| May 2-3, 2026 | 2026 SAISA Girls Championship |
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| May 15-17, 2026 | 2026 ISSA Team Race National Championship (Baker Trophy) |
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| May 30-31, 2026 | 2026 Phebe Corckran King Memorial Trophy |
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| May 30-31, 2026 | 2026 ISSA Double-handed Championship (Mallory Trophy) | |
| Full SAISA Caribbean Calendar & Results | ||
| Apr 18-19, 2026 | SAISA Baker Qualifier | |
| Apr 11-12, 2026 | 2026 SAISA Mallory District Championships | |
| Mar 28-29, 2026 | 2026 Azalea Bowl Regatta | |
| Mar 14, 2026 | Lowcountry Ladies Open (SAISA Girls Championship) CANCELED | |
| Jan 29-1, 2026 | POSTPONED to 2027 - Women Leaders in Sailing: Coach Summitt | |
| Dec 13-14, 2025 | 2025 ISSA Hogan Keelboat Invitational Regatta | |
| Dec 4, 2025 | 2025 SAISA Singlehanded Championship | |
| Dec 4, 2025 | 2025 SAISA Doublehanded Championship | |
| Nov 22-23, 2025 | 2025 ISSA Great Oaks National Invitational | |
| Nov 8-9, 2025 | 2025 Atlantic Coast Championship | |
| Full SAISA Caribbean Calendar & Results | ||
The 2011 SAISA Great Oaks qualifier was hosted by the University of South Florida - St. Petersburg, on October 1. Congratulations to Tampa Jesuit on the win, followed closely by Shorecrest. Ransom Everglades, Lincoln Park, Sarasota Military, and St Croix Country Day were 3rd through 6th, with the top 6 teams qualifying for the Great Oaks Regatta in New Orleans.
Clearwater Yacht Club hosted the SAISA Single-handed District Championship & Qualifier for the ISSA National Single-handed Championship for the Cressy Trophy. David Billing, Regatta Chairman, organized the event which launched at the great facilities of the Clearwater Community Sailing Center, and raced in the Gulf of Mexico off Clearwater Beach. John Ardolino was the PRO and Ann Newton the Chief Judge.