For domestic first-class and List A purposes, Anguilla is subsumed into the Leeward Islands cricket team.

Early games were played as part of the three-day (but not first-class) Heineken Challenge Trophy (the sponsored Leeward Islands Tournament), although at first the team was not a full participant and played only two games each year in the 1977, 1978 and 1979 tournaments.

[1] The team suffered a run of heavy defeats in their early years; Anguilla's first win in the competition came against Montserrat in the 1980 tournament.

[3] On 3 February 2008, they played Grenada, who won by 16 runs despite a 39-ball unbeaten 75 from Anguilla's Montcin Hodge.

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