There is a paradox between the demands for safety and the productive value of risk in outdoor education and adventure learning. This seems particularly to be the case in Chinese culture, policy, and empirical practice of outdoor education. This paper aims to utilise the rich cultural context and philosophical perspectives of China to broaden the landscape of outdoor education knowledge. Chinese cultural intricacies and insights from Taoist philosophy offer an unconventional perspective for redefining traditional binary concepts of risk and safety, relevant to outdoor education as it is practised in China. A Taoist lens is used to analyse Chinese college students' documented reflections on their experience of outdoor education through a case study. The convergence of Taoist philosophy and culturally embedded pedagogical practices in China presents an innovative pathway for re-imagining the existing terrain of Western adventure learning research and teaching norms in outdoor education.