| Trinidad & Tobago (w) vs Barbados (w) | 8th Match | 31-Jan-2026 | St Vincent | 50 Over Match |
| Guyana (w) vs Trinidad & Tobago (w) | 6th Match | 29-Jan-2026 | - | 50 Over Match |
| Trinidad & Tobago (w) vs Windward Islands (w) | 1st Match | 27-Jan-2026 | - | 50 Over Match |
| Trinidad & Tobago (w) vs Guyana (w) | 3rd.Place.Play.off | 23-Jan-2026 | Kingstown | T20 |
| Trinidad & Tobago (w) vs Jamaica (w) | 13th Match | 21-Jan-2026 | Kingstown | T20 |
| Trinidad & Tobago (w) vs Guyana (w) | 11th Match | 19-Jan-2026 | Kingstown | T20 |
| Windward Islands (w) vs Trinidad & Tobago (w) | 1st Match | 15-Jan-2026 | Kingstown | T20 |
| Guyana Amazon Warriors (w) vs Barbados Royals (w) | Final | 17-Sep-2025 | Guyana | T20 |
| Barbados Royals (w) vs Trinbago Knight Riders (w) | 6th Match | 16-Sep-2025 | Guyana | T20 |
| Leeward Islands (w) vs Trinidad & Tobago (w) | 13th Match | 09-May-2025 | Kingstown | T20 |
| Trinidad & Tobago (w) vs Guyana (w) | 12th Match | 07-May-2025 | Kingstown | T20 |
| Trinidad & Tobago (w) vs Windward Islands (w) | 8th Match | 05-May-2025 | Kingstown | T20 |
| Jamaica (w) vs Trinidad & Tobago (w) | 5th Match | 03-May-2025 | Kingstown | T20 |
| Trinidad & Tobago (w) vs Barbados (w) | 2nd Match | 01-May-2025 | Kingstown | T20 |
| Barbados (w) vs Trinidad & Tobago (w) | Final | 07-Mar-2025 | Basseterre, St Kitts | 50 Over Match |
| Guyana (w) vs Trinidad & Tobago (w) | 14th Match | 05-Mar-2025 | Basseterre, St Kitts | 50 Over Match |
| Barbados (w) vs Trinidad & Tobago (w) | 12th Match | 03-Mar-2025 | Basseterre | 50 Over Match |
| Trinidad & Tobago (w) vs Windward Islands (w) | 7th Match | 28-Feb-2025 | Basseterre | 50 Over Match |
| Leeward Islands (w) vs Trinidad & Tobago (w) | 5th Match | 26-Feb-2025 | Basseterre | 50 Over Match |
| Jamaica (w) vs Trinidad & Tobago (w) | 3rd Match | 24-Feb-2025 | Basseterre, St Kitts | 50 Over Match |
| Bangladesh (w) vs West Indies (w) | 3rd Match | 31-Jan-2025 | Basseterre, St Kitts | T20I |
| Trinbago Knight Riders (w) vs Barbados Royals (w) | 6th Match | 28-Aug-2024 | Tarouba | T20 |
| Barbados Royals (w) vs Guyana Amazon Warriors (w) | 5th Match | 26-Aug-2024 | Tarouba | T20 |
