| Sunday 10th May 2026 at 10:00 | Steephill | |
| Ventnor CC Under 11 | v | Ryde CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 17th May 2026 at 10:00 | Steephill | |
| Ventnor CC Under 11 | v | Newport CC, Isle of Wight Under 11 Crusaders |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 24th May 2026 at 10:00 | GKN/Seaclose C.C. | |
| East Cowes CC Under 11 | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 31st May 2026 at 10:00 | Northwood Cricket Club | |
| Northwood CC, IOW Under 11 | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 7th June 2026 at 10:00 | Steephill | |
| Ventnor CC Under 11 | v | Arreton CC Hawks |
| Isle of Wight Junior Competitions | Isle of Wight U11 Cup | |
| Sunday 14th June 2026 at 10:00 | Steephill | |
| Ventnor CC Under 11 | v | Arreton CC Falcons |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 28th June 2026 at 10:00 | Steephill | |
| Ventnor CC Under 11 | v | Wilcot CC Under 11 |
| Sunday 5th July 2026 at 11:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Newport CC, Isle of Wight - Under 11 | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 12th July 2026 at 10:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC Under 11 | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 26th July 2026 at 11:00 | Arreton CC | |
| Arreton CC Hawks | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 2nd August 2026 at 10:00 | Steephill | |
| Ventnor CC Under 11 | v | Bembridge CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 16th August 2026 at 10:00 | Steephill | |
| Ventnor CC Under 11 | v | Cowes CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies | |
| Sunday 23rd August 2026 at 10:00 | School Field | |
| Freshwater CC Under 11 | v | Ventnor CC Under 11 |
| Isle of Wight Junior Competitions | Isle of Wight U11 Friendlies |