This study was conducted to determinate the optimum times of transplanting and harvest for enhancing the fresh leaf yield and colorant level of an indigo crop, Persicaria tinctoria H. Gross, containing the blue dye indigo. Two cultivars, Naju Local and a new cultivar, NaramBlue, were transplanted 5 times from May 30 to July 10 at an interval of 10 days, and all of experiment plots harvested on Aug. 23 in Muan, the south area of Korea. As transplanting time was delayed, fresh leaf yield were maximum at earliest transplanting (May 30) and then decreased, while Niram (blue dye extract) and indigo content of fresh leaf remained almost constant though showed a small variation. Also, two cultivars transplanted on May 23 were harvested 5 times from Jul. 20 to Sept. 20 at an interval of 15 days. As harvest time was delayed, plant height, No. of first branches, and fresh leaf yield changed increasingly, while Niram content was increased to Aug. 20 and then decreased slightly. Indigo level increased largely to Aug. 5, and then continuously decreased with more delayed harvest. These tendencies of changes in fresh leaf yield and colorant level with different transplanting and harvest times were shown similarly in both cultivars. The results indicate that early transplanting before May 30 and harvest in early August will be appropriate for improving fresh leaf yield and colorant level.