Entrepreneurial families are important art collectors, yet little is known about how and why they engage with the practice. Through an exploratory study with an inductive empirical research design, we interview multiple members of intergenerational entrepreneurial families actively involved in art collecting. We find that art collecting could be a practice with strong implications for both the business and the family over time. We explore the motivations behind why entrepreneurial families engage in art collecting and how this develops individually and collectively into a practice of collecting across generations. We contribute to the entrepreneurship and family business literature and to research on the role of art in business and management.