Stadium: Brian Lara Stadium
Referee: Michael Ragoonath Home Manager: David Williams Away Manager: Ian Allen
| 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 |
| Plunket Shield | 2019/11/15 17:30 | Trinidad & Tobago v USA | 244/4(30)-201/7(30) |
| Plunket Shield | 2019/11/13 17:30 | Trinidad & Tobago v West Indies Academy | 233/9(50)-243/10(50) |
| Plunket Shield | 2019/11/09 17:30 | Guyana v Trinidad & Tobago | 191/4(36)-187/9(43) |
| Plunket Shield | 2019/11/07 17:30 | Trinidad & Tobago v Windward Islands | 239/2(42.5)-238/8(50) |
| Plunket Shield | 2018/10/26 18:00 | Combined Campuses & Colleges v Trinidad & Tobago | 93/3,92 All Out |
| Plunket Shield | 2018/10/19 15:30 | Trinidad & Tobago v West Indies B | View |
| Plunket Shield | 2018/10/17 18:00 | Windward Islands v Trinidad & Tobago | 78 All Out,83/3 |
| Plunket Shield | 2018/10/13 15:30 | Guyana v Trinidad & Tobago | 291/8,214/9 |
| Plunket Shield | 2019/11/15 17:30 | Guyana v Windward Islands | 260/6(41.2)-258/5(42) |
| Plunket Shield | 2019/11/13 17:30 | Windward Islands v USA | 182/10(45.5)-225/9(50) |
| Plunket Shield | 2019/11/11 17:30 | West Indies Academy v Windward Islands | 261/3(50)-154/10(38) |
| Plunket Shield | 2019/11/07 17:30 | Trinidad & Tobago v Windward Islands | 239/2(42.5)-238/8(50) |
| Plunket Shield | 2018/10/19 15:30 | Guyana v Windward Islands | 1/0 |
| Plunket Shield | 2018/10/17 18:00 | Windward Islands v Trinidad & Tobago | 78 All Out,83/3 |
| Plunket Shield | 2018/10/15 18:00 | West Indies B v Windward Islands | 225/7,227/9 |
| Plunket Shield | 2018/10/13 15:30 | Windward Islands v Canada | 188 All Out,206/9 |