This exploratory research project explores the mobility challenges of outdoor navigation and way-finding, through the lens of the person with a disability. Obstacles in social participation and human interaction with technology within the urban environment are salient issues driving this research study about mobility and accessibility when navigating urban parks. People with disabilities, specifically those with mobility limitations, such as people in motorized wheelchairs, have particular needs that must be addressed to maximize social participation within in the urban environment and involvement in leisure activities. This study examines the physical environment and social activities that occur in a typical leisure filled day at the park, what obstacles hamper navigation, and what issues emerge from the perspective of the person with the disability. The study data collection proceeds from a constructivist perspective using a participatory approach (Living Lab), wherein researchers and participants collaborated together to create the activity and also to assess its success post activity. Data collection tools included walkabouts, recording conversation in real time, and discussions both before and after the research activity. The study is presented with examples, and the emergent issues help reveal opportunities for potential ways to both respond to mobility challenges and integrate way-finding, as a means for future development of mobility and navigational tools for better accessibility and enjoyment of social activities within the urban park environment.