Until 2014, the countries that make up the Windward Islands competed separately in the two competitions. In 2015, two teams named South Windward Islands and North Windward Islands competed before the current team began playing in 2016.
Prior to this, the countries that now make up the Windward Islands team had competed separately, with Grenada joining the domestic structure for its inaugural season in 1975–76, Saint Lucia joining in 1988, Dominica in 1995 and Saint Vincent and the Grenadines in 2000.[3][4][5][6] St Lucia won two 50-over titles, and Grenada and St Vincent won one apiece.[7][8][9][10] The four individual teams competed in their final season in 2014, and in 2015 were replaced in the 50-over competition by South Windward Islands and North Windward Islands. The South team finished 4th out of 6 with two wins, whilst the North team finished bottom with no victories.[11]
Since 2016, the now-unified Windward Islands team have competed in every edition of both the 50-over and T20 competitions. They achieved their best finish in the 50-over competition in the 2016–17 season, finishing 3rd with 3 wins.[12] In 2023, the side finished third in both competitions, equalling their best 50-over finish and achieving their best T20 finish.[13][14]
Players
Current squad
Based on squad announced for the 2023 season.[15] Players in bold have international caps.
Players who have played for the Windward Islands and played internationally are listed below, in order of first international appearance (given in brackets):[16]