Sailing from Kirstenhof Primary, Oliver Rawden competes in the the region dinghy circuit. Since November 2025, 7 races across 1 regattas have been recorded for Oliver. Oliver's primary class has been Optimist C, with additional appearances in other fleets. Highlights include winning the 2025 Zvyc Interschools in the Optimist C fleet, along with the 2025 Zvyc Interschools in the Optimist C fleet. Oliver remains an active competitor in the Western Cape sailing circuit.