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The Leeward Islands cricket team is a composite cricket team representing the member associations of the Leeward Islands Cricket Association, which itself is a member association of the larger West Indies Cricket Board. The team incorporates players from several small islands in the Leeward Islands grouping of the Lesser Antilles, an island arc in the Caribbean Sea. These are Anguilla, Antigua and Barbuda, the British Virgin Islands, Montserrat, Nevis, Saint Kitts, Sint Maarten, and the United States Virgin Islands, although the sport is most popular in the islands that previously were part of the British Leeward Islands colony. Although matches were played in the islands from the late 19th century, a combined team was not formed until the early 1950s, when semi-annual matches against a representative Windward Islands team commenced. The Leewards played its first match at first-class level in July 1958, against Jamaica.
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