| 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 |
| Marchin Patriots Sports Club vs Clarke Road United | 1st Semi-Final | 21-Mar-2025 | Port of Spain | T20 |
| Marchin Patriots Sports Club vs Yorkshire Cricket Club | 18th Match | 16-Mar-2025 | Port of Spain | T20 |
| Marchin Patriots Sports Club vs QPCC I | 13th Match | 14-Mar-2025 | Port of Spain | T20 |
| Marchin Patriots Sports Club vs Preysal SC | 9th Match | 12-Mar-2025 | Port of Spain | T20 |
| Central Sports vs Marchin Patriots Sports Club | 6th Match | 08-Mar-2025 | Port of Spain | T20 |
| Voyagers vs Warriors (WIN) | 29th Match | 10-Jan-2025 | Lucas Street | 10 Over Match |
| Titans WIN vs Voyagers | 27th Match | 09-Jan-2025 | Lucas Street | 10 Over Match |
| Pelicans vs Voyagers | 24th Match | 07-Jan-2025 | Lucas Street | 10 Over Match |
| Guardians vs Voyagers | 20th Match | 05-Jan-2025 | Lucas Street | 10 Over Match |
| Voyagers vs Settlers | 17th Match | 04-Jan-2025 | Lucas Street | 10 Over Match |
| Voyagers vs Warriors (WIN) | 14th Match | 03-Jan-2025 | Lucas Street | 10 Over Match |
| Titans WIN vs Voyagers | 12th Match | 02-Jan-2025 | Lucas Street | 10 Over Match |
| Voyagers vs Pelicans | 9th Match | 30-Dec-2024 | Lucas Street | 10 Over Match |
| Guardians vs Voyagers | 5th Match | 28-Dec-2024 | Lucas Street | 10 Over Match |
| Settlers vs Voyagers | 1st Match | 27-Dec-2024 | Lucas Street | 10 Over Match |
