Finding Grand Cayman Events is easy with this up-to-date calendar.

When you venture out to any part of the island, you’ll find plenty of exciting events and things to do in George Town, Grand Cayman, Seven Mile Beach, and beyond.

Head to a beach BBQ, a music festival, or a fishing tournament – and so much more – your next epic day is ready and waiting in Grand Cayman.

Check back often for updates to the calendar and even more ideas for how to enjoy Grand Cayman all year long.

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 | […]

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! […]

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 […]

$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 […]

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

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 […]

$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 […]

Christmas Moonlight & Movies, Camana Bay

Camana Bay 10 Market St, Grand Cayman, Cayman Islands

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' […]

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 […]

Our Favorite Things To Do

From the renowned Stingray City to a trip to a turtle Centre to cultural activities at the Mission House, explore Cayman Visitor and find the Grand Cayman places and activities – on and off the beaten path.

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