| Saturday 6th June 2026 at 13:00 | The Green | |
| St Helens CC, Isle of Wight 1st XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 | |
| Saturday 4th July 2026 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 Stage | |
| Saturday 8th August 2026 at 13:00 | Porchfield Cricket Club | |
| Ventnor CC 3rd XI | v | St Helens CC, Isle of Wight 1st XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 |