| Saturday 12th July 2025 at 13:00 | The Green | |
| St Helens CC, Isle of Wight 1st XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Senior Cup Group B | |
| Saturday 19th July 2025 at 13:00 | Brading CC | |
| Ventnor CC 3rd XI | v | Newport CC, Isle of Wight 1st XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 1 | |
| Saturday 26th July 2025 at 13:00 | Ryde Cricket Club | |
| Ryde CC 2nd XI Saturday | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 1 | |
| Saturday 9th August 2025 at 13:00 | Brading CC | |
| Ventnor CC 3rd XI | v | Wight Whizzers CC 1st XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 1 | |
| Saturday 16th August 2025 at 13:00 | Brading CC | |
| Ventnor CC 3rd XI | v | St Helens CC, Isle of Wight 1st XI |
| Isle of Wight Cricket League | Eastmount Hall Hotel Isle of Wight Division 1 |