Stadium: Queen's Park Oval
| West Indies Championship | 2023/03/29 14:00 | Trinidad & Tobago v Jamaica | /()-/() |
| Regional Super50 | 2022/11/19 18:00 | Trinidad & Tobago v Jamaica | 217-218 |
| Regional Super50 | 2021/02/24 17:30 | Trinidad & Tobago v Jamaica | 256-255 |
| Regional Super50 | 2021/02/11 13:00 | Jamaica v Trinidad & Tobago | 258-259 |
| Plunket Shield | 2017/02/15 17:25 | Trinidad & Tobago v Jamaica | 136/6,434/4 |
| Regional Super50 | 2023/10/28 13:00 | Trinidad & Tobago v West Indies Academy | 264-263 |
| Regional Super50 | 2023/10/26 17:00 | Trinidad & Tobago v Leeward Islands | 199-198 |
| Regional Super50 | 2023/10/21 17:00 | Trinidad & Tobago v Guyana | 290-176 |
| Regional Super50 | 2023/10/19 13:00 | Trinidad & Tobago v Windward Islands | 255-254 |
| Regional Super50 | 2023/10/17 13:00 | Trinidad & Tobago v Combined Campuses & Colleges | 246-53 |
| West Indies Championship | 2023/03/29 14:00 | Trinidad & Tobago v Jamaica | /()-/() |
| West Indies Championship | 2023/03/22 14:00 | Trinidad & Tobago v Barbados | /()-/() |
| West Indies Championship | 2023/03/15 14:00 | Trinidad & Tobago v Guyana | /()-/() |
| Regional Super50 | 2023/10/29 17:00 | Jamaica v Windward Islands | 158-159 |
| Regional Super50 | 2023/10/27 13:00 | Jamaica v Combined Campuses & Colleges | 198-320 |
| Regional Super50 | 2023/10/25 13:00 | West Indies Academy v Jamaica | 227-263 |
| Regional Super50 | 2023/10/20 13:00 | Barbados v Jamaica | 258-211 |
| Regional Super50 | 2023/10/18 17:00 | Leeward Islands v Jamaica | 124-123 |
| West Indies Championship | 2023/03/29 14:00 | Trinidad & Tobago v Jamaica | /()-/() |
| West Indies Championship | 2023/03/22 14:00 | Guyana v Jamaica | /()-/() |
| West Indies Championship | 2023/03/15 14:00 | Jamaica v Windward Islands | /()-/() |