• Kids Fun Run

    The 2022 Kids Fun Run takes place on Sunday, 4 December at approximately 10:15am. This event is sponsored by Milo and the Cayman Islands Government's Ministry of Youth, Sports, Culture and Heritage, and is open to […]

    FREE
  • Barefoot Beach BBQ at Kaibo

    Kaibo Beach

    The Barefoot Beach BBQ has returned to Kaibo every Tuesday! The Caribbean BBQ menu, with local recipes and ingredients, includes local fish, a variety of Cayman-style meats, Caribbean vegetarian curry, a […]

    $40
  • Christmas Tasting Tour of Camana Bay for CICS

    Camana Bay

    Your team's holiday party is set to be festive with four Camana Bay restaurants hosting this culinary experience. For over two hours, you will stroll through the waterfront town enjoying […]

    $150.00
  • Sunset Session- Sandbar

    Sandbar, Waterfront , Cayman Islands

    Enjoy a live sax DJ set with Denys at Sandbar, while soaking up the sunset and grooving into the night, 5-7:30PM. Plus, it’s extended happy hour from 5-9PM! And stay […]

  • Small Business Holiday Market

    Cardinall Avenue Waterfront, George Town, Grand Cayman, Cayman Islands

    Join us in supporting our small businesses this holiday season! Come out with the whole family and enjoy the Small Business Holiday Market on Cardinall Avenue & Albert Panton Street. […]

  • Santa Run, Camana Bay, Grand Cayman

    Camana Bay

    The 8th annual Santa Run is back once again, in support of Cayman Food Bank! Participate in the approximately three-mile fun run that starts and ends on the Camana Bay […]

  • Free Family Photos With Santa Claus, Camana Bay

    Camana Bay

    Santa will be in Camana Bay this Christmas, visiting not one, not two, but three times! 26 Nov: Heliconia Court 3 December: The Island 10 December: Heliconia Court Free family […]

  • Christmas Art & Craft: Visual Arts Society

    Camana Bay

    Visual Arts Society (VAS), a non profit organisation, are hosting their annual Arts & Craft Market with locally made items. Great gifts, keepsakes, souvenirs and a pottery wheel demo where you […]

  • Gingerbread Man Tea at the Ritz-Carlton, Grand Cayman

    Ritz Carlton , Cayman Islands

    See what happens when the magic of Christmas meets a child’s tea party where you get to decorate your own Gingerbread Man station. Indulge in tiny sandwiches and a tower […]

    $95.00
  • Breakfast with Santa at the Cayman Turtle Centre

    Cayman Turtle Centre , Cayman Islands

    What better way to start your day this holiday season than with a delicious breakfast with Christmas music, games, treats, and a special encounter with Santa Claus himself! On four dates […]

    $35
  • Jingle Bell Walk/Run, Grand Cayman

    Race starts from the Holiday Inn Resort

    The annual Jingle Bell Run/Walk comprises a 5k and 10k route and supports the Cayman Islands Crisis Centre. A delicious breakfast is served to all runners and spot prizes are […]

    $30
  • Christmas at the Castle, Pedro St. James

    Spend the evening at Pedro St James enjoying a celebration of Christmas under the stars! Tree Lighting | Carol Singing | Food & Drink | Santa Visit & Photos | […]