| Dates | Event | Host Club | Links |
| Sep, 30-1 | Wadewitz Regatta | (FYC) | [res][med] |
| Sep, 30-1 | Optimist Circuit #7 | (FYC) | |
| Sep, 30-1 | Laser/Laser Radial Circuit #5 | (FYC) | |
| Sep, 30-1 | 420 Circuit #5 | (FYC) | |
| Sep, 30 | Round the Cat | (PCYC) | [med] |
| Oct, 4-8 | US Sailing Multihull/ Alter Cup | (PYC) | [med] |
| Oct, 5-8 | Rhodes 19 Nationals | (SYC) | [med] |
| Oct, 7-8 | Pink Ribbon Regatta | (NOYC/SYC/LPWSA) | [med] |
| Oct, 7-8 | Lost Bay (Bay Champ #10) | (PtYC) | [med] |
| Oct, 7 | Rafferty #1 | (PCYC) | |
| Oct, 7-8 | Jack Dane Finn Regatta | (PCYC) | [med] |
| Oct, 7-8 | Viper 640 Gulf Coast Championship | (BWYC) | [nor][ent] |
| Oct, 13-15 | FWC Deep South Regatta | (OSYC) | [med] |
| Oct, 14 | Single Handed Round the Lake | (TYC) | [med] |
| Oct, 14-15 | Laser/Laser Radial Circuit #6 | (BWYC) | |
| Oct, 14-15 | 420 Circuit #6 | (BWYC) | |
| Oct, 14-15 | Shearwater | (OSYC) | [med] |
| Oct, 14 | Trip Into Fall #2 | (BWYC) | [nor][ent] |
| Oct, 14 | Monk Smith / Great Oaks Qualifier | (BWYC) | [med] |
| Oct, 14 | Double Handed | (FYC) | |
| Oct, 14 | Commodore’s Cup #4 (Bay Champ #11) | (NYC) | [med] |
| Oct, 21 | Ring Around the Rose | (FYC) | |
| Oct, 21-22 | Hospitality High School Regatta | (JYC) | |
| Oct, 21-22 | GYA Fish Class/John G. Curren | (BucYC) | [nor][reg] |