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

The first Anguillan to play Test cricket for West Indies was Omari Banks in 2003.

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.