This inquiry reports the findings of a systematized review of recent studies concerning the affordances associated with implementing mobile technology in outdoor learning. The emergent employment of mobile technologies in education worldwide adds new layers of complexity to the field that require a better understanding. The review aims to summarize and critically interrogate peer-reviewed studies and identify gaps in current research. Taken collectively, the 33 reviewed articles mirror the dualism that is present within the field. Whilst some studies show that the portability and accessibility of mobile devices offer new opportunities, others point at issues of complexity, safety, and loss of experiential quality. The findings highlight three principal strategies that offer meaningful ways to manage the tensions between technology and outdoor learning: mitigation, intentionality, and adaptation. The review thus offers a deeper understanding of how outdoor learning programs can effectively integrate mobile technology to overcome the nature-technology dichotomy.