This article examines the experiences of trans individuals in outdoor and adventure recreation, exploring the ways these activities shape their embodiment, empowerment, and gender transition processes. While outdoor spaces remain steeped in cisheteronormativity, participants described these environments as offering unique opportunities for self-reflection, self-confidence, and freedom from societal gendered constraints. Drawing on queer and feminist poststructuralist theories, the study interrogates the performative aspects of gender in outdoor settings and highlights how participants negotiate their identities in these spaces. Using a multisited ethnographic approach—including online ethnography, on-the-move interviews, on-the-move diaries, and autoethnography—the research reveals the transformative potential of outdoor and adventure activities for fostering personal growth and gender euphoria. Outdoor activities were found to provide a reprieve from gender surveillance, offering a space to construct alternative subjectivities. Despite the barriers to access these spaces, participants emphasized the therapeutic and empowering potential of the outdoors. The findings underscore the need for inclusive practices to reimagine outdoor spaces as sites of liberation and trans flourishing, advocating for a critical shift in outdoor recreation to center diverse experiences and identities.