Sailing from IYC, Ashleigh Cunningham competes in the Western Cape dinghy circuit. Ashleigh's earliest SailingSA result dates to January 2023. Since then 19 races across 4 regattas have been recorded. Ashleigh competes mainly in the Sonnet fleet, alongside races in other fleets. Key performances include winning the 2026 -01-01 Port Owen River Race in the Sonnet fleet, along with the 2026 -01-01 Port Owen River Race in the Sonnet fleet. Ashleigh continues to build experience across competitive sailing regattas.