January 2009

25 - 31 - Police Week
30 - National Arts & Crafts Exhibition & Demonstration at the Anguilla Craft Shop

February 2009

7 - ALHCS Miss Valentine Pageant
21 - St. Gerard's Garden party
February 28 - March 1 - ABC "10th Anniversary" Flower & Garden Show

March 2009

February 28 - March 1 - ABC "10th Anniversary" Flower & Garden Show
26-29 - 19th Annual Moonsplash 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

22 RunWay Anguilla Fashion Show – Springtime Magic.  Extravaganza of Fashion, Food and Entertainment. 4 – 7pm. Art Café, Island Harbour.

April 2009

10 - Good Friday
11-12 - Festival Del Mar
13 - Easter Monday - Easter Monday Boat Racing fun day rallies, short meets, family gatherings & picnics

May 2009

8,9,10 - Anguilla Annual Yacht Regatta
23 - Digicel Talented Teen Pageant

June 2009

1, 2 - Whit Monday
Anguilla Day Commemorates the beginning of the Aguillan Revolution which took place on May 30, 1967
14 - Miss Venus Swimsuit Competition
15 - Celebration of Her Majesty Queen Elizabeth's Birthday 8:00 am parade at the Ronald Webster's Park

July 2009

5 - John T. Memorial Cycling Race
12 - Annual Miss "Tiny Tott" Pageant
19 - NBA Peter Perkins Boat Race
25 - Miss Ecstasy Regional Pageant
26 - Miss Anguilla Swim Suit Competition a pre Summer Festival activity
30 - Opening of Summer Festival

August 2009

Anguilla Summer Festival colorful expressions of Anguillan culture through dance, song, parades & boat racing!
2 - Heineken Boat Race at Sandy Ground
3 - August Monday Jouvert Morning - at the crack of dawn, people from all over the island dance in the streets of the Valley until noon
August Monday Boat Race at Sandy Ground
6 - August Thursday August Thursday Boat Race - the national sport of the island. Handmade racing boats compete everyday of carnival for the Grand prize. Great Party Also!
Miss Anguilla Pageant at the Landsome Bowl Cultural Centre. The crowning event of carnival festivities - talented young ladies compete for the title of "Miss Anguilla"
7 - Parade of Troupes Colorful parade of troupes through The Valley

November 2009

12-15 - Anguilla Tranquility Jazz Festival Enjoy the mellow rhythms of jazz set against the backdrop of one of Anguilla's unique sunsets - great music, great people, great atmosphere - Tranquility in Anguilla - it's a jazz thing! Read more at www.anguillajazz.org
29 - Anguilla's Race Against Aids Public awareness campaign to raise funds for AIDS related services.

December 2009