Anguilla Festivals & Events

20th – 28th January

45th Anniversary of Police Week

A 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 11th

Miss Talented Teen Pageant

ALHCS Valentines Pageant, hosted at the Landsome Bowl Cultural Centre in the Valley. (8:00 -11:30pm)

Feb 23rd – 26th

4th 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.

February 25th

Annual Flower and Garden Show

One day of flower displays and competitions on the grounds of Wallblake House. (11:00 am – 6:00 pm)

March 2nd

James Ronald Webster Day

Public Holiday: Speeches and tributes to the Father of the Nation (James Ronald Webster) takes place at Old East End School and Grounds. (8:00am – noon)

March 4th

34th Annual St. Gerard’s Garden Party

Hosted at a venue to be announced, showcasing cuisine from other islands prepared by members of St. Gerard’s congregation; live music and dancing. (6:30 – until)

March 5th – 12th

Annual 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 His Excellency, the Governor, Mr. Tim Foy,  and Women’s Empowerment Luncheon hosted by CuisinArt Golf Resort and Spa.

March 9th – 12th

27th Annual Moonsplash Music Festival

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 artists from around the world
(8:00 pm – until).

March TBA

Agricultural 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.

April 14th

Good Friday

Public Holiday: A day of church services for all denominations throughout the island. (Various times)

April 15th – 16th

10th Annual Festival Del Mar

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 boat race on Sunday (10:00am -6:00pm)

April 17th

Easter Monday Boat Race

Public Holiday: A-Class Egbert Connor Boatrace at Sandy Ground. (2:00pm)


Taste of Anguilla

The Anguilla Culinary team will host a fundraiser at Arleta’s restaurant at Viceroy Anguilla, from 7-10 pm. This event consists of Anguilla’s most celebrated restaurants with drinks from Rum Punches to Mojito. Come out and support the Anguilla National Culinary Team 2017 (7:00 -10:00pm)

May 1st

Labour Day

Public Holiday: Fun Sports Day amongst Government Departments and Private sector companies. James Ronald Webster Park.
10:00 am until

May 4th

National 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 12th, 13th & 14th 15th

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 18th -21st

6th 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 30th

Anguilla 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.

May 31st

Around-the-Island Boatrace:

featuring A-Class Boats starts and ends in Sandy Ground (10:00am – 6:00pm).

June 5th

Welches Fest

Public Holiday: Held the ball field in Welches Village, Welches Fest takes place the ball field in Welches Village on the public holiday of Whit Monday each year. Starting at 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. 5:30am – 8:00pm.
Whit Monday A Class Boatrace at Sandy Ground.

June 11th -18th

4th 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.

June 19th

Celebration 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 Class Boatrace at Crocus Bay

June 19th

A Village Ting

A cultural Festival held at one of our heritage sites “the ole East End School” Celebrating games and food of yesteryear

June 23rd – 25th

Chamber of Commerce Sponsored Cuisinart Golf Resort & Spa Anguilla Open Golf Tournament

June 24th

Fisherman’s Day

A seven day celebration in the Caribbean Region of Fisheries, in the honor of St. Peter, a fisherman and Apostle of Jesus Christ. The crowning of ‘Fisherman of the Year.’ The activities climax at the Agriculture Ground where fish dishes and fresh fish can be purchased.

July 16th

16th Annual Miss “Tiny Tott” Pageant

Part of the Pre Summer Festival events. This Pageant takes place at the LBCC for girls ranging from 8-9 years old. A fun evening for the children with Cartoon Characters.

July 30th

Peter Perkins Boatrace

A Class race at Sandy Ground

August 2nd – 13th

Anguilla 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). (5:30pm – until).
August 5th

South Valley Community Street Fair

Members of the South Valley Community unite and produce a fair with local food, cooking competitions and music. (8:00am-6:00pm)

August 6th

Heineken Boatrace

A & B Class races in Sandy Ground

August 7th

August Monday J’ouvert Morning, Emancipation Day

Caribbean Beach Party (Sandy Ground)
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. 4:30am -2:00am

August 8th

August Tuesday Boatrace

A Class race from Sandy Ground to Island Harbour

August 9th

NCBA Boatrace

A Class race from Sandy Ground to Blowing Point and back.

August 10th

August Thursday

Public Holiday A day for picnics and family reunions and the ATB-sponsored A & B class Boatraces at Meads Bay, with Live Entertainment. (2:00pm- until).

August 11th

Grand Parade of Troupes (Constitution Day)

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. (1:00-9:00pm)

August 13th

Champion of Champion Boatrace

A & B Class races at Sandy Ground

August 20th

Captains Cup

A Class race at Sandy Ground

November 24th – 26th

“Livin in the Sun” Presented by Sandy Island

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.


International Tennis Federation (ITF) Junior Championships Games.

Hosted at the Anguilla Tennis Academy.

Nov 25th – Dec 10th

16 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.

November 25th

Tourism Week

Includes Valley Street Festival and Taste of the Islands, Church Service, school and industry-wide awareness, educational activities. The Event Climaxes with the AHTA Grand Gala and Awards banquet.

November 25th

Valley Street Festival (as part of Tourism Week)

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 Agriculture Grounds with Domino, face painting, live music and games. (10:00am-6:00pm).
November 25th

Valley Street Festival (as part of Tourism Week)

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 Agriculture Grounds with Domino, face painting, live music and games. (10:00am-6:00pm).

November 25th

Anguilla’s Optimists Race against Aids

Public awareness initiative to raise awareness and funds for AIDS related services.

December 1

Anguilla Hotel & Tourism Gala

Gala Event to award industry Partners, Dinner and dancing. (8:00pm until).

December 10th

5th Annual Fundraising Golf Tournament

Event at the CuisinArt Golf Club Resort & Spa. Sponsored by the Anguilla Chamber of Commerce.

December TBA

Festival De Noel

Competitions and pageants held on the grounds of the Old East End school.

Dec – Jan TBA

Annual Christmas Tree Lighting

Festival of Lights illuminating the entire Coronation Avenue. Live entertainment fun, games and competitions at the Trough area in the Valley

December 12th – 19th

4th Annual South Hill Christmas Experience

A celebration of Christmas traditions and culinary treats next to the South Hill Village Community Rock Oven.

December 19th
National Hero’s and Heroines’ Day
Public Holiday in the honour of our past and present heroes and heroines of the 1967 Anguilla revolution.

December 25th

Christmas Day

Public Holiday

December 26th

Boxing Day

Public Holiday

January 1st

New Year’s Day

Public Holiday