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Never A Dull Moment in Key West, Florida

Experience the many special touches that make The Reach, A Waldorf Astoria Resort a truly exhilarating retreat. From our private beach to the resort amenities at our sister resort, Casa Marina, families, couples and groups may take pleasure in an abundance of activities, watersports, sightseeing tours and countless things to do in Key West, Florida.

Allow our helpful Concierge to design an unforgettable Key West escape.

Water Sports

The Reach works directly with Barefoot Billy’s, which is located directly on the beach. Choose from an array of exciting things to do, from snorkeling to scuba diving and charter fishing trips. Race the surf on a Jet Ski. Kayak on the rolling waves or try your hand at stand-up paddleboarding.

Our full range of watersports includes:

  • Water rentals offered by Barefoot Billy's, including WaveRunners, kayaks, scooters, bicycles, and electric cars
  • Boat Trips, offering Hobie Cats, parasailing, and a sunset cruise complimentary beer, wine, and champagne
  • Island Jet Ski Tour, a two-hour, 27-mile Jet Ski tour around the island from your beach on the Atlantic Ocean to the Gulf of Mexico and back again
  • Scuba Diving, offering a non-certified divers resort course, a full PADI certification course, and scuba diving gear rental for certified divers
  • Snorkeling Trips, with snorkel gear, instruction and refreshments included
  • Eco-Tours, combine sailing, snorkeling and kayaking through the spectacular Key West Wildlife Refuge
  • Dolphin Encounter Trip, featuring a sightseeing tour to "Dolphin Playground"
  • Deep Sea Charter Sport Fishing, offshore sport fishing for six people with private charters for half- and full days
  • Light Tackle Charter, featuring reef and wreck fishing with private charters for half- and full days
  • Flats Charter Sport Fishing, backcountry fishing both spin and fly available for two people with private charters for half- and full days

Private Beach, Pool, Cabana Rentals

Lounge by the gorgeous oceanfront pool or take a stroll on the island’s only natural sand beach. Gaze out on a stunning panorama of the Atlantic Ocean from the water gazebo or head to Barefoot Billy’s for Jet Ski rentals, paddleboarding and more.

The resort’s pool and beach concierge offers lounge chairs, umbrellas and towels. Additional perks include popsicles and chilled eucalyptus towels. Food and beverage from Spencer's by the Sea restaurant is served poolside.

We offer Full Day Cabana Rentals from 10am-5:30pm.  Rates are based on 4 guests and vary during season/holidays/special events.  Poolside Cabana Enhancement Packages are also available!  Click below for more information:


Fitness Center

Stay fit and healthy with a session in our fitness center, and maintain your strength with the latest cardiovascular and weight equipment.


Designed by golf legend Rees Jones, the 6,500-yard Key West Golf Club offers 18 challenging and scenic holes. Try out the infamous "Mangrove Hole," a 143-yard, par-3 known for testing even the most skilled golfers.

This full-service facility is open to the public 365 days a year with rental clubs, a driving range, PGA professional instruction, a world-class golf shop, tournament services, locker facilities and private parking.

Contact the Key West Golf Club at 305-294-5232 or
click here for more information.

Spa Al Mare

Located at our sister resort, Casa Marina, Spa al Mare is an oceanfront sanctuary of wellness and tranquility. From Swedish to Deep Tissue Massage, Aromatherapy to Reflexology – this elegant spa provides certified therapists who will transport you to a world of deep relaxation. Feel tension melt away with the help of therapeutic organic essential oils. Maintain your fitness regimen with a workout in the fitness center, join a Yoga class or take a relaxing dip in one of two outdoor, oceanview pools. Visit Spa al Mare's website for more information here.