Community pharmacy practices, by providing direct care to the public, is an integral part for ideal primary healthcare services and systems. Competent pharmacists would not be fostered if without adequate experiential trainings while at pharmacy schools. The School of Pharmacy at the National Taiwan University has been renowned, by domestic healthcare authority and relevant societies, as pioneering in educating pharmaceutical scientists and pharmacist professionals of the future. The article describes the two-decade development of three-level, stepwise programs on community pharmacy experientials. We hope the course establishment endeavors and teaching experiences learned would help facilitating long-lasting partnership in community practice experiential education between pharmacy societies and pharmacy schools.