Anguilla Summer Festival 2025 Schedule of Events

July 2025 Anguilla Summer Festival Events Schedule:

July 25th - Opening Night & Showcase
July 26th - Jam Fitness Prince & Princess Show
July 27th - Junior Calypso Monarch & Peter Perkins Boat Race
July 30th - Flow Soca Monarch
July 31st - Miss Talented Teen Pageant

August 2025 Anguilla Summer Festival Events Schedule:

August 1st - Band Clash/Band-O-Rama
August 2nd - EPG J'ouvert, South Valley Community Street Festival & International Night
August 4th - Famous August Monday - J'ouvert Morning, Caribbean Beach Party & August Monday Boat Race
August 5th - Boat Races & Miss Anguilla Pageant
August 6th - Boat Races & Senior Calypso Monarch
August 7th - Eyes Wide Shut, Beach Party & Boat Race
August 8th - Grand Parade of Troupes & Festival of the Streets
August 9th - Poker Run, Leeward Islands Calypso Monarch
August 10th - Champion of Champions Boat Rate, Corona Beach Festival & ASF Grand Finale

Best Place to Stay in Anguilla during Anguilla Summer Festival 2025:

Stay at Tranquility Beach for the best of both worlds: peaceful luxury just far enough away from the revelry, and a front-row seat for the legendary boat races that pass right by our Meads Bay Beach resort.