Events at Windsong

      01 Jul 2018 at 11:00 AM - 15 Nov 2018 12:00 AM
      Fall Promotions and Guarantee!

      Take advantage of our fall promotions offering up to 20% off our nightly rate and our "Worry Free" Hurricane Guarantee from September 4, 2018 through December 15, 2018.   

      Take advantage of our discounts up to 20% off our nightly rate if you book from 7/1-11/15/18.  Travel dates include 9/4/18-12/15/18.  Discounts do not apply to taxes and fees.  Email: for details.

      Windsong is a privately owned, 4 condominium boutique complex on quiet, Boggy Sand Road. Each spacious condo has 3 bedrooms, 2 baths, balconies/patios that overlook lush gardens. 

      Come and enjoy your private retreat. Impeccably kept units are fully outfitted. We have all you need for your relaxing vacation. Pool, kayaks, paddle boards, beach chairs, umbrellas are available to our guests for free. Windsong, just outside the resort area is far enough from the crowds but close to amenities the resorts & restaurants have to offer; 15 min drive from the airport. 

      Just steps from the water with private access to one of the most pristine beaches on island. Historic Boggy Sand Rd is a quiet side road running along shore with mostly private residences. Here, you will find multi-million dollar mansions next to, 100 year-old local style cottages; which gives Boggy Sand Road its unique feel. Walk to Cemetery Beach, a premiere snorkeling area & shaded beach, West Bay Beach, & area restaurants. Fosters Grocery is nearby to stock up on groceries. Jacques Scott Wines has an extensive stock of wine and spirits; just next to the grocery.  


      “Worry Free” Hurricane Guarantee is a commitment meant to reassure our guests that in the event of a hurricane or extreme weather, their stay will be protected. This unique peace of mind for those looking to travel or already booked during hurricane season distinguishes Windsong by offering our guests to rebook their stay at another time.  Comparable timeframe and rates apply.  If we cannot rebook, a full refund will be applied.

      Policy to refund/rebook travel is determined once an official hurricane warning has been issued by the Hazard Management of the Cayman Islands.

      Windsong Luxury Villas
      171 Boggy Sand Road
      West Bay, Grand Cayman, Cayman Islands

      20% discount applies to nightly rate between Sept 4 - Dec 15, 2018

        15 Feb 2019 at 12:00 AM - 16 Feb 2019 12:00 AM
        KAABOO Cayman Festival


        KAABOO was created by music lovers for music lovers. An adult escape, uniquely curated to appeal to all five of your senses, with world-class music, inspiring contemporary art, hilarious comedy, gourmet cuisine, craft libations and personal indulgences.


        Enjoy the sounds of today’s hit makers and bucket list artists. KAABOO Cayman will offer a strong multi-generational music lineup and a heightened experience for both VIP and general admission attendees through music.


        HUMOR ME!

        Laugh your ass off at Humor Me, KAABOO’s indoor, air-conditioned, seated comedy club. Sit, relax or fall out of your seat with internationally recognized comedians.

        Kaboo Cayman

        Cayman Islands

        Prices range from $255 USD to $15,000 USD