• Discovery Day Adventure Challenge

    REGISTRATION IS CLOSED FOR 2025 It’s time for the 13th Annual Discovery Day Adventure Challenge presented by CG Britcay and Stingray Media....ARE YOU READY? Date: Saturday, May 17th 2025 Teams of 4 will compete in various challenges around the island; the team with…

  • Jerk & Wing Fest

    It’s time for the Cayman JERK and Wing FEST – You heard that right.  The only event to marry together two things you love, the best Jerk and the best Wings Cayman has to offer in one giant event. The Jerk and Wing…

  • Dodgeball Tournament

    Pickleball Courts , Cayman Islands

    On Saturday, July 26th at the Pickleball Cayman courts! Teams of 6 will face off against each other in this epic old school playground battle to be the last team with players remaining! Compete for prize money and bragging rights! Register now by…

  • Lemonade Day

    Lemonade Day is here!!! It is a fun, experiential program that teaches our youth how to start, own and operate their very own business - a lemonade stand! Join us on Saturday, August 23rd for an island-wide Lemonade Day from 9a-12p – we…

  • SpookFest 2025

    Stingray Media Presents the M&Ms and SKITTLES Halloween Spookfest Kids, Join us from 10am to 1pm at the DART FIELD OF DREAMS for a great Family Friendly event. Put your costumes on, whether it’s scary, funny, cute or crazy…we want to see them…

  • Corporate Cup 2025

    12th annual Corporate Cup is back!  Brought to you by CUC. Cayman’s premier “team building” event - your company is guaranteed a day of competitive fun! Saturday, November 15th 9am-3pm Dart Field of Dreams Entry Fee is $350 - plus a donation of…

  • Operation End Hunger

    Food donations go to Meals on Wheels, Cayman Food Bank, NCVO, various church pantries, and cash donations will provide boxed meals courtesy of Subway. Cayman has so many great organizations providing food for families going through some tough times.  Without these charities, too…