Anguilla is a small Caribbean island known for its beautiful beaches, luxury resorts, and peaceful atmosphere. What makes Anguilla special is that it still feels calm and untouched, unlike many crowded tourist destinations.
Even during peak travel months, Anguilla never feels too busy. According to tourism experts and locals, you can often enjoy the beach almost all to yourself. That’s one of the biggest reasons people love visiting the island.
Anguilla Travel Seasons
Anguilla has three main travel seasons:
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High Season: November to April
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Shoulder Season: May to July
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Low Season: August to October
Flights are available all year, but there are more options and better connections during the high season. During the low season, especially in September and October, many resorts and restaurants close, which limits things to do.
Best Time to Visit for Fewer Crowds
Even during the high season, Anguilla remains quiet compared to other Caribbean islands. However, late spring and early summer—especially May and June—are ideal if you want even fewer people. The weather is pleasant, the sea is calm, and the island feels extra peaceful.
Best Time to Visit for Good Weather
Anguilla is warm all year, with temperatures usually in the low 80s°F. The best weather is from December to April, when there is less rain and more sunshine. This is perfect for beach activities and enjoying the ocean.
Best Time to Visit for Lower Prices
Prices start to drop after the holiday season, especially from late April onwards. The cheapest time to visit is during the off-season from August to October. However, many hotels, resorts, and restaurants close during this period, so the savings may not always be worth it.
Best Time to Visit for Sailing
Sailing is very popular in Anguilla. The best time for sailing is during the spring months, when the sea is calm and the weather is sunny. Hurricane season, from June to November, brings rougher seas and unpredictable weather, especially in September and October.
Best Time to Visit for Diving
The best time for diving in Anguilla is from December to April. During these months, the water is clear, rainfall is low, and ocean conditions are calm. February and March are especially good for underwater visibility. Water temperatures stay warm, so wetsuits are usually not needed.
Best Time to Visit for Festivals
May is a lively month in Anguilla, with the Anguilla Regatta and Anguilla Day celebrations. These events include boat races, parades, and parties. The Anguilla Summer Festival, held from late July to early August, is another major cultural event with music, dancing, and celebrations across the island.
Worst Time to Visit Anguilla
September and October are the least ideal months to visit. This is peak hurricane season, and many resorts and restaurants close during this time. While some small hotels stay open, the island feels very quiet, and visitors may miss out on much of what Anguilla has to offer.