Cottages is just a short ferry ride from Key West and offers 40 dog-friendly cottages ranging from one to four bedrooms, with large verandas and views of the Gulf of Mexico. Guest amenities include a white-sand private beach, an oceanfront pool, tennis courts, a fishing pier, a full-service Spa, and dining at the on-site Latitudes restaurant or Flippers Pool Bar.

The Gardens Hotel

The historic Gardens Hotel, called "the prettiest hotel in Key West" by the New York Times, offers 23 rooms, suites, and cottages with balconies, private verandas, or patios with views of tropical gardens and bird aviary. Amenities include two outdoor heated pools, bike rental, complimentary breakfast, live jazz at an on-site piano bar, a pool and wine bar, and proximity to the Duval Street shops, restaurants, and attractions.

Santa Maria Suites Resort

This resort has 35 two-bedroom suites with full kitchens, large living areas, and private balconies or patios. Located just steps from Duval Street and the beach, guests can enjoy two heated pools with complimentary refreshments and a bar, a fitness center, and on-site dining at Milagros restaurant.

Latitudes: A refined beachfront dining experience on Sunset Key, offering contemporary American cuisine with ocean views and an upscale island vibe.

Prime Steakhouse: An elegant steakhouse near the marina, known for perfectly aged cuts, a deep wine list, and intimate ambiance.

Louie’s Backyard: A long-standing favorite featuring Caribbean-American dishes, oceanfront dining, and a multi-level deck overlooking the water.

Nine One Five: Housed in a Victorian-style home on Duval Street, this spot offers inventive international and contemporary fare in a stylish, relaxed setting.

Blue Heaven: Iconic and eclectic, serving Caribbean-American comfort food in a colorful backyard garden setting with live music and roosters roaming freely.

A&B Lobster House: Classic seafood and steakhouse fare served in a sophisticated dining room with marina views and an old-school charm.

Bagatelle: A lively Duval Street favorite offering upscale American dishes with a tropical twist in a historic Key West mansion.

Cafe Marquesa: An intimate fine dining experience with an ever-changing menu focused on seasonal American and seafood specialties.

Hot Tin Roof: Stylish and romantic, serving Latin American–inspired cuisine with waterfront views and a vibrant, upscale ambiance.

The Flaming Buoy Filet Co.: A quirky, chef-owned gem offering bold American and seafood dishes with local flair and personal touches throughout.

Visit Ernest Hemingway Home and Museum

Explore the former residence of the famous author and see the six-toed cats.

Explore Mallory Square

Enjoy the lively atmosphere with street performers, local vendors, and stunning sunset views.

Tour the Key West Butterfly and Nature Conservatory

Walk among hundreds of butterflies in a tropical paradise.

Relax at Smathers Beach

Spend time on this beautiful sandy beach with calm waters and great for swimming.

Visit the Southernmost Point Buoy

Take a photo at this iconic landmark marking the southernmost point of the continental U.S.

Explore Duval Street

Discover vibrant nightlife, unique shops, and diverse dining options on this famous street.

Take a Sunset Cruise

Enjoy a scenic boat ride with breathtaking views of the sunset over the Gulf of Mexico.

Go Snorkeling or Diving

Explore the colorful coral reefs and marine life around Key West.

Tour the Key West Aquarium

Learn about local marine life and see exhibits featuring fish and other sea creatures.

Take a Seaplane or Helicopter Tour

Soar above Key West and the surrounding islands on a private seaplane or helicopter tour for breathtaking aerial views.

Go Fishing

Try your hand at fishing, whether it's a relaxed day of inshore fishing or an adventurous deep-sea expedition.