| Event Name | Date | Host Club | Classes | Results |
| USODA Team Race Midwinters | January 14-16, 2023 | Sarasota Yacht Club | Optimist | View |
| Valentine's Day Regatta | February 10-12, 2023 | St. Petersburg Yacht Club | Optimist | View |
| Midwinter East Championship | February 16-19, 2023 | Clearwater Yacht Club | ILCA | View |
| Sunshine State Championship | March 10-12, 2023 | US Sailing Center Martin County | Optimist | View |
| Road Runner Regatta | March 25-26, 2023 | Austin Yacht Club | Optimist, ILCA, C420, Open Skiff | View |
| Optimist Gulf Coast Championship | March 31-April 2, 2023 | Bay Waveland Yacht Club | Optimist | View |
| Gulf Coast Championship | April 1-2, 2023 | Pontchartrain Yacht Club | ILCA | View |
| No Coast Championship | April 22-23, 2023 | Houston Yacht Club | ILCA | |
| Battle of the Bay Regatta | April 22-23, 2023 | Houston Yacht Club | Optimist, ILCA, C420, Open Skiff | |
| Optimist Team Trials | April 29-May 7, 2023 | St. Petersburg Yacht Club | Optimist | |
| Grapevine Grand Prix | May 6-7, 2023 | Grapevine Sailing Club | Optimist, ILCA, C420, Open Skiff | |
| Changes in L'Attitude | June 10-11, 2023 | Corpus Christi Yacht Club | Optimist, ILCA, C420, Open Skiff | |
| Texas Youth Race Week | July 6-9, 2023 | Lakewood Yacht Club | Optimist, ILCA, C420, Open Skiff | |
| US Open OCR / NA Championship | July 14-16, 2023 | Alamitos Bay Yacht Club | ILCA | |
| Rockin' Rockport Regatta | July 29-30, 2023 | Rockport Yacht Club | Optimist, ILCA, C420, Open Skiff | |
| US Championship | August 4-6, 2023 | Crescent Sail Yacht Club | ILCA | |
| Cork OCR | August 9-13, 2023 | Cork/Sail Kingston | ILCA | |
| Canadian Championship | August 25-27, 2023 | Buffalo Canoe Club | ILCA | |
| Dust Bowl Regatta | August 26-27, 2023 | Oklahoma City Boat Club | Optimist, ILCA, C420, Open Skiff | |
| Rock the Rock Regatta | September 9-10, 2023 | Texas Corinthian Yacht Club | Optimist, ILCA, C420, Open Skiff | |
| Jr. Ol' Man of the Sea Regatta | September 23-24, 2023 | Fort Worth Boat Club | Optimist, ILCA, C420, Open Skiff | |
| Pirates of the Corinthian Regatta | October 14-15, 2023 | Texas Corinthian Yacht Club | Optimist, ILCA, C420, Open Skiff | |
| Chocopalooza Regatta | November 4-5, 2023 | Rush Creek Yacht Club | Optimist, ILCA, C420, Open Skiff |
