Festivals and Events Journey to Anguilla

The culture and vibrancy of Anguilla can be seen not only in the island’s year-round art scene, but also in the seasonal and yearly events and festivals that are held on our sands. Learn more about how you can plan your Anguillan vacation around our fun and amazing events by reading our guide below!


Escape from the cold and into the warm, tropical sunshine on Anguilla!

Christmas on Anguilla
Dreaming of a white sand Christmas? From tree lightings to parades and more, Christmas is a magical holiday in Anguilla.

New Year’s Eve and New Year’s Day
Sandy Ground is a hub for New Year’s festivities and parties. There are also festivities including beachside fireworks at local resorts and other special events.

While the rest of the world is de-thawing from winter, Anguilla is enjoying its peak season.

Moonsplash Reggae Festival
The island’s most iconic music festival takes place at the bar and concert venue The Dune Preserve during March every year, presided over by reggae legend Bankie Banx.

Festival Del Mar
Anguilla celebrates its cultural connection to the sea during this Easter event, which includes everything from boating regattas and fishing contests to parades and cooking competitions.

Anguilla Regatta
Sailing is Anguilla’s national sport, and the Anguilla Regatta held each May is the highlight of the sailing season on the island.


Plan the ultimate summer holiday on Anguilla!

Anguilla Lit Fest
Local and international writers meet to learn about and perfect their craft through events and panels during mid-May of each year.

Anguilla Day
Anguilla Day is a day of festivities dedicated to celebrating the island and its culture, beginning with the Round-the-Island boat race that begins and ends at Sandy Ground.

Anguilla Open Golf Tournament
Each June, CuisinArt Golf Resort hosts over 100 golfers from the Caribbean and the U.S. to compete for a championship title.

Anguilla Summer Festival
11 days of festivities take place during this island-wide festival each August, action-packed with pageants, live music performances, parades, and more. Carnival, a holiday celebrated around the world, also coincides with the Anguilla Summer Festival, when festivities reach their peak.

Plan an Unforgettable Vacation on Anguilla!

Anguilla has endless opportunities for fun and relaxation during your stay. Contact our reservation agents and reserve your accommodations with us today to learn more!