Best Christmas Events for Kids in Cayman

Christmas Tree Lightings & Celebrations

Camana Bay Tree Lighting Join Camana Bay for their Annual Tree Lighting event! Enjoy a magical night under the stars as they bring you the lighting of their famous Christmas tree. This year is extra special as Cayman tries to set a new a new caroling record! The tree will be illuminated at 7pm on Saturday 14th November 2025.

Rotary Annual Tree Lighting The Rotary Club invites you to join them in celebrating their annual Tree Lighting ceremony in George Town. This event has been taking place for over 60 years and is the start of the festive season for many people. Enjoy carols sung by local school children. Monday 7th December 2026.

Elf - The Musical!

Enjoy the stage re-creation of this Christmas classic! Head to Prospect Playhouse from 26th November 2026 and continuing throughout December. Tickets go on general sale from 4th November and will no doubt sell out quickly so book early to avoid disappointment!

Santa's Mailboxes

Make sure you put your letter to Santa in the mail in time for the big day! Santa's mailboxes will appear across Camana Bay from the 14th November 2026, so get writing!

Christmas Shopping, Fairs, Markets & Bazaars

Get your Christmas shopping done and support local artisans.

Holiday Evening Market Start your Christmas shopping early with this festive market at Camana Bay from 4pm. Over 20 local arts & crafts vendors will display and sell their creations. Saturday 5th December 2026 from 4pm-9pm.

Pink Ladies Christmas Bazaar Join the Pink Ladies for their annual charity fundraiser. This is a fantastic event for the whole family to enjoy with photos with Santa, afternoon tea, activities for children, handmade crafts and plant sale, live performances from the National Choir and much more. The event takes place at the ARC, Camana Bay on Saturday 28th November 2026, 2pm-5pm.

Cayman Islands National Museum Christmas Market Celebrate the season at the National Museum’s Anniversary Christmas Market. Discover unique gifts from local artisans, enjoy delicious local food, and experience live entertainment for the whole family. With music, laughter, and festive spirit all around, it’s the perfect way to embrace the joy of Christmas while supporting the community. Saturday 21st November 2026, 5pm-8pm

Holiday Farmers & Artisans Farmers Market, Camana Bay Every Wednesday throughout December 2026, Camana Bay's weekly market will be infused with Christmas cheer. Head to The Paseo, every Wednesday, from 10am-4pm.

Cayman Prep and High School Christmas Fayre Get ready for a festive morning of fun at the annual Christmas Fayre. Enjoy Santa’s Grotto, photo booth, treasure hunt, dunk tank, crafts, face painting, food stalls, silent auction, and so much more! Saturday 5th December 2026.

Jingle and Mingle Join Bedside Manor and Santa himself on Sunday 15th November when photographer Ram Ugot will be capturing the magic from 10am. Reserve your spot by emailing sales@bedsidemanor.ky or call 947 2711 to reserve your spot. Sunday 15th November 2026, 10am-2pm.

Mistletoe and Magic Head to Bacaro for their annual Christmas market featuring festive stalls filled with lovely finds to get you in the Christmas spirit! Tickets are available online or by calling the restaurant on (345) 749 4800 and includes all food, drinks and grats! Mistletoe and Magic will be held on Thursday 3rd December, 6pm-10pm.

Vigoro Seasonal Celebration A magical afternoon of festive cheer, exclusive offers and holiday inspiration. Explore Christmas decor, trees, wreaths, ceramics, unique gifts and more. There will also be festive nibbles, refreshing drinks, live music and fun activities for the whole family. Sunday 22 November 2026, 12pm-4pm at their Agricola Drive location.

Small Business Holiday Market Come out with the whole family and enjoy the Small Business Holiday Market on Cardinal Avenue and Albert Panton Street. Don't miss live music, good food and products made by local artisans as well as family activities and photos with Santa! Saturday 5th December 2026, 5pm-9pm.

Christmas at the Castle Spend the day at Pedro St. James enjoying a magical Christmas celebration for the whole community! Festive entertainment includes a visit from Santa, a Christmas market, face painting and more. There will also be plenty of delicious refreshments to enjoy. Sunday, 13th December 2026, 10am-4pm.

Join The Brasserie for their Christmas Market! Treat yourself - or your favourite person - to Market baskets stuffed with artisanal jams, chutneys, fiery hot sauces, nostalgic gingerbread men, and Brasserie Bees honey & wax candles. Wine lovers, rejoice with wine baskets or DIY cocktail kits, while experience seekers can snag passes to Harvest Dinners and SWIRL Wine Tastings. TBC

Santa Sightings

Free Family Photos With Santa Claus Santa will be in Camana Bay this Christmas, visiting not just once, but three times! Have your photo taken with him for free! TBC

Santa's Landing Join the Kiwanis Club for a family fun day at the Airport Park. Every child can meet Santa (he is landing at 2pm!) Enjoy music, free books and entertainment. Refreshments will also be available. TBC

Breakfast with Santa What better way to start your day this holiday season than with a delicious breakfast at the Turtle Centre with Christmas music, games, treats, and a special encounter with Santa Claus himself! Children will receive a gift to take home and put under the tree. Saturday 19th December 2026, 8.30am-10am.

Santa at Bedside Manor Join Bedside Manor for an afternoon full of cheer, magic, and merry memory-making for your little ones. Meet-and-greet with the big man himself! Share your wish list, laugh with St. Nick, and capture that perfect holiday snapshot to cherish forever. Our Winter Wonderland is ready for your personalised portrait with Santa, taken by a local talented professional photographer. There will also be activities, cookies, hot cocoa and a festive good bag to take home. Reserve your spot by emailing sales@bedsidemanor.ky. Sunday 15th November, 10am-2pm.

Santa at Harbour Walk Get ready for a magical holiday experience at Harbour Walk! Santa Claus is coming to town, and this is your chance to meet him in person. Bring your family, take photos with Santa, and create lasting memories that will make your holiday season even more special. TBC

Christmas Truck Parade Get ready to be dazzled as the magic of the holiday season comes to life with the Coca-Cola Christmas Truck Parade in Grand Cayman!  Bring your friends and family out to share in this Christmas tradition and enjoy music, toys and of course meet Santa himself! TBC

Photos with Santa Get ready for some holly-jolly fun at Next Chapter! Parents and little ones are invited to join Next Chapter to create magical memories. Snap your festive photo with Santa Claus and enjoy complimentary refreshments. Plus, there’s a little something special for every child who stops by to see Santa! 2026 date TBC.

Scoobyluminations Head down to Rackams and see Santa who will be arriving around 6pm. Have a photo with Santa, enjoy some puppy cuddles and buy some last-minute gifts at the market stall. TBC

Santa at Bayshore Mall Visit Santa in his grotto at Bayshore Mall in George Town and light up your child's Christmas. Enjoy seasonal treats and holiday music as you explore this enchanting winter wonderland. Dates TBC

Christmas Carols & Concerts

There is nothing more festive then belting out Christmas carols and in Cayman there are several events to help get you into the Christmas spirit!

Singing Christmas Tree The Cayman Singing Christmas Tree highlights the story of Jesus birth depicted through a 25 foot Christmas tree, 5,000 lights, cast, choir and orchestra. This year's production, which is free to attend, is shaping up to be even bigger and better with many well-known performers and local artistes. Saturday 21st and Sunday 22nd November 2026, 6pm.

Carols in Dart Park Join Dart and the Cayman Food Bank for a singalong to traditional carols and Christmas music at this free and festive community event. Carols in Dart Park will be led by Miss Izzy and the band, Carpe Diem. TBC

Holiday Caroling at The Ritz-Carlton, Grand Cayman Festive tunes spread holiday cheer in this traditional Christmas activity featuring a local choir. Sing along while enjoying a glass of mulled wine or hot chocolate, accompanied by sweet holiday treats at Rembro Foyer. Thursday, 24th December 2026, 5.30pm and 6.30pm

Christmas Sing-Along Spectacular Cayman Music School and guests present a Sing-Along Spectacular. Enjoy all of your favourite Christmas songs to get you and your children in the Christmas spirit! 30th November and 1st December 2026, 6pm.

First Baptist Church will be hosting their annual Christmas Carols concert at their Crewe Road location. Join for beautiful music and festive fellowship. The event is free to attend and open to all members of the community. Friday 11th and Sunday 13th December 2026, 7pm-9pm.

CNCF Christmas Concert A festive evening filled with holiday cheer with the Cayman National Choir and Orchestra. Enjoy musical performances, singalongs, and delightful traditional Christmas storytelling. 2026 date TBC.

Traditional Carol Concert The Elmslie Church hosts an annual Christmas Carol Concert. Sing along with the Cayman National Choir and Orchestra, a Resident Company of the F. J. Harquail Cultural Centre, to all your Christmas favourites! TBC

Carols by the Sea Hosted by the Sunrise Community Church, Carols by the Sea at the Kimpton Seafire Resort and Spa Beach Deck promises to be a a wonderful evening of music, community, and festive cheer. Thursday 17th December 2026, 6pm.

Christmas Fun Runs & Cycles

Santa Run Dash around Camana Bay for their annual family friendly 3-mile Santa Fun Run in support of the Cayman Food Bank. Saturday, 12th December 2026 at 6am.

Family Friendly Santa Cycle Families are invited to join a family friendly Santa Cycle on the roads around Camana Bay starting and finishing at Foster’s. Options of 5km, 6km or 10km distance - or shorter for younger riders! Bikes and scooters allowed. $25 per rider. Prizes awarded for best dressed participants. 2026 date TBC.

Jingle Bell Run Burn off those Christmas calories, along with hundreds of other runners, at this annual 5k and 10k Jingle Bell Run and raise money to support those who are and have experienced domestic abuse. A delicious breakfast is served after the run and spot prizes awarded. Santa will even make a special appearance! Proceeds are donated to the Cayman Islands Crisis Centre. Sunday 13th December 2026, 7am.

Gingerbread House Workshops

The Ritz-Carlton's Gingerbread House Workshop Bring your creativity and use powdered sugar, peppermints, and candy canes to craft the perfect gingerbread house, working together as a family to create a masterpiece that you can bring home with you. You are provided one pre-assembled gingerbread house per family, frosting and candies to decorate it while children enjoy seasonally inspired sweet treats and hot cocoa. Call the Ritz-Carlton on (345) 943 9000 for information on how to book. Daily from Saturday 19th December to Wednesday 23rd December 2026, 11.30am and 2.30pm.

Gingerbread House Decorating Class Discover your inner artist while you decorate a gingerbread house with Graze Girl. Supplies, snacks and drinks are supplied. 2026 date TBC.

Christmas Parties & Events for Kids

Nature Play Winter Workshops Join Baobab Education as they create space to allow imagination, curiosity, and fun as they use an interactive read aloud to explore winter through nature-based sensory play! They are offering two sessions of holiday fun this season. TBC

Gingerbread Man Tea When the joy of Christmas meets a child's tea party, magical things can happen. Indulge in finger sandwiches and a tower of delectable sweets at the annual Gingerbread Man Tea. Adults will enjoy a selection of classic and herbal teas, baked scones, finger sandwiches and tempting pastries. Call the Ritz-Carlton on (345) 815 6912 for information on how to book. Daily from Saturday 19th December to Thursday 24th December 2026, 11.30am and 2.30pm.

Charlie's Chocolate Mad Tea Anchor & Den offers a double-themed afternoon that combines the magic of sweets, treats, and creativity for children, inspired by Willy Wonka's Chocolate, and a traditional Hatter-inspired Mad Tea party for parents. Children will be invited into a world of pure imagination when they take a seat at the edible creation stations to try cookie decorating, cake pop making, and fairy bread designing.  While the little ones are entertained, adults can enjoy an inspired afternoon indulging in the classic ritual of afternoon tea. TBC

Christmas Movies

Christmas Movies at the Cinema This festive season, enjoy a wonderful line-up of Christmas classics at the cinema. From heart-warming favourites like Home Alone and It’s a Wonderful Life to action-packed hits like Die Hard and timeless tales like A Christmas Carol, there’s something for everyone. Check the schedule for more details.

Moonlight and Movies Head down to The Cresent at Camana Bay for a double feature screening of two family-friendly Christmas films - Merry Madagascar (PG, 2009) followed by Shrek the Halls (PG, 2007). Bring your blanket or lawn chair for comfort and share in the holiday spirit, combining beloved animation and community gathering in the heart of Camana Bay. TBC

Christmas Lights

Decorating private homes with thousands of twinkling lights and creating beautiful Christmas scenes is a source of immense pride in Cayman! Take an evening drive around the Island (it gets dark around 6pm) and you will see stunning nativity scenes, plus Santa, snowmen, reindeer and a whole lot more!

Top homes to check out include the Crighton family home, 389 South Church Street, across from Sunset House. Another favourite is Al and Melissa Thompson's home at Sea Alissa, 705 South Church Street across from Smith Cove.

Some homes will even leave their gates open so you can wander around and marvel at the magical, seasonal displays. December 2025.

Light Show at Camana Bay Enjoy the spectacular light display at the 42-foot tree with three shows every night at 6pm, 7pm and 8pm, with a new show every week. Each show will dazzle with music for the first five minutes, followed by 10 minutes of animated lights. Nightly from 14th November 2026-3rd January 2027.

Christmas Day Lunch

If you love over-indulging on Christmas Day then you will not be disappointed in Cayman! There are plenty of family-friendly lunch options including sumptuous brunches, traditional turkey lunches, sushi and Australian fare, you will be spoiled for choice on Christmas Day. Most restaurants offer bottomless champagne or sparkling wine too! But book early as restaurants do fill up quickly! Keep an eye on Cayman Good Taste as more Christmas brunches are added.

New Year's Eve

One of the biggest nights of the year in Cayman!  Those looking to ring in the new year will find a huge range of party options from beach parties and black tie events to live music and gourmet dinners. Alternatively get a bunch of friends together and decamp to Seven Mile Beach to watch the magnificent fireworks displays at midnight! Keep an eye on the Cayman Good Taste calendar as more New Year's Eve events are added.