Planning to visit the Caribbean island of Anguilla?

Here are the best times to go.

The best part of Anguilla?

Aerial of Meads Bay Beach, Anguilla

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Shuttered resorts in September and October can limit accommodation options and experiences for travelers.

The crowds, even by Anguilla’s standards, die down significantly in late spring and early summer.

“May and June are my personal favorite months to visit Anguilla as a traveler,” says Kircher.

Little Bay Beach, Anguilla

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It’s the ideal time to visit for beach hopping and enjoying the island from the water.

Travelers can enjoy even lower prices during Anguilla’s off-season, in September and October.

However, off-season means the island’s larger resorts and many restaurants shutter entirely.

Sunny weather in Anguilla

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Prospective travelers often decide that visiting Anguilla during these months may not be worth the savings.

“Rougher seas and frequently passing storms make the Atlantic hurricane season more challenging for sailing in the Caribbean.

Hurricane season stretches from June through November, but peaks in September and October.

Aerial of woman coming out of water at Meads Bay Beach, Anguilla

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The first Monday in August, known as “August Monday,” is the height of the celebration.

These events are a memorable way for visitors to experience the island’s culture and traditions first-hand.

Just note that sometimes the celebrations lead to temporary shop and restaurant closures.

Boats in Anguilla

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