Highest Score in Each Batting Position for Windward Islands
| 1 | 177 | J Charles | v Barbados | Shaw Park, Scarborough | 2014/15 | a23925 |
| 2 | 140 | AS Athanaze | v Combined Campuses and Colleges | Queen's Park Oval, Port of Spain | 2022/23 | a29478 |
| 3 | 123 | KAR Hodge | v Guyana | Queen's Park Oval, Port of Spain | 2019/20 | a27796 |
| 4 | 100* | JR Murray | v Bermuda | Ronald Webster Park, The Valley | 2000/01 | a12986 |
| 5 | 132 | ADS Fletcher | v Hampshire | Three Ws Oval, Cave Hill | 2017/18 | a26166 |
| 6 | 72 | KJ Cottoy | v Trinidad and Tobago | Coolidge Cricket Ground, Coolidge | 2020/21 | a28148 |
| 7 | 65* | RN Lewis | v Jamaica | Mount Gay North Stars, Crab Hill | 2005/06 | a16878 |
| 8 | 60* | DJG Sammy | v Trinidad and Tobago | Coolidge Cricket Ground, Coolidge | 2016/17 | a25105 |
| 9 | 54 | D Thomas | v Leeward Islands | Grove Park, Charlestown | 1993/94 | a8510 |
| 10 | 31* | M Matthew | v Trinidad and Tobago | Windward Park, Lucas Street | 2005/06 | a16875 |
| 11 | 23* | KK Peters | v Trinidad and Tobago | Windward Park, Lucas Street | 2005/06 | a16875 |
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