The purpose of this study is to explore the relationships among calligraphy participants’ personality, leisure involvement and flow experience. From the view of psychology and leisure, this subjects who were participating in the calligraphy-related activities were over 18 years old and lived in Taoyuan City. Purposive sampling was used and 304 valid samples were obtained in 305 questionnaires. The data were analyzed by using descriptive statistic, t-test, one-way ANOVA, Pearson product-moment correlation and multiple regression analysis. The findings of this study were listed as follows: The subjects with different sex, age, marital status, level of education and career had obvious differences in all personality, leisure involvement and flow experience. The subjects with different sex, age and marital status had obvious differences in social psychological involvement. Extroversion, openness, kindness and conscientiousness of personality showed significant positive correlations with social psychological involvement and flow experience. There were significant negative correlations among neuroticism, social psychological involvement and flow experience. There were significant positive correlations among kindness, conscientiousness and the behavioral involvement. There were significant negative correlations between neuroticism and behavioral involvement. Leisure involvement showed significant positive correlations with flow experience. In all personalities, conscientiousness and extroversion revealed the highest prediction and significant positive influences to flow experience. In all leisure involvements, centrality of life, self-expression and time of practice revealed the highest prediction and significant positive influences to flow experience.