The aims of our study were (1) to explore the impact of having an incarcerated parent on youth (ages 10–18) wellbeing; and (2) to identify recommendations from the youth based on their needs which address the challenges of having an incarcerated parent and promote individual and community flourishing. We utilized a Youth Participatory Action Research approach, including semistructured interviews, focus group discussions, storytelling, and photovoice with 20 participants, ages 10–18. Data were analyzed using qualitative content analysis and organized into five thematic categories: (1) youth’s perceptions of their communities; (2) incarceration’s impact on families and communities; (3) incarceration’s influence on mental health and flourishing; (4) incarceration as a solution for community safety; and (5) addressing the impact of incarceration on children, families, and communities. Findings provide important implications for practice and policy with children of incarcerated parents and for promoting flourishing individuals and communities.