| DAY | DATE | TIME | EVENT NAME |
| Sat | Feb 13 | TBA | Shaw Island Winter Classic - OIYC |
| Sat | Feb 27 | 0900 | Girts Rekevics Memorial Foul Weather Race |
| Sat | Mar 6 | 0930 | Champagne I - Jack Island Buoy to Buoy Race |
| Sat | Mar 13 | 0930 | Tri-Straits I - Lawson Reef Race |
| Sun | Mar 21 | 0930 | Champagne II - Guemes Island Race |
| Sat | Mar 27 | 0930 | Tri-Straits II - Smith Island Race |
| Sat/Sun | Apr 10-11 | TBA | Tulip Regatta |
| Sat | Apr 17 | 0930 | Tri-Straits III - Viti Rocks |
| Sat | Apr 24 | 0930 | Champagne III - Post Point |
| Sun | Apr 25 | 1300 | Spring Dinghy Day |
| Wed | Apr 28 | 1830 | Corinthian I - Buoy Racing on Fidalgo Bay |
| Fri/Sat | Apr 30/May 1 | TBA | Racing Seminar by Andrew Kerr at AYC |
| Sun | May 2 | 0930 | Ed Knowles Memorial Hein Bank Race |
| Wed | May 5 | 1830 | Corinthian II - Buoy Racing on Fidalgo Bay |
| Sat | May 8 | 0900 | 'Round Whidbey - WINSA & OHYC |
| Wed | May 12 | 1830 | Corinthian III - Buoy Racing on Fidalgo Bay |
| Wed | May 19 | 1830 | Corinthian IV - Buoy Racing on Fidalgo Bay |
| Wed | May 26 | 1830 | Commodore's Pre-Swiftsure Fest |
| Sat | May 29 | TBA | Swiftsure Classic - RVYC |
| Wed | June 2 | 1830 | Otterstedt I - Buoy Racing on Fidalgo Bay |
| Wed | June 9 | 1830 | Otterstedt II - Buoy Racing on Fidalgo Bay |
| Sat/Sun | June 12/13 | TBA | Windermere Regatta |
| Wed | June 16 | 1830 | Otterstedt III - Buoy Racing on Fidalgo Bay |
| Sat | June 19 | TBA | Get Out the Boat Girls |
| Sun | June 20 | TBA | Get Out the Boat Single Handed |
| Wed | June 23 | 1830 | Otterstedt IV - Buoy Racing on Fidalgo Bay |
| Wed | June 30 | 1830 | Wally's Tours I - Buoy Racing on Fidalgo Bay |
| Wed | July 7 | 1830 | Wally's Tours II - Buoy Racing on Fidalgo Bay |
| Wed | July 14 | 1830 | Wally's Tours III - Buoy Racing on Fidalgo Bay |
| Mon-Fri | July 18-23 | TBA | Whidbey Island Race Week - OHYC |
| Wed | July 28 | 1830 | Wally's Tours IV - Buoy Racing on Fidalgo Bay |
| Mon-Fri | Aug 2-6 | TBA | Pirate Camp for kids |
| Wed | Aug 4 | 1830 | Summer Fun I - Buoy Racing on Fidalgo Bay |
| Mon-Fri | Aug 9-13 | TBA | Dinghy Race Week |
| Wed | Aug 11 | 1830 | Summer Fun II - Buoy Racing on Fidalgo Bay |
| Wed | Aug 18 | 1830 | Summer Fun III - Buoy Racing on Fidalgo Bay |
| Wed | Aug 25 | 1830 | Summer Fun IV - Buoy Racing on Fidalgo Bay |
| Fri/Sat | Aug 27/28 | 1930 | Northern Century |
| Wed | Sept 1 | 1800 | NW Rigging Fun Series - Wild West Night |
| Sat/Sun | Sept 4/5 | TBA | PITCH Regatta - BYC |
| Wed | Sept 8 | 1800 | NW Rigging Fun Series - Oyster Night |
| Wed | Sept 15 | 1800 | NW Rigging Fun Series - Jammy Night |
| Sat | Sept 18 | 0930 | Jack Island Double-Handed Race (various classes) |
| Sat | Sept 25 | 0930 | Sinclair Island Rum Run Race |
| Sat | Oct 2 | 0930 | Cheney Cup - Eliza Island Race |
| Sat | Oct 16 | 1330 | Permanent Marks Race & Awards Banquet |
| Sat/Sun | Nov 8-9 | TBA | Round the County - OIYC |