| 8-28 | F Thomas | Windward Islands v Kenya | 2003/04 | f47789 |
| 8-45 | JA Warrican | Barbados v Windward Islands | 2018/19 | f59348 |
| 8-64 | RA Austin | Combined Campuses and Colleges v Windward Islands | 2013/14 | f55565 |
| 8-79 | IO Jackson | Windward Islands v West Indies B | 2000/01 | f45545 |
| 7-63 | S Shillingford | Windward Islands v Guyana | 2012/13 | f54672 |
| 7-75 | CA Walsh | Jamaica v Windward Islands | 1985/86 | f36223 |
| 7-76 | SH Lewis | Windward Islands v Trinidad and Tobago | 2018/19 | f59361 |
| 7-91 | S Shillingford | Windward Islands v Jamaica | 2016/17 | f57862 |
| 7-105 | GE Charles | Guyana v Windward Islands | 1984/85 | f35657 |
| 7-105 | S Shillingford | Windward Islands v Barbados | 2019/20 | f59857 |