What's on in The Valley (Anguilla), Anguilla through the year
The Valley, Anguilla has 5 curated events through the year — 1 festival, 1 holiday, 2 hazard seasons and 1 closure. The ones to plan around: Anguilla Summer Festival (July) and Sargassum season (May).
Updated September 2026 · every event curated and sourced · dates for 2026 where they are announced, the usual window where they are not
Best time to visit The Valley (Anguilla): weather, crowds and notes →
The Valley (Anguilla) events and crowds by month
| Month | What starts | Crowds |
|---|---|---|
| January | — | Busy |
| February | — | Busy |
| March | — | Busy |
| April | — | Shoulder season |
| May | Sargassum season, Anguilla Day and boat race | Busy |
| June | Hurricane season | Shoulder season |
| July | Anguilla Summer Festival | Busy |
| August | Off-season hotel closures | Busy |
| September | — | Quiet |
| October | — | Quiet |
| November | — | Shoulder season |
| December | — | Shoulder season |
January in The Valley (Anguilla)
The Valley (Anguilla) weather in January →Busy — school holidays in 3 of the markets that fill it, one of its best months for weather
Nothing new starts in January.
February in The Valley (Anguilla)
The Valley (Anguilla) weather in February →Busy — one of its best months for weather
Nothing new starts in February.
March in The Valley (Anguilla)
The Valley (Anguilla) weather in March →Busy — school holidays in 2 of the markets that fill it, one of its best months for weather
Nothing new starts in March.
April in The Valley (Anguilla)
The Valley (Anguilla) weather in April →Shoulder season — an ordinary month
Nothing new starts in April.
May in The Valley (Anguilla)
The Valley (Anguilla) weather in May →Busy — Anguilla Day and boat race
- Hazard
Sargassum season
1 May – 30 Sep · usuallyAnguilla is hit less hard than islands further south, but weed still lands on the south and northeast coasts most years - Savannah Bay, Sandy Hill Bay and Shoal Bay East are the names locals watch. How bad a season gets varies week to week rather than by the month. Source ↗
- Holiday
Anguilla Day and boat race
30 MayNational holidayClosuresCrowdedThe thirtieth of May marks the start of the 1967 revolution and is the biggest day on the boat-racing calendar: hand-built wooden sloops start a round-the-island race from Sandy Ground at nine in the morning. Government offices and most businesses close for it. Source ↗
June in The Valley (Anguilla)
The Valley (Anguilla) weather in June →Shoulder season — school holidays in 3 of the markets that fill it, an ordinary month
- Hazard
Hurricane season
1 Jun – 30 NovIrma made a direct Category 5 hit in September 2017, doing an estimated US$320 million in damage and knocking out the House of Assembly and the ferry terminal at Blowing Point for months. Most seasons pass without a direct strike, but the island is low and flat with nowhere to hide from one that does. Source ↗
Still on: Sargassum season (1 May – 30 Sep (usually))
July in The Valley (Anguilla)
The Valley (Anguilla) weather in July →Busy — Anguilla Summer Festival, school holidays in 3 of the markets that fill it
- Festival
Anguilla Summer Festival
24 Jul – 9 Aug · usuallyCarnivalCrowdedBook earlyAnguilla's carnival: two weeks of calypso finals, pageants and the Parade of Troupes building to J'ouvert before dawn and a string of boat races that double as the island's national sport. The Valley and Sandy Ground carry most of it. Source ↗
Still on: Sargassum season (1 May – 30 Sep (usually)), Hurricane season (1 Jun – 30 Nov)
August in The Valley (Anguilla)
The Valley (Anguilla) weather in August →Busy — Anguilla Summer Festival, school holidays in 3 of the markets that fill it
- Closure
Off-season hotel closures
16 Aug – 15 Oct · usuallySeveral of the island's biggest names close for repairs and staff leave between mid-August and mid-October, Cap Juluca and the Four Seasons among them. Rates at what stays open are the lowest of the year, and villas and a handful of restaurants keep going regardless. Source ↗
Still on: Sargassum season (1 May – 30 Sep (usually)), Hurricane season (1 Jun – 30 Nov), Anguilla Summer Festival (24 Jul – 9 Aug (usually))
September in The Valley (Anguilla)
The Valley (Anguilla) weather in September →Quiet — school holidays in 2 of the markets that fill it, one of its worst months for weather
Nothing new starts in September.
Still on: Sargassum season (1 May – 30 Sep (usually)), Hurricane season (1 Jun – 30 Nov), Off-season hotel closures (16 Aug – 15 Oct (usually))
October in The Valley (Anguilla)
The Valley (Anguilla) weather in October →Quiet — one of its worst months for weather
Nothing new starts in October.
Still on: Hurricane season (1 Jun – 30 Nov), Off-season hotel closures (16 Aug – 15 Oct (usually))
November in The Valley (Anguilla)
The Valley (Anguilla) weather in November →Shoulder season — an ordinary month
Nothing new starts in November.
Still on: Hurricane season (1 Jun – 30 Nov)
December in The Valley (Anguilla)
The Valley (Anguilla) weather in December →Shoulder season — school holidays in 3 of the markets that fill it, an ordinary month
Nothing new starts in December.