Christmas schedule: merry seasonal events

In case you’re wondering where and when to find Santa, elves, Christmas lights and festivities, here is a comprehensive list of dates for everything merry around the island. 

Please note that this information was correct at time of press, but times and dates are subject to change. 

Nov. 27 (two weekends through Dec. 6) 

A Playhouse Family Christmas 

Join Grizz and Frizz for another Playhouse Family Christmas. With a special guest and a cast of characters, they’ll bring the Christmas cheer. Fun for the entire family! Visit for more information. All tickets available for purchase online. 

Nov. 28 and 29 

Cayman Singing Christmas Tree 

The 25-foot tree accommodates 60 singers! 

Nov. 28 

Pink Ladies Christmas Bazaar 

Christmas Bazaar and homemade tea. 2 p.m. to 5 p.m. Crafts, country kitchen, plants, White Elephant, books, Santa’s Grotto, kids Christmas crafts and activities. 

Nov. 28 

Chamber Christmas Cleanup 

Volunteers are encouraged to sign up for a roadside cleanup to help to clean up the main and side roadways for the busy holiday season. The first 200 volunteers receive a free T-shirt and everyone receives clean-up supplies. Call the Chamber of Commerce at 949-8090 to sign up today. 

Nov. 28 

Santa Run 

6:30 a.m. Get into the spirit of the holiday season and support a very special cause. Join a parade of red and white for a 3K jolly jog around Camana Bay for some festive and family-friendly fun. $35 for adults, $20 for children 5-12, little ones under 5 are free. Registration includes a Santa T-shirt and holiday treats from The Waterfront Urban Diner. 

Dec. 1 

Light up a Life, Ceremony of Remembrance 

Open to the public, with a requested donation to Cayman HospiceCare of $10/light. Add your memorial shade to our tree of lights and celebrate the lives of those lost. 

Dec. 5 

Kiwanis Santa Landing 

Join the Kiwanis Club of Grand Cayman for its annual Santa Landing event at the Airport Park from 1 p.m. to 4 p.m. on Saturday, Dec. 5. Kids get to meet Santa and each receive a free book. Enjoy bouncing castles, face painting, crafts, hot dogs, snow cones and more! 

Dec. 5 

Christmas Arts and Craft Bazaar 

Come out and enjoy this exciting event! Arts, crafts, handmade jewelry, mosaics, baked goods, henna tattoos, and so much more. Many local crafters and artists. Great holiday gifts. All are welcome to attend. All proceeds go towards Girlguiding Cayman Islands. For more information, contact Allison Taylor at 939-0220 or [email protected]

Dec. 5 

Cayman 27’s Parade of Lights 

6 p.m. to 8 p.m. Boats aglow with thousands of brightly colored lights parade through The Harbour against a soundtrack of choirs while a Christmas market charms with local food and crafts. 

Dec. 7 

Rotary Club Christmas Tree Lighting 

Downtown George Town comes alive with a holiday showpiece hosted by the Rotary Club of Grand Cayman. The evening features a spectacular tree-lighting celebration, a visit by Father Christmas and songs of the season. The event starts at 6 p.m. 

Dec. 9 

Christmas at the Fort 

The National Trust for the Cayman Islands invites the public to its annual volunteer appreciation evening, which includes cocktails and traditional holiday hors d’oeuvres. Fort George will be lit in celebration of the season and Christmas gifts will be on sale. The event takes place from 6 p.m. to 9 p.m. 

Dec. 12 

Visual Arts Society Christmas Craft Market 

Visual Arts Society’s Christmas Craft Market 10 a.m. to 5 p.m. Get a head start on holiday shopping and browse homemade art, jewelry, crafts, ornaments and more for the perfect Christmas gift with a local twist. 

Dec. 12 

Santa Paws 

10 a.m. to noon. Pets and their owners are invited to take holiday photos with Santa. The generous dog lovers from Picture This will be on site taking professional photos with prints for purchase and there will be holiday gift sales from the Cayman Islands Humane Society and Must Love Dogs. All photo and gift purchases will support the Cayman Islands Humane Society. 

Dec. 13 and 20 

Culture at the Cinema – Nutcracker 

In celebration of the festive season, guests can enjoy the family-friendly production of Bolshoi Ballet’s The Nutcracker on the big screen as part of the Culture at the Cinema series. This screening is open to all ages, tickets are $20 for adults and $10 for children ages 11 and under. For more details, visit 6 p.m. 

Dec. 13 

Jingle Bell Walk/Run 

A long-standing favorite with the running crowd, the Jingle Bell Walk/Run raises funds for the Cayman Islands Crisis Centre. It starts and ends at the Holiday Inn. Many participants get into the Christmas Spirit by donning festive apparel. The event includes breakfast with Santa and raffle prizes. Register online at 

Dec. 16 

St. Ignatius Christmas Concert and Fundraiser 

The annual band Christmas concert concludes with a prize drawing of $25,000! Lots more prizes, including Cayman Airways travel vouchers. Tickets $25. 

Dec. 18 

8th Annual Mistletoe White Party 

Don your best winter whites and dance the night away at the hottest party of the season. The cost is $25 at the gate and part of the proceeds will benefit Cayman HospiceCare. 

Dec. 18 

Christmas Lights Bus Tour 

Join the National Trust’s Christmas Bus Tour and recapture the reason for the season. Sample Christmas beef and cassava cake to fuel you on the way and visit local yards decked out for the season. 6-8 p.m. Trust members $25, non members $30, kids (5-11) $15. Bookings required. 

Dec. 19 to 24 

Gingerbread Man Tea 

Seatings at noon, 1 p.m., 2 p.m., and 3 p.m. See what happens when the magic of Christmas meets a child’s tea party where youngsters get to decorate their own gingerbread man. Indulge in tiny sandwiches and a tower of sweets before succumbing to the magic of Santa and his friends around the Christmas tree. 

Dec. 23 

Miss Jackie’s – A Christmas Recital 

Enjoy visions of sugar plum fairies under the stars as students from Miss Jackie’s School of Dance perform holiday classics. Starts at 6:30 p.m. 

Dec. 24 

Christmas Eve 

Santa is on his way! 

Dec. 25 

Christmas Day 

Time for Christmas dinner with family and friends. 

Dec. 26 

Dashing Through the Sand 

Work off the turkey and Christmas Beef on this Boxing Day Walk/Run along Seven Mile Beach. The 1.5 mile-trek starts on the beach near Hemingways Restaurant and ends at Calico Jack’s. Includes breakfast and raffle prizes. 

Dec. 31 

New Year’s Eve 

Party time and fireworks around the island! 

For the latest information, see 

Simple and classic. - Photo: Stephen Clarke
Simple and classic. – Photo: Stephen Clarke

Drive slowly down South Church Street, one of the popular areas for Christmas lights.

Drive slowly down South Church Street, one of the popular areas for Christmas lights.

Butterfield roundabout. - Photo: Stephen Clarke

Butterfield roundabout. – Photo: Stephen Clarke

The Chrissie Tomlinson roundabout is always ablaze at Christmas. - Photo: Stephen Clarke

The Chrissie Tomlinson roundabout is always ablaze at Christmas. – Photo: Stephen Clarke

Just in case you’re missing the snow. - Photos: Stephen Clarke

Just in case you’re missing the snow. – Photos: Stephen Clarke

It may not be on the official events calendar, but a stop at the Crighton house is a must. - Photo: Stephen Clarke

It may not be on the official events calendar, but a stop at the Crighton house is a must. – Photo: Stephen Clarke