[2] The Leewards played its first match at first-class level in July 1958, against Jamaica.
[3] For the inaugural 1965–66 season of the Shell Shield, the Leewards and Windwards associations together entered a "Combined Islands" team, an arrangement which persisted on and off until the 1981–82 season, when the associations began to enter separate teams.
[7] Of these, 187 matches were played in the main West Indian domestic competition.
[8] A total of 184 players have played at least one first-class match for the team since its debut.
Of the team's captains, two were Anguillan, nine Antiguan, one Montserratian, seven Nevisian, eight Kittitian, and one of unknown nationality: