May 7, 2025 @ 11:00:28 EDT
| Name | Host | Type | Scoring | Date | Status |
|---|---|---|---|---|---|
| SAISA Mallory Qualifier | St. Petersburg | District Championship | 2 Divisions | Official | |
| SAISA Baker Qualifier | John T. Hoggard | District Championship | Team | Official | |
| SAISA South Points #5 Varsity. | Sarasota Sailing Squadron | In-District | 2 Divisions | Official | |
| SAISA South Points #5 JV. | Sarasota Sailing Squadron | In-District | 2 Divisions | Official | |
| 2025 Azalea Bowl Regatta | Cape Fear Academy/Emsley A Laney/Eugene Ashley/John T. Hoggard/New Hanover | Promotional | 2 Divisions | Official | |
| Battle of the River | Bishop Kenny FL/Episcopal of Jackso | Promotional | 1 Division | Official | |
| SAISA North Points 7 Varsity | Columbia Sailing Club | Promotional | 2 Divisions | Official | |
| SAISA North Points 7 JV | Columbia Sailing Club | Promotional | 2 Divisions | Official | |
| 2025 South Points No. 4 | H. B. Plant | In-District | 2 Divisions | Official | |
| 2025 South Points No. 4 Junior Varsity | H. B. Plant | In-District | 2 Divisions | Official | |
| SAISA North Points 6 | James Island Yacht Club | In-District | 2 Divisions | Official | |
| SAISA North Points 6 JV/Comp | James Island Yacht Club | In-District | 2 Divisions | Official | |
| SAISA SP's 3 2025 | Ransom Everglades | In-District | 2 Divisions | Official | |
| SAISA SP's 3 JV | Ransom Everglades | In-District | 1 Division | Official | |
| North Points #5 Varsity | Bishop Kenny FL/Episcopal of Jackso | In-District | 2 Divisions | Official | |
| SAISA South Points 2 | Shorecrest Prep/St. Petersburg | In-District | 2 Divisions | Official | |
| SAISA SP's 1 | Shorecrest Prep/St. Petersburg | In-District | 2 Divisions | Official |