京都競馬場
Legacy World failed to win in five races as a two-year-old in 1991. Competing exclusively in maiden races he finished fourth over 1200 metres at Hakodate Racecourse on his debut on 18 August and then ran second over the same course and distance six days later. The best of his three subsequent efforts came when he finished third to Dyna Splendor over 1600 metres at Kyoto Racecourse in October. At the end of his first season, Legacy World's lack of success and difficult temperament led to the decision to have the colt gelded.