| ST Kitts vs Nevis Pro Team | 13th Match | 07-Jun-2025 | North sound | T20 |
| ST Kitts vs Virgin Island | 12th Match | 05-Jun-2025 | North sound | T20 |
| ST Kitts vs Combined Islands | 8th Match | 03-Jun-2025 | North sound | T20 |
| Anguilla Pro Team vs ST Kitts | 6th Match | 01-Jun-2025 | North sound | T20 |
| Antigua and Barbuda Falcons vs ST Kitts | 3rd Match | 31-May-2025 | North sound | T20 |
| Molineaux Blue Runners vs St Pauls Barracudas | 14th Match | 25-May-2025 | Nairobi | T20 |
| Government Road Stingrays vs St Pauls Barracudas | 6th Match | 18-May-2025 | Basseterre, St Kitts | T20 |
| Trinidad & Tobago vs Leeward Islands | Final | 10-May-2025 | Tarouba | T20 |
| Windward Islands vs Leeward Islands | Play Off | 09-May-2025 | Tarouba | T20 |
| Windward Islands vs Leeward Islands | 15th Match | 07-May-2025 | Tarouba | T20 |
| Guyana Amazon Warriors vs Leeward Islands | 12th Match | 04-May-2025 | Tarouba | T20 |
| Trinidad & Tobago vs Leeward Islands | 10th Match | 02-May-2025 | Tarouba | T20 |
| Barbados Royals vs Leeward Islands | 8th Match | 30-Apr-2025 | Tarouba | T20 |
| Jamaica vs Leeward Islands | 3rd Match | 26-Apr-2025 | Tarouba | T20 |
| Windward Islands vs Leeward Islands | 14th Match | 05-Mar-2025 | Gros Islet, St Lucia | 4 Day Match |
| Leeward Islands vs West Indies Academy | 2nd Match | 29-Jan-2025 | Antigua | 4 Day Match |
