The Anguilla Summer Festival celebrates cultural pride, allowing Anguillans to unite, reconnect with their roots, and showcase the island’s unique identity. During this festive time, many activities occur, strengthening community bonds. Beach parties, boat races, pageants, and street parades are some activities that occur during the festival. This year’s festival takes place from 25 July to 10 August 2025, under the theme “Igniting the Future: A Festival Reimagined.”

What should you expect?

Calypso competitions: The Summer Festival offers a diverse blend of musical offerings, including calypso, soca, and reggae. The festival’s calypso competitions feature talented performers who showcase their lyrical skills, vocality, and wit in lively performances.

Street parades: The parades feature vibrant, colourful costumes, lively performances, dancing, and a festive atmosphere, with pulsating rhythms as the backdrop. These events are often memorable and fun for the entire family.

Boat races: Anguilla’s national sport, boat racing, is essential to the festivities. Various boat races happen daily at different bays, showcasing locally made vessels operated by skilled sailors.

Beauty pageants: These events allow you to witness poise, grace, charisma, intelligence, beauty, and talent as contestants compete during the Miss Anguilla, the Talented Teen Show, and the Prince & Princess Shows.

Delicious cuisine: Anguilla is the culinary capital of the Caribbean, so expect mouthwatering food and refreshing tropical beverages. Local vendors will serve seafood dishes, jerked meat, and various drinks to keep the party going.

2025 Anguilla Summer Festival Events

Get ready to party and immerse yourself in Anguilla’s biggest festival. Here are some key events you might want to check out.

25 July: Opening Night and Showcase.

26 July: Jam Fitness Prince & Princess Show.

27 July: Junior Calypso Monarch and Peter Perkins Boat Race.

30 July: Flow Soca Monarch.

31 July: Miss Talented Teen Pageant.

1 August: Band Clash/Band-O-Rama.

2 August: EPG J’ouvert, South Valley Community Street Festival, and International Night.

3 August: Carnival at Leon’s – Beach and Brunch, August Sunday Boat Race, and  Welcome Party.

4 August: J’ouvert Morning, Caribbean Beach Party, and August Monday Boat Race.

5 August: Boat Race and Miss Anguilla Pageant.

6 August: Boat Races and Senior Calypso Monarch.

7 August: Eyes Wide Shut, Beach Party, and Boat Race.

8 August: Grand Parade of Troupes and Festival of the Streets.

9 August: Poker Run and Leeward Islands Calypso Monarch.

10 August: Champion of Champions Boat Race, Corona Beach Festival, and ASF Grand Finale.

Please visit the Anguilla Summer Festival’s social media pages,  @axasumfest (Instagram) and Anguilla Summer Festival (Facebook) for festival updates. You can also use FindYello to search for hotels, resorts, villas, boutique hotels, and related businesses in Anguilla.

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Sources: Anguilla Summer Festival, Anguilla Focus, Carimar, and Carnival Vibes.