Stadium: Queen's Park Oval
Home Manager: David Williams Away Manager: Ian Allen
| Regional Super50 | 2021/02/13 17:30 | Windward Islands v Trinidad & Tobago | 227-228 |
| Plunket Shield | 2019/11/17 17:30 | Trinidad & Tobago v Windward Islands | 179/10(28.3)-177/10(28.3) |
| Plunket Shield | 2019/11/07 17:30 | Trinidad & Tobago v Windward Islands | 239/2(42.5)-238/8(50) |
| Plunket Shield | 2018/10/17 18:00 | Windward Islands v Trinidad & Tobago | 78 All Out,83/3 |
| Plunket Shield | 2017/02/06 17:21 | Trinidad & Tobago v Windward Islands | 214 All Out,182/9 |
| Regional Super50 | 2022/11/02 18:00 | Trinidad & Tobago v Guyana | 266-269 |
| Regional Super50 | 2022/10/31 18:00 | Trinidad & Tobago v Combined Campuses & Colleges | 120-119 |
| Regional Super50 | 2021/02/27 17:30 | Trinidad & Tobago v Guyana | 362-210 |
| Regional Super50 | 2021/02/24 17:30 | Trinidad & Tobago v Jamaica | 256-255 |
| Regional Super50 | 2021/02/20 17:30 | Guyana v Trinidad & Tobago | 187-189 |
| Regional Super50 | 2021/02/17 17:30 | Leeward Islands v Trinidad & Tobago | 129-130 |
| Regional Super50 | 2021/02/15 13:00 | Trinidad & Tobago v Barbados | 256-253 |
| Regional Super50 | 2021/02/13 17:30 | Windward Islands v Trinidad & Tobago | 227-228 |
| Regional Super50 | 2022/11/02 13:00 | Combined Campuses & Colleges v Windward Islands | 109-300 |
| Regional Super50 | 2022/10/31 13:00 | Windward Islands v Guyana | 296-268 |
| Regional Super50 | 2021/02/25 17:30 | Guyana v Windward Islands | 305-210 |
| Regional Super50 | 2021/02/22 13:00 | Windward Islands v Guyana | 153-155 |
| Regional Super50 | 2021/02/18 13:00 | Windward Islands v Barbados | 113-286 |
| Regional Super50 | 2021/02/16 17:30 | Windward Islands v Jamaica | 260-168 |
| Regional Super50 | 2021/02/13 17:30 | Windward Islands v Trinidad & Tobago | 227-228 |
| Regional Super50 | 2021/02/07 13:00 | Leeward Islands v Windward Islands | 253-284 |