| Date | Race | Classes |
|---|---|---|
| 2021-01-09 | Cabrillo I | All |
| 2021-01-30 | Cabrillo II | All |
| 2021-03-13 | March Madness | All |
| 2021-03-27 | Cabrillo IV | All |
| 2021-04-17 | Tribute Regatta | All |
| 2021-05-08 | Opening Day Regatta | All |
| 2021-05-29 | MB to Oceanside/Oceanside to SD/race both | All |
| 2021-05-30 | MB to Oceanside/Oceanside to SD/race both | All |
| 2021-06-05 | Crown Cup | All |
| 2021-07-10 | Commodore's Cup - SD to MB/race both | All |
| 2021-07-11 | Commodore's Cup - MB to SD/race both | All |
| 2021-08-28 | Sharp Hospice Care Regatta | All |
| 2021-09-11 | Dennis Conner Around the Coronados | All |
| 2021-10-01 | SD-Ensenada International Yacht Race | All |
| 2021-11-13 | CRA Fall Regatta | All |