Two-year-old season (1995) On September 2, He made his debut at
Hakodate Racecourse in a 1800 meters turf race. The running was in a slow pace but he caught up with the lead at the end phase to win in his debut. He then ran in an open race but the weather was rainy, causing him to struggled and finished third. In this race, Shii urged an excited Ishino Sunday who positioned himself at seventh to accelerate at the fourth corner and overtook Eishin Guymon for his second win.
Three-year-old season (1996) His first race of the year would be an open race called the Junior Cup at
Tokyo Racecourse. Next, he ran in the
Yayoi Sho, a trial race for the
Satsuki Sho. He ran smoothly in the race but lost out the battle with Dance in the Dark and Tsukuba Symphony, came home on third place which was enough for him to race in the Satsuki Sho. Sakura Speed O, who was taking the lead got gassed by the fourth corner in which trailing horses such as Ishino Sunday and Royal Touch geared up for the final spurt. Ishino Sunday then moved on the outside, sprinted past Royal Touch and held on to win the race, three-quarters of a length ahead. There was some inquiry in the end as Ishino Sunday was suspected to have impeded the fourth-place finisher, Minamoto Marinos. The verdict came clean for Ishino Sunday as it was decided that Minamoto Marinos did not aware or affected by the impediment and managed to finish safely with a final surge. He spent the summer break in
Monbetsu, Hokkaido and prepared for the classic final leg, the
Kikuka Sho. Yamauchi was not satisfied for the training result and felt that Ishino Sunday was lacking something. His results in the
St. Lite Kinen and
Kyoto Shimbun Hai proved his suspicion was correct, as Ishino Sunday only managed to finish in fourth and fifth respectively in two different 2200 meters race. Considering the previous track record of him back in the Junior Cup, Yamauchi switched Ishino Sunday to race on a dirt track. When the race began, Sanlife Teio took the lead, while Ishino Sunday was in 4th and 5th place. As they approached the final corner, Shinko Windy and others, who had been trailing behind moved ahead and drew level with Sanlife Teio, forming a line alongside him. Meanwhile, Ishino Sunday was blocked but eventually he found the outside track and recovered the pace for a third-place finish behind Sanlife Teio and Shinko Windy. A horse racing critic, Tamaki Abe explained that Ishino Sunday was the first horse to win two "G1-equivalent race on both turf and dirt in the same year".
Four-year-old season (1997) He switched back to turf in the
Kyoto Kimpai. This race began in a good way for him as he paced himself in fourth place along the race, before increased his pace to pulled away for the pack, achieving his third graded race win. He then switched back to dirt for the
Dubai World Cup preparation but it came with disappointing result as he failed to podium in both
Kawasaki Kinen and
February Stakes.
Five-year-old season (1998) His result in this season were mix-and-match as he managed to snatch two podium finishes which are second-place in the
Kyoto Kinen and third place in the Sankei Osaka Hai. == Racing form ==