Roy Caldecott represents HMYC and races in the KwaZulu-Natal sailing circuit. Roy's competitive record on SailingSA begins in September 2024. Since then 9 races across 1 regattas have been completed. Roy competes mainly in the Dart 18 fleet, alongside races in other fleets. Roy's best results include winning the SailingSA events in the multiple fleets fleet, as well as the SailingSA events in the multiple fleets fleet. Roy remains active in regional dinghy racing.