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.

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!

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. We will be bringing live music, good food and local artisans to the heart of George Town, for an evening filled with festival fun. This […]

Santa Run, Camana Bay, Grand Cayman

Camana Bay Town Center, SMB, Grand Cayman, Cayman Islands

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 Crescent. The first 15 registrants will receive a limited-edition Camana Bay 15-year bottle and all registrants will receive a T-shirt while supplies last. To register, […]

Free Family Photos With Santa Claus, Camana Bay

Camana Bay Town Center, SMB, Grand Cayman, Cayman Islands

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 photos with Santa and photographer Rhian Campbell.

Christmas Art & Craft: Visual Arts Society

Camana Bay Town Center, SMB, Grand Cayman, Cayman Islands

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 can learn about VAS ceramics. Enter to WIN classes and there will be a fundraising raffle.

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

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!

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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