| Leeward Islands vs Trinidad & Tobago | 13th Match | 27-Nov-2025 | Port of Spain | 50 Over Match |
| Leeward Islands vs Barbados Royals | 4th Match | 21-Nov-2025 | Port of Spain | 50 Over Match |
| Leeward Islands vs Windward Islands | 2nd Match | 19-Nov-2025 | Tarouba | 50 Over Match |
| Guyana Amazon Warriors vs Barbados Royals | 30th Match | 14-Sep-2025 | Guyana | T20 |
| St Kitts and Nevis Patriots vs Barbados Royals | 8th Match | 21-Aug-2025 | Basseterre, St Kitts | T20 |
| Anguilla Pro Team vs Antigua and Barbuda Falcons | Final | 08-Jun-2025 | North sound | T20 |
| Antigua and Barbuda Falcons vs Virgin Island | 15th Match | 07-Jun-2025 | North sound | T20 |
| Combined Islands vs Antigua and Barbuda Falcons | 11th Match | 05-Jun-2025 | - | T20 |
| Anguilla Pro Team vs Antigua and Barbuda Falcons | 7th Match | 03-Jun-2025 | North sound | T20 |
| Nevis Pro Team vs Antigua and Barbuda Falcons | 5th Match | 01-Jun-2025 | North sound | T20 |
| Antigua and Barbuda Falcons vs ST Kitts | 3rd Match | 31-May-2025 | North sound | T20 |
| Sandy Point Snappers vs Brownhill Dolphins | 13th Match | 25-May-2025 | Vapi | 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 |
| Jamaica vs Leeward Islands | 2nd Semi-Final | 21-Nov-2024 | Tarouba | 50 Over Match |
| Jamaica vs Leeward Islands | 25th Match | 15-Nov-2024 | Tarouba | 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 |
| Sari Sari Sunrisers vs Valley Hikers | Final | 06-Jul-2024 | Dominica | 10 Over Match |
| Champagne Reef Divers vs Sari Sari Sunrisers | Qualifier 2 | 05-Jul-2024 | Dominica | 10 Over Match |
| Sari Sari Sunrisers vs Champagne Reef Divers | 21st Match | 02-Jul-2024 | Dominica | 10 Over Match |
| Sari Sari Sunrisers vs Valley Hikers | 19th Match | 01-Jul-2024 | Dominica | 10 Over Match |
