Events on Anguilla


January 1, 2019 (All Day) - New Years Day -


January 20 - 28, 2019 - 43nd Anniversary of Police Week Week of activities and awareness talks throughout the island at the various schools. Concerts, car raffle with dinner & dance to round off the entire week. (Activities start at various times) - See more at:


TBA (All Day) - 4th Annual Sun Splash 

On the beach at Sandy Ground featuring Anguilian Musical Artist


February 25, 2019- Anguilla Beautification Club annual Flower and Garden Show

Celebrate the beauty of Anguilla and enjoy fresh flower arrangements, indigenous plant arrangements, creative arrangements including driftwood, flowering and foliage plants in containers, miniature arrangements, miniature gardens, hanging baskets, a display of orchids, needlework with oral decor, and the school art display


March 2, 2019 - James Ronald Webster Day


March 2, 2019 - James Ronald Webster Holiday



March 4, 2019 - St. Gerard's Garden Party at the Roman Catholic Church grounds

St. Gerard’s Garden Party has become a standard celebration for all of Anguilla to enjoy. The festival features a traditional West Caribbean dinner, entertainment and dancing.


March TBA - Moonsplash Annual Music Festival

Occurs on the weekend of the full moon in March. The festival showcases Caribbean and international talent at the Dune Preserve, Rendezvous Bay Beach


April 19, 2019 - Good Friday


April 20-21, 2019 (All day) - Festival Del Mar

On picturesque Island Harbour, a celebration of the sea, the festival includes deep sea fishing contests, boat races, triathlons, culinary competitions, string band music, and a range of other activities.


April 23, 2019 (All day) - Easter Monday Boat Racing

At Sandy Ground- fun day, rallies, sports meets, family gatherings & picnics


May 1, 2019- Labour Day


May  12-15, 2019 - Anguilla Annual Yacht Regatta

Hosted by the Anguilla Sailing Association (ASA) and the Anguilla Tourist Board, the Annual Anguilla Yacht Regatta attracts sailors from across the Caribbean and around the world. A number of races will be held, and the event culminates with a post- race reception


May 30, 2019 (All day) - Anguilla Day

The  most significant holiday on the Anguillian calendar of events, and culmination of the month long celebrations to commemorate Anguilla  Day and the round the Island boat race.


June 10, 2019 - Whit Monday



June 17, 2019(All day) - Celebration of the Birthday of Her Majesty The Queen

8:00 am parade at the Ronald Webster’s Park to pay respect to Her Majesty The Queen



June 23-25, 2019- Cuisinart Golf Resort & Spa Anguilla Open Golf Tournament

July 16, 2019 - John T. Memorial Cycling Race

Anguilian cyclists compete with others from throughout the Caribbean on a challenging course that winds its way across our island. The route begins in The Valley before going east to Sandy Hill roundabout, it continues to the West End, then on the way back, loops through Sandy Ground before returning to the east and climax at The Valley. Male cyclists perform three laps and female participants complete two laps. Day one sets the stage as a time trial and heightens with the race on day two!


July 16, 2019 - Annual Miss Tiny Tott Pageant

Children’s pageant for girls ages six to eight


August 3 - 13, 2019- Anguilla Summer Festival

Anguilla comes alive with 11 days of fun, food and boat racing. The Anguilla Summer Festival features musical performances, cultural and kids parades and a number of pageants and competitions.

racing. The Anguilla Summer Festival features musical performances, cultural and kids parades and a number of pageants and competitions.


August 5, 2019(All day)August Monday Jouvert Morning- at the crack of dawn people from all over the island dance in the streets from the valley to Sandy Ground until noon


August 8, 2019 (All day)August Thursday Boat Race- the national sport of the island. Handmade racing boats compete everyday of carnival for the grand prize. Great party also!


November 25, 2018(All day) - Anguilla's Optimist Race Against Aids

Held on the eve of International World AIDS day, this event includes a half-marathon, a 10k run and a 5k walk/run.. Public awareness campaign to raise funds for AIDS related services


December 12 - 19, 2018- Festival De Noel


December 19, 2018- Heroes and Heroines Day


December 25, 2018- Christmas Day

December 26, 2018 - Boxing Day Holiday