• 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 only, families can enjoy Breakfast with Santa at Cayman Turtle Centre’s Schooners Bar & Grill. Sunday 4th December Sunday 11th December Saturday 18th December Saturday […]

    $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 awarded. Please bring your own water bottle. All members of the family, from the youngest to the oldest person, can participate in this family fun […]

    $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 | Christmas Market | Raffle Prizes

  • Elmslie Church Carol Concert

    The Elmslie Church, 48 Harbour Dr, George Town, Grand Cayman

    Get into the Christmas spirit with a traditional carol concert performed by the Cayman National Choir and the Cayman National Orchestra at the Elmslie Church. A fantastic event with incredible performances! This event will be taking place on two days: Tuesday, 13th December and Thursday, 15th December.

  • Christmas Sing-Along Spectacular

    Harquail Theatre, FJ Harquail Cultural Centre , Cayman Islands

    Cayman Music School and Guests present: All of your favourite Christmas and Disney songs, performed by your favourite characters and you! The audience gets to join in to create an unforgettable sing along experience!

    $20
  • 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 for the Disco House Party every Friday, 9pm until close!

  • 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 of sweets before succumbing to the magic of Santa and his friends around the Christmas tree. Adults will enjoy a selection of classic and herbal […]

    $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 only, families can enjoy Breakfast with Santa at Cayman Turtle Centre’s Schooners Bar & Grill. Sunday 4th December Sunday 11th December Saturday 18th December Saturday […]

    $35
  • Ugly Sweater Brunch

    It’s time to "sleigh" in your ugly Christmas sweater! Gather your friends and embrace the "winter" layer. Join us for an afternoon filled with festive feels and create your perfect holiday portrait. Holiday events at Kimpton Seafire Resort + Spa are as beloved as the Seven Mile Beach sunset, so book early. Fortunately we are […]

    $98
  • Charlie’s Chocolate Mad Tea

    Grand Cayman Marriott Beach Resort , Cayman Islands

    Anchor & Den is proud to offer a uniquely double-themed afternoon that will bring the magic of sweets, treats and creativity for children inspired by Willy Wonka’s Chocolate while parents enjoy A&D's traditional Hatter-inspired Mad Tea party. Children will be invited into a world of pure imagination when they take a seat at the edible […]

  • Christmas Moonlight & Movies, Camana Bay

    Camana Bay

    There’s nothing like an outdoor film enjoyed under the stars – and twinkling lights of Camana Bay – accompanied by Cayman’s blissful December breezes.  Tuesday 20th December, 6.30pm  Dr. Seuss' The Grinch (PG, 2018)

  • 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 for the Disco House Party every Friday, 9pm until close!