| South Points 5 Varsity | Ransom Everglades | In-District | 2 Divisions | | Official | 6/23 |
| South Points 5 Junior Varsity | Ransom Everglades | Promotional | 2 Divisions | | Official | 2/10 |
| South Points #4 | Pine View | In-District | 2 Divisions | | Official | 8/18 |
| SP #4 JV | Pine View | In-District | 2 Divisions | | Official | 4/11 |
| Great Oaks Invitational Gold Round | Southern Yacht Club | National Invitational | 1 Division | | Official | 9/20 |
| Great Oaks Invitational Blue Fleet | Southern Yacht Club | National Invitational | 1 Division | | Official | 3/20 |
| ISSA Singlehanded Champs - Full | Sehome | National Championship | Singlehanded | | Official | 6/18 |
| SAISA South Points #2 | SAISA | In-District | 2 Divisions | | Official | 6/21 |
| SAISA SP #2 JV | Martin County | Promotional | 2 Divisions | | Official | 7/9 |
| SAISA South Great Oaks Qualifier | St. Petersburg | In-District | 1 Division | | Official | 1/7 |
| SAISA South Points #1 | ISSA | In-District | 2 Divisions | | Official | 6/22 |
| SAISA South Points #1 JV | ISSA | Promotional | 2 Divisions | | Official | 4/13 |
| SAISA Cressy Qualifier - Full | James Island Yacht Club | District Championship | Singlehanded | | Official | 3/6 |
| SAISA Cressy Qualifier - Radial | James Island Yacht Club | District Championship | Singlehanded | | Official | 15/36 |