Winter Journey to Anguilla

While much of the Northern Hemisphere endures the long and brutal cold of winter, our tropical island of Anguilla enjoys the warm waters of the Caribbean Sea and days drenched in sunshine. It’s the perfect place to escape from the harsh winter weather, and we’ve put together a day to day guide to planning the ultimate winter vacation on Anguilla below!

Christmas Festivities

Anguilla is the perfect place for those dreaming of a white Christmas—a white sand Christmas, that is! Our island comes alive with the Christmas spirit, whether you’re attending parades, pageants, or tree lighting ceremonies.

Winter Fishing

The winter season brings on some of Anguilla’s best fishing. Species such as marlin, sailfish, lady fish, wahoo, snook, dorado, grouper, kingfish, barracuda, and sailfish make their seasonal appearance. Use the services of charters like Nature Boy, Junior’s glass bottom boat, and Gotcha! Garfield’s Sea Tours to catch a few fish for yourself!

Winter Surfing

Though Anguilla’s waters are generally known for being calm and clear, our island experiences fantastic surfing conditions during the winter season. Our water temperatures are much warmer than in other winter surfing locales, meaning a less frigid and more enjoyable experience for you out on the water!

National Heroes and Heroines Day

Join our island in our annual celebration on December 19th, National Heroes and Heroines Day, which recognizes the lives, actions, and sacrifices made by citizens who made Anguilla a better place.

Old Year’s Night (New Year’s Eve)

Anguilla celebrates the upcoming new year by sending off the old year with all-day and all-night celebrations at great spots like Elvis’ Beach Bar, The Dune Preserve, Veya, Straw Hat or beachside fireworks at The Sunshine Shack.

Celebrity Sightings

During the festive weeks of Christmas and New Year’s and into the early weeks of January, many visitors flock to Anguilla for a much-needed getaway from the biting cold of Europe and North America—including some of the world’s most rich and famous. Keep an eye out for someone you might recognize while visiting Anguilla in the winter!

Escape to Anguilla for the Winter!

Find out more about the wonders that await you on Anguilla during the winter and year-round when you call, email, or chat with our reservations team and reserve your lodgings with us today!