Travel time: Year-round
Anguilla is unique among its Caribbean neighbors for its remarkably flat, low-lying topography. Unlike mountainous islands like St. Kitts or Montserrat, Anguilla lacks the elevation to trap passing rain clouds. This geographical trait defines its climate: it is one of the sunniest and driest islands in the Leeward chain, characterized by a tropical maritime climate that feels more like a desert-by-the-sea than a lush rainforest.
The climate in Anguilla follows a predictable daily cycle driven by the Northeast Trade Winds.
Anguilla’s seasons are defined more by rainfall and wind patterns than by temperature swings.
This is the peak of the visitor season. It is marked by the "Christmas Winds," a period of stronger, steady breezes that reach their height in December and January. These winds keep the humidity low and the air cool. February and March are historically the driest months, with deep blue skies and high visibility.
As the trade winds soften, the island feels warmer. May often sees a brief "spring peak" of rainfall before a dry June. These months offer the warmest sea temperatures for swimming (around 80°F–83°F) and are characterized by long, languid days with maximum sun exposure.
September and October are the wettest and calmest months. Without the trade winds, the air can feel "heavy" or oppressive due to higher humidity. While this is hurricane season, Anguilla’s small size makes direct hits rare. When it does rain, it is often in intense bursts that locals welcome for replenishing the cisterns that provide the island's fresh water.
Despite being only 16 miles long, Anguilla has subtle weather variations:
Because Anguilla has no natural rivers or significant groundwater, the weather is intrinsically linked to survival. Locals are master "rain harvesters," with traditional architecture featuring white-painted roofs designed to catch every drop of rainwater and channel it into underground cisterns.
Historically, the weather governed the island’s primary industries: salt picking and boat building. The dry season was essential for salt ponds (like the one in Sandy Ground) to evaporate, while the trade winds fueled the island’s legendary sailing culture. Today, the Anguilla Regatta in May celebrates this heritage, timing the races to capitalize on the reliable transition-season winds.