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| Match | Bat | Date | Ground | Format |
|---|---|---|---|---|
| Anguilla Pro Team vs Antigua and Barbuda Falcons | Final | 08-Jun-2025 | North sound | T20 |
| Anguilla Pro Team vs Nevis Pro Team | 10th Match | 05-Jun-2025 | North sound | T20 |
| Anguilla Pro Team vs Antigua and Barbuda Falcons | 7th Match | 03-Jun-2025 | North sound | T20 |
| Anguilla Pro Team vs ST Kitts | 6th Match | 01-Jun-2025 | North sound | T20 |
| Virgin Island vs Anguilla Pro Team | 2nd Match | 31-May-2025 | North sound | T20 |
| Jamaica vs Leeward Islands | 2nd Semi-Final | 21-Nov-2024 | Tarouba | 50 Over Match |
| Combined Campuses and Colleges vs Leeward Islands | 27th Match | 17-Nov-2024 | Port of Spain | 50 Over Match |
| Jamaica vs Leeward Islands | 25th Match | 15-Nov-2024 | Tarouba | 50 Over Match |
| Leeward Islands vs Windward Islands | 16th Match | 08-Nov-2024 | St Augustine | 50 Over Match |
| Leeward Islands vs Guyana Amazon Warriors | 13th Match | 05-Nov-2024 | Tarouba | 50 Over Match |
| Trinidad & Tobago vs Leeward Islands | 10th Match | 03-Nov-2024 | Tarouba | 50 Over Match |
| Leeward Islands vs Barbados Royals | 6th Match | 01-Nov-2024 | Port of Spain | 50 Over Match |
| Leeward Islands vs West Indies Academy | 3rd Match | 30-Oct-2024 | Port of Spain | 50 Over Match |