October
| Date | Day | Time | Event | Race Committee |
| 10/7/2018 | Sunday | 3:00 PM | Fall Series, Regatta 5 | USA 7 |
| 10/14/2018 | Sunday | 1:00 PM | Late Fall Series, Regatta 1 | USA 8 |
| 10/21/2018 | Sunday | 1:00 PM | Late Fall Series, Regatta 2 | USA 9 |
| 10/28/2018 | Sunday | 1:00 PM | Late Fall Series, Regatta 3 | USA 10 |
November
| Date | Day | Time | Event | Race Committee |
| 11/4/2018 | Sunday | 1:00 PM | Late Fall Series, Regatta 4 | USA 11 |
| 11/11/2018 | Sunday | 1:00 PM | Late Fall Series, Regatta 5
Late Fall Series Final | USA 12 |
| 11/16/2018 | Friday | | Annual Sailing Awards Banquet | |
| 11/18/2018 | Sunday | 1:00 PM | Winter Series, Regatta 1 | USA 13 |
| 11/25/2018 | Sunday | 1:00 PM | Winter Series, Regatta 2 | USA 14 |
December
| Date | Day | Time | Event | Race Committee |
| 12/2/2018 | Sunday | | No Racing - Special Peoples Cruise | |
| 12/9/2018 | Sunday | 1:00 PM | Winter Series, Regatta 3 | USA 15 |
| 12/16/2018 | Sunday | 1:00 PM | Winter Series, Regatta 4 | USA 16 |
| 12/23/2018 | Sunday | | No Racing - Merry Christmas | |
| 12/30/2018 | Sunday | | No Racing - Happy New Year | |
January
| Date | Day | Time | Event | Race Committee |
| 1/6/2019 | Sunday | 1:00 PM | Winter Series, Regatta 5
Winter Series Compiled | USA 17 |
| 1/13/2019 | Sunday | 1:00 PM | Late Winter Series, Regatta 1 | USA 18 |
| 1/20/2019 | Sunday | 1:00 PM | Late Winter Series, Regatta 2 | USA 19 |
| 1/27/2019 | Sunday | 1:00 PM | Late Winter Series, Regatta 3 | USA 20 |
February
| Date | Day | Time | Event | Race Committee |
| 2/3/2019 | Sunday | 1:00 PM | Late Winter Series, Regatta 4 | USA 21 |
| 2/10/2019 | Sunday | 1:00 PM | Late Winter Series, Regatta 5
Late Winter Series Final | USA 23 |
| 2/17/2019 | Sunday | 1:00 PM | Spring Series, Regatta 1 | USA 1 |
| 2/24/2019 | Sunday | 1:00 PM | Spring Series, Regatta 2 | USA 2 |
March
| Date | Day | Time | Event | Race Committee |
| 3/3/2019 | Sunday | 1:00 PM | Spring Series, Regatta 3 | USA 3 |
| 3/10/2019 | Sunday | 1:00 PM | Spring Series, Regatta 4 | USA 5 |
| 3/17/2019 | Sunday | 1:00 PM | Spring Series, Regatta 5 | USA 6 |
| 3/24/2019 | Sunday | 1:00 PM | Team Racing Practice 1/Regatta 6 | USA 7 |
| 3/31/2019 | Sunday | 1:00 PM | Team Racing Practice 2 | USA 8 |
April
| Date | Day | Time | Event | Race Committee |
| 4/6/2019 | Saturday | All Day | Interclub Team Racing @ Royal Vic | |
| 4/7/2019 | Sunday | All Day | Interclub Team Racing @ Royal Vic | |
| 4/10/2019 | Wednesday | 6:00 PM | Late Spring Series, Regatta 1 | USA 9 |
| 4/17/2019 | Wednesday | 6:00 PM | Late Spring Series, Regatta 2 | USA 10 |
| 4/24/2019 | Wednesday | 6:00 PM | Late Spring Series, Regatta 3 | USA 11 |
May
| Date | Day | Time | Event | Race Committee |
| 5/1/2019 | Wednesday | | No Racing | |
| 5/3/2019 | Friday | 1:30 PM | Commode Cup | TBD |
| 5/4/2019 | Saturday | | Opening Day | |
| 5/8/2019 | Wednesday | 6:00 PM | Late Spring Series, Regatta 4 | USA 12 |
| 5/15/2019 | Wednesday | 6:00 PM | Late Spring Series, Regatta 5 | USA 13 |
| 5/22/2019 | Wednesday | 6:00 PM | Summer Series, Regatta 1 | USA 14 |
| 5/29/2019 | Wednesday | 6:00 PM | Summer Series, Regatta 2 | USA 15 |
June
| Date | Day | Time | Event | Race Committee |
| 6/5/2019 | Wednesday | 6:00 PM | Summer Series, Regatta 3 | USA 16 |
| 6/12/2019 | Wednesday | 6:00 PM | Summer Series, Regatta 4 | USA 17 |
| 6/19/2019 | Wednesday | 6:00 PM | Summer Series, Regatta 5 | USA 18 |
July
| Date | Day | Time | Event | Race Committee |
| 7/3/2019 | Wednesday | | No Racing - Happy 4th | |
September
| Date | Day | Time | Event | Race Committee |
| 9/1/2019 | Sunday | | No Racing - Labor Day Weekend | |
| 9/8/2019 | Sunday | 3:00 PM | Fall Series, Regatta 1 | USA 19 |
| 9/15/2019 | Sunday | 3:00 PM | Fall Series, Regatta 2 | USA 20 |
| 9/22/2019 | Sunday | 3:00 PM | Fall Series, Regatta 3 | USA 21 |
| 9/29/2019 | Sunday | 3:00 PM | Fall Series, Regatta 4 | USA 23 |
| 9/29/2018 | Sunday | 5:00 PM | Annual Fleet Owners Meeting | |
October
| Date | Day | Time | Event | Race Committee |
| 10/6/2019 | Sunday | 3:00 PM | Fall Series, Regatta 5 | USA 1 |
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