| Saturday 18th July 2026 at 13:00 | TBC | |
| Ventnor CC 3rd XI | v | Shanklin & Godshill CC 2nd XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 | |
| Saturday 25th July 2026 at 13:00 | Porchfield Cricket Club | |
| Ventnor CC 3rd XI | v | Wight Whizzers CC 1st XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 | |
| Saturday 1st August 2026 at 13:00 | Newclose County Cricket Ground | |
| Newport 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 | |
| Saturday 15th August 2026 at 13:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight 1st XI | v | Ventnor CC 3rd XI |
| Isle of Wight Cricket League | Isle of Wight Division 1 |