Figuring out when to travel to Anguilla can be a tricky decision. The weather hovers in the mid to high 80s year-round and is sunny with relatively little rain, but the rainy season can throw a wrench into your vacation planning. It can be difficult to find a time that balances good weather, cost, and available activities. This guide will help you sort through these challenges and plan your perfect vacation.
Winter (December – April)
The winter months are the peak tourist season and feature dry conditions, relatively mild heat, and lots of sunshine. Restaurants, hotels, and beaches are bustling, and fun Anguilla activities, like festivals, are plentiful.
This is the prime time to vacation in Anguilla, but you will pay for it. Hotels and flight rates are at their highest during the winter season, and you’ll have lots of company in this tropical paradise.
Summer (May – July)
Tourist traffic begins to slow down during this season. The weather is typically hot and humid, with lots of sunshine, and the heat really starts to pick up in June and July. The earlier part of this season is great for relaxing on the beach and features some great Anguilla activities, including the Anguilla Yacht Regatta, Anguilla Day, Welches Fest, and A Village Ting Festival.
You’ll be rewarded with a great mix of things to do, cultural events, sunny weather, and cost savings if you book your stay during the early summer.
Fall (August – November)
This timeframe covers the worst months of the island’s hurricane season, August and September. Anguilla weather is at its worst in the fall – the hottest temperatures of the year, frequent heavy rains, and the potential for hurricanes. In October, you’ll find more heat and lots of rain, and November transitions from the rainy season to winter conditions.
As far as activates go, this season can be quite slow. In fact, many hotels and some restaurants close their doors in September and October. If you’re willing to brave the weather, however, you’ll be rewarded with cost savings. You can find huge savings at the hotels that continue to operate during these months.
Figuring out when to plan your Anguilla getaway comes down to what is important to you – cost savings, weather, available activities, or a combination of these. Keep this guide handy to help you sort through these factors and find your perfect island escape.