| Date | Event | Note |
| 6-7 Feb | Avalon Regatta | SYC Members Only |
| 20-21 Feb | Midwinter Regatta | Open Multi-Class Race |
| 13-Mar | Rites of Spring LB Harbor Invitational #1 | Open Multi-Class Race |
| 3-Apr | April Fool's Race | Open Multi-Class Race |
| 10-Apr | USPS EasterRace Harbor #2 | Open Multi-Class Race |
| 23-25 Apr | Newport-Ensenada Race | Open Multi-Class Race |
| 15-May | NYCLB Harbor Series #3 | Open Multi-Class Race |
| 5-Jun | Start Your Heart Out | Open Multi-Class Race |
| 12-Jun | LSF Harbor Series #4 | Open Multi-Class Race |
| 13-Jun | Summer Series #1 | SYC Members Only |
| 20-Jun | Summer Series #2 | SYC Members Only |
| 27-Jun | Summer Series #3 | SYC Members Only |
| 4-Jul | Summer Series #4 | SYC Members Only |
| 10-Jul | Queen Mary Regatta | Open Multi-Class Race |
| 11-Jul | Summer Series #5 | SYC Members Only |
| 18-Jul | Summer Series #6 | SYC Members Only |
| 25-Jul | Summer Series #7 | SYC Members Only |
| 1-Aug | Summer Series #8 | SYC Members Only |
| 14-Aug | Platform to Queen Mary | Single and Double Handers |
| 21-Aug | LSF Harbor Series #5 | Open Multi-Class Race |
| 4-Sep | LB to Dana Point Labor Day Race | Open Multi-Class Race |
| 11-Sep | NYCLB LB Harbor Inv. #6 | Open Multi-Class Race |
| 26-Sep | Charity Regatta | Open Multi-Class Race |
| 3-Oct | Carl Anderson #1 | SYC Members Only |
| 10-Oct | Carl Anderson #2 | SYC Members Only |
| 16-Oct | USPS Harbor Series #7 | Open Multi-Class Race |
| 17-Oct | Carl Anderson #3 | SYC Members Only |
| 24-Oct | Carl Anderson #4 | SYC Members Only |
| 31-Oct | Carl Anderson #5 | SYC Members Only |
| 7-Nov | Carl Anderson #6 | SYC Members Only |
| 13-Nov | Turkey Trot Race LB Harbor Series #8 | Open Multi-Class Race |
| 14-Nov | Carl Anderson #7 | SYC Members Only |
| 21-Nov | Carl Anderson #8 | SYC Members Only |
| 28-Nov | Carl Anderson #9 *Reserve* | SYC Members Only |
| 5-Dec | Carl Anderson #10 *Reserve* | SYC Members Only |
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RACES IN RED HAVE CLASSES HOSTED BY OTHER CLUBS SEE RACING LINKS FOR DETAILS
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