The addition of Outdoor and Adventurous Activities (OAA) throughout the national curriculum for physical education in England and Wales has added a new dimension to the often-questioned traditional teaching curricula associated with competitive sport. Yet, the research base linked to the field of OAA has limited insight into the views of the instructors who integrally facilitate such experiences. This study analysed the perspective of instructors regarding their perceptions of the benefits associated with OAA participation for young people, but also some of the pivotal teaching approaches used to optimise such developments. Six OAA instructors from the United Kingdom participated in a cross-sectional qualitative case study and were interviewed to gauge their perspectives on the benefits and teaching approaches utilised in adventurous education. The emerging dominant theme demonstrates a link between the specific and intentional pedagogic strategies of the instructors and the intended developmental outcomes for young people.