Nature-play inspires a sense of awe and wonder in young children, however, the uncertainty of elements in nature can also bring about fear and anxiety. Using sensory tours as a data collection method, this qualitative study explores the emotions of a four-year-old during his exploration of an imaginary "monster castle" in the forest, and the role an educator plays in supporting children's affective states. Negotiating emotions, both positive and negative, is important in strengthening a child's environmental identity. Just as children learn to regulate emotions in formal learning environments, their ability to regulate their emotions in nature instills a sense of comfort and trust, spatial autonomy and self-awareness, and environmental competency and self-confidence, which, in turn, influences their actions for the environment.