| Event Date | Event Title | Course | Start Times | ||
| 1/05/2021 | Opening Day | 401 | 15:15:00 | Detailed Results | Summary Results |
| 8/05/2021 | Sherwell Family Trophy | 402 | 14:05:00 | Detailed Results | Summary Results |
| 15/05/2021 | Colin Wilson Memorial Trophy | 403 | 14:05:00 | Detailed Results | Summary Results |
| 22/05/2021 | CPYC Champ Heat 1 | 6 | 14:00:00 | Detailed Results | Summary Results |
| 29/05/2021 | Robert E Balnckensee | 404 | 14:05:00 | Detailed Results | Summary Results |
| 6/06/2021 | CPYC Heat #2 - Lloyd Anderson | 322 | 10:00:00 | Detailed Results | Summary Results |
| 12/06/2021 | Cliff Spence Memorial | 406 | 14:05:00 | Detailed Results | Summary Results |
| 19/06/2021 | CPYC Heat 3 - Seafarers Trophy (RPYC) | 122 | 10:00:00 | Detailed Results | Summary Results |
| 26/06/2021 | Ray D Carter Memorial | 408 | 14:05:00 | Detailed Results | Summary Results |
| 3/07/2021 | Linfox Trophy | 409 | 14:05:00 | Detailed Results | Summary Results |
| 10/07/2021 | Frank Dal Autos Trophy | 411 | 14:05:00 | Detailed Results | Summary Results |
| 17/07/2021 | CPYC Heat 4 | 8 | 14:00:00 | Detailed Results | Summary Results |
| 24/07/2021 1 | Ti-Tu Invitation & State Heat 5 | 412 | 14:06:00 | Detailed Results | Summary Results |
| 24/07/2021 2 | Ti-Tu Club Event | 412 | 14:06:00 | Detailed Results | Summary Results |
| 31/07/2021 | R-Marine Trophy | 413 | 14:05:00 | Detailed Results | Summary Results |
| 7/08/2021 | Navigator Skippers Seafarers Measure | 414 | 14:05:00 | ||
| 14/08/2021 | CPYC Heat 6 | 9 | 14:00:00 | ||
| 21/08/2021 | Graeme Hood Memorial | 415 | 14:05:00 | ||
| 29/08/2021 | Kylie Cup/CPYC #7 | 221 | 09:30:00 | ||
| 4/09/2021 1 | CPYC Reserve Heat | 10 | 10:00:00 | ||
| 4/09/2021 2 | CPYC Heat 5 | 10 | 14:00:00 | ||
| 11/09/2021 | Lady Skippers | 417 | 14:05:00 | ||
| 18/09/2021 | Patron's Trophy | 419 | 14:05:00 | ||
| 25/09/2021 | Closing Day | 420 | 10:30:00 | ||
| 25/02/2022 | Xantippe Night TT | 421 | 19:30:00 |