| 2019 Events | Years: 2023 2022 2021 2019 2018 2017 2016 2015 2014 2013 2012 2011 2010 2009 2008 2007 2006 0 |
| Details | Jack Frost Midwinters #3 (canceled) Encinal Yacht Club | January 5 | |
| Details | Three Bridge Fiasco Singlehanded Sailing Society | January 26 | |
| Result | Jack Frost Midwinters #4 Encinal Yacht Club | 3 boats 2 races | February 2 |
| Details | Corinthian Race Singlehanded Sailing Society | February 23 | |
| Details | Jack Frost Midwinters #5 Encinal Yacht Club | March 2 | |
| Details | Big Daddy Regatta * Richmond Yacht Club | March 9 | |
| Details | Big Daddy Regatta - Pursuit Race Richmond Yacht Club | March 10 | |
| Details | YRA Summer Series #1 – The Wheeler Regatta * Berkeley Yacht Club | April 6 | |
| Details | YRA Summer Series #2 * City Front | May 18 | |
| Details | YRA Summer Series #3 * South Bay | June 15 | |
| Details | YRA Westpoint Regatta Sequoia Yacht Club | June 22 | |
| Details | YRA Summer Series #4 * North Circle | July 13 | |
| Details | Santana 22 Nationals * Richmond Yacht Club | July 19 - 21 | |
| Details | YRA Summer Series #5 * Southampton | August 17 | |
| Details | Jazz Cup South Beach Yacht Club | August 31 | |
| Details | YRA CBRA Series #5 * City Front | September 28 | |
| Details | The Great Pumpkin Regatta * Richmond Yacht Club | October 26 | |
| Details | The Great Pumpkin Regatta - Pursuit Race Richmond Yacht Club | October 27 |