Academic research on educational stimuli of risk-taking and creativity to foster innovation can contribute to overcome the challenges faced by organizations in the marketplace. To explore the contributions provided in this field, this study developed a bibliometric and systematic review on academic production in the domain of creativity, risk-taking and innovation through an educational perspective. The bibliographical databases adopted were Web of Science and Scopus and outcomes were analysed using the Bibliometrix tool in R software. Research findings point to three main clusters of academic production: (i) Tools and techniques to boost creativity; (ii) Educational interventions towards innovativeness; and (iii) Antecedents of entrepreneurial activity. This study pictures entrepreneurial education as a field that is still in its infancy and, thus, provide opportunities for research and education policies and programs design. It was revealed that there are two relevant fields that can be envisaged as motor themes for policies and programs design: (i) social innovation, design education, and design thinking and (ii) education, design, and design process. Both fields point to the dominance of multidisciplinary approaches and design as a central vehicle to creativity, risk-taking, and innovation diffusion.