Anguilla Calendar of Events

Anguilla Events, Music & Nightlife

On Island Festivals and Events 2016

Jan 24 - 3044th 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
February 633rd Annual St. Gerard’s Garden Party 6:30 – until
Hosted on the grounds of historic Wallblake House, showcasing cuisine from other islands prepared by members of St. Gerard’s congregation; live music and dancing.
February 13Mr. Miss Talented Teen Pageant.
ALHCS Valentines Pageant, hosted at the Landsome Bowl Cultural Centre in the Valley.
February 27Annual Flower and Garden Show 11:00 am – 6:00 pm
Two days of flower displays and competitions on the grounds of Wallblake House.
Feb 25 - 283rd Annual Anguilla Fashion Expo
For those of you who love fashion, design, photography, and beauty, the Anguilla Fashion Expo is a marvelous opportunity to combine all of these aspects in the “Tranquility Wrapped in Blue” of the Caribbean Sea.
March 2James Ronald Webster Day 8:00am – noon
Public Holiday Speeches and tributes to the Father of the Nation (James Ronald Webster) takes place at Old East End School and Grounds.
March 6 - 13Annual Women’s Week
Features radio interviews with 15 women in the Anguillian community discussing their successes, challenges and ability to stay motivated despite obstacles. Events include an International Women’s Day reception sponsored by Her Excellency, the Governor, Ms. Christina Scott and Women’s Empowerment Luncheon hosted by CuisinArt Golf Resort and Spa.
MarchAgricultural Open Day
Sale of local agricultural produce, live-stock displays and demonstrations. Local and regional String Band music. On the grounds of the Agriculture Department.
March 25Good Friday
Public Holiday. A day of church services for all denominations throughout the island. (Various times)
March 26 - 279th Annual Festival Del Mar, Easter Saturday & Sunday 10:00 am – 11:00 pm.
Celebrating all things of the sea in the beautiful fishing village of Island Harbour. Deep Sea fishing competition, swimming races, crab races and culinary competition, and live string band music are all part of the activities for this two day event. B-Class boatrace on Saturday and A-Class boatrace on Sunday (
March 28Easter Monday Boatrace 2:00pm
Public Holiday. A-Class Egbert Connor Boatrace at Sandy Ground.
April 3The Anguilla National Culinary Team will host the Taste of Anguilla fundraiser at Viceroy Anguilla Hotel on, from 7-10 pm. This event consists of Anguilla’s most celebrated restaurants and also drinks from Rum Punches to Mojito. Come out and support the Anguilla National Culinary Team 2016
April 21-2426th Annual Moonsplash Music Festival 8:00 pm – until
Takes place at the Dune Preserve on Rendezvous Bay, normally around the first full moon before Easter. The concerts are hosted by Anguilla’s very own Bankie Banx, featuring internationally-acclaimed and regional recording artiste from around the world.
May 2Labour Day 10:00 am until
Public Holiday. Fun Sports Day amongst Government Departments and Private sector companies. James Ronald Webster Park
May 5National Day of Prayer
Marks the beginning of the month-long Anguilla Day Celebrations to commemorate the revolution of 1967. An entire day of prayer at the House of Assembly, churches and other public places throughout the island.
May 8Culinary Team Mother’s Day Brunch
Hosted at Viceroy Anguilla, Coba Restaurant. Come and let the team pamper your Mother. Seating’s from 11:30 am-1 pm and 1:30pm to 3:00 pm.
May 6, 7 & 814th Annual Anguilla Yacht Regatta
Yacht racing between the regional racing fraternity with a
Local B class boatrace normally on the last day of regatta.
(Various starting times)
May 19 - 225th Annual Anguilla Lit Fest: “A Literary Jollification” –
Celebrate the literary heritage of Anguilla and find yourself inspired by three days of informative workshops, stimulating seminars and exciting literary presentations by leading authors from America, Canada, the Caribbean and host nation Anguilla, all against the backdrop of Anguilla’s splendid white sand beaches and tranquil turquoise waters.
May 22The Underground Spoken Word Finale 7:30 pm until
Young independent Anguillian poets performing with regional and international spoken word Artistes. A satellite event of Lit Fest 2015. Venue to be announced.
May 16Whit Monday Welches Fest 5:30am – 8:00pm
Public Holiday. Welches Fest takes place on the ball field in Welches Village. Starting around 5:30 am you can have an old fashioned breakfast of “flour pap” (a type of porridge) to start your day. All things at this fest are of yesteryear, including food, drinks, toys, games and music.
May 28Valley Street Festival 10:00am – 6:00pm
Local vendors, Farmers Association, Scouts and Guides, Anguilla National Culinary & Arts Association and the Department of Youth & Culture in partnership with the Anguilla Tourist Board and bring this event to the area of the Peoples Market with Domino, face painting, live music games and a cycling competition. ()
May 30Anguilla Day Celebrations
Public Holiday. 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.
JuneWest End Pioneers of Boatrace Challenge. 2pm.
Boat race between the three class A boat from West End with defending champion NWO, 2 time winner Light & Peace and De Wizard. Race starts from Meads Bay
June 10 -12Cuisinart Golf Resort & Spa Anguilla Open Golf Tournament
June 13Celebration of the Birthday of Her Majesty the Queen
Public Holiday. All uniformed organizations parade at James Ronald Webster Park in the morning and cocktails are served in the evening at Government House to invited guests
A Village Ting
A cultural Festival held at one of our heritage sites “the ole East End School” Celebrating games and food of yesteryear
July 17John T. Memorial Cycling Race 10:00 am – until
Annual Race held over a two day period with participation from regional and international cyclists.
June 18 - 253rd Annual Men’s Week
Features radio interviews with 15 men in the Anguillian community discussing their accomplishments, trials and ability to stay encouraged despite hurdles. Events include a Father and Son Prayer Breakfast in recognition of Father’s Day and a Men’s Networking Luncheon hosted by CuisinArt Golf Resort and Spa.
July 2415th Annual Miss “Tiny Tot” Pageant 5:30 pm – until
Part of the Pre Summer Festival events.
This pageant takes place at LBCC for girls ranging from 8 – 9 years old. Fun evening for children with Cartoon Characters.
July 28 – Aug 7Anguilla Summer Festival
Forty three years of carnival activities by night, and traditional Boatracing by day, pageantry, music and street dancing. (various starting times at LBCC, and Anguilla’s spectacular beaches).
July 30South Valley Community Street Fair 8:00 am – 6:00 pm
Members of the South Valley Community unite and produce a fair with local food, cooking competitions and music.
August 1August Monday J’ouvert Morning, Emancipation Day
Caribbean Beach Party (Sandy Ground) 4:30am -2:00am

Public Holiday. Taking to the streets in the Valley at 4:30 am and reveling to Sandy Ground accompanied by the leading local bands.

Then it’s the A & B Class Boatraces and the hottest Caribbean Beach Party.
August 4August Thursday 2:00 pm. – until
Public Holiday A day for picnics and family reunions and the ATB-sponsored A & B class Boatraces at Meads Bay.
August 5Grand Parade of Troupes (Constitution Day) 1:00 pm -9:00pm
Public Holiday. Troupes from villages all over the island come together on the last Friday of Summer Festival to parade through the streets of the Valley. Colourful costumes depicting cultural and fantasy themes and the winner of Road March is announced.
November 12–19International Tennis Federation (ITF) Junior Championships Games.
Hosted at the Anguilla Tennis Academy.
November 11-13Sandy Island presents "Living in the Sun"
Deejays from all over the world and region are invited to Anguilla to be a part of a 3 day dance music festival that celebrates "living in the sun". Day time events will be hosted on Sandy Island from 10am to 4pm, and night time events will be hosted at local Hot Spots by local event partners from 10pm to 4:00am.
Nov 25 – Dec 1016 Days of Activism
Includes Gender Affairs Unit events in recognition of promoting social justice and human rights in Anguilla; encouraging community service, eliminating poverty and hunger, and ending all forms of violence and discrimination.
Nov 26 Dec 3Tourism Week
Includes Valley Street Festival and Taste of the Islands, Church Service, school and industry-wide awareness and educational activities, and climaxes with the AHTA Grand Gala and Awards banquet.
November2nd Anguilla Sculpture Symposium
From November 9th to 27th internationally renowned sculptors, all members of the Royal British Society of Sculptors, will pack their chisels and hammers and head to the First Anguilla Sculpture Symposium - the first event of its kind in the Caribbean.
November 26Valley Street Festival (as part of Tourism Week) 10:00am – 6:00pm
Local vendors, Farmers Association, Scouts and Guides and the Department of Youth & Culture in partnership with the Anguilla Tourist Board bring this event to the area of the Peoples Market with Domino, face painting, live music games and a cycling competition for Primary school students.
NovemberAnguilla’s Optimists Race against Aids
Public awareness initiative to raise awareness and funds for AIDS related services.
December 2Anguilla Hotel & Tourism Gala
Gala Event to award industry Partners
December 124th Annual Fundraising Golf Tournament
Event at the CuisinArt Golf Club Resort & Spa. Sponsored by the Anguilla Chamber of Commerce.
DecemberFestival De Noel
Competitions and pageants held on the ground of the Old East End school.
Dec – JanAnnual Christmas Tree Lighting
Festival of Lights illuminating the entire Coronation Avenue. Christmas season activities at the Trough in the Valley
DecLighting Parade
Floats around the village with music
December 12-193rd Annual South Hill Christmas Experience
A celebration of Christmas traditions and culinary treats next to the South Hill Village Community Rock Oven.
December 21National Hero’s and Heroines’ Day
Public Holiday. Honouring our past and present heroes and heroines of the 1967 Anguilla revolution.
December 25Christmas Day
Public Holiday
December 26Boxing Day
Public Holiday