Windward Islands

The Windward Islands team is the least successful of the six West Indian first class teams, having failed to win a first-class title and with four one-day titles in 37 attempts. They played their first first-class match in 1959–60 against the touring England side, losing by ten wickets, and until 1980–81 they mainly played as a part of the Combined Islands. However, from 1981–82 onwards they have played as a separate entity.

On a few occasions, all in the one-day Red Stripe Bowl competition, two teams have represented the Windwards. In the 2001–02, Northern Windward Islands and Southern Windward Islands competed, while in 2002–03, a team from Saint Vincent and Grenadines and a Rest of the Windward Islands side took part.