Most Appearances for Windward Islands
| 94 | DS Smith | 1999/00-2019/20 |
| 67 | ADS Fletcher | 2006/07-2023/24 |
| 61 | S Shillingford | 2000/01-2019/20 |
| 61 | LAS Sebastien | 2004/05-2016/17 |
| 60 | RN Lewis | 1992/93-2009/10 |
| 57 | J Charles | 2008/09-2023/24 |
| 56 | JR Murray | 1987/88-2006/07 |
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