| Saturday 6th June 2026 at 13:00 | Arreton C.C. | |
| Ventnor CC 4th XI | v | Freshwater CC 1st XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 | |
| Saturday 25th July 2026 at 13:00 | School Field | |
| Freshwater CC 1st XI | v | Ventnor CC 4th XI |
| Isle of Wight Cricket League | Isle of Wight Division 2 |