| Wed21 Apr2021 |
|  | 14:15 | Football 1st XI | v Peter Symonds' College | H |
| |
| Sat24 Apr2021 |
|  | 11:00 | Cricket 1st XI | v Lord Wandsworth College | A |
| | 13:30 | Cricket U15A, U14A | v Bryanston School | A |
| | 14:00 | Cricket U14A, U14B, U13A, U13B | v Lord Wandsworth College | A |
| | 14:00 | Cricket 2nd XI, U15A, U15B, U12A, U12B | v Lord Wandsworth College | H |
| | 14:30 | Cricket U13A, U13B | v Cheam School | H |
| | 14:30 | Cricket U12A, U12B | v Cheam School | A |
| |
| Wed28 Apr2021 |
| | 14:00 | Football 1st XI | v Barton Peveril College | A |
| |
| Thu29 Apr2021 |
|  | 14:30 | Rounders U16A, U16B | v The Portsmouth Grammar School | H |
| |
| Sat1 May2021 |
| | 10:00 | Cricket U12B, U12C | v RGS, Guildford | A |
| | 10:00 | Cricket U13A, U13B | v RGS, Guildford | H |
| | 10:00 | Cricket U14A, U13B | v Ryde School with Upper Chine | A |
| | 10:00 | Cricket U15A, U13A, U12A, U12B | v Ryde School with Upper Chine | H |
| | 12:00 | Cricket 1st XI | v Winchester College | A |
| | 13:30 | Cricket 2nd XI, U15A, U15B | v Winchester College | H |
| | 14:00 | Cricket U12A | v RGS, Guildford | A |
| | 14:00 | Cricket U14A, U14B | v Winchester College | A |
| |
| Sun2 May2021 |
|  | 10:00 | Netball 1st VII, U16A | v Ryde School with Upper Chine | H |
|  | 10:30 | Rugby Union U16A | v Ryde School with Upper Chine | H |
| | 12:00 | Rugby Union 1st XV | v Ryde School with Upper Chine | H |
| |
| Wed5 May2021 |
| | 11:00 | Cricket U13A, U12A | v Preparatory School Tournament | H |
| | 14:00 | Football 1st XI | v Havant Sixth Form College | H |
| | 14:30 | Rounders 1st IX | v The Portsmouth Grammar School | A |
| |
| Sat8 May2021 |
| | 11:00 | Cricket 1st XI | v Bryanston School | H |
| | 13:30 | Cricket 2nd XI, U15A, U15B | v Bryanston School | A |
| | 14:00 | Cricket U14A, U14B | v Bryanston School | H |
| | 14:00 | Cricket 1st XI, U13A, U13B | v Lord Wandsworth College | A |
| | 14:00 | Cricket U14A, U14B, U12A, U12B | v Lord Wandsworth College | H |
| | 14:00 | Cricket U15A | v Lord Wandsworth College | tbc |
| |
| Mon10 May2021 |
| | 14:00 | Cricket U12A | v Bishop Wordsworth's School | H |
| |
| Wed12 May2021 |
| | 14:00 | Football 1st XI | v Portsmouth College | A |
| |
| Sat15 May2021 |
| | 09:15 | Cricket U12A, U12B | v The Portsmouth Grammar School | A |
| | 09:30 | Cricket U12A, U12B | v The Portsmouth Grammar School | A |
| | 09:30 | Cricket U13A, U13A, U13B, U13B, U13C | v The Portsmouth Grammar School | H |
| | 11:45 | Cricket 1st XI | v The Portsmouth Grammar School | A |
| | 13:00 | Cricket U14B | v The Portsmouth Grammar School | A |
| | 13:00 | Cricket U14A, U14C | v The Portsmouth Grammar School | H |
| | 14:00 | Cricket U14A, U14B | v The Portsmouth Grammar School | H |
