Remote areas, such as the Arctic, face transportation challenges due to long distances, difficult terrain, and hard-to-reach locations. Traditional ground transport networks are costly to build and maintain, particularly for urban, peri-urban, rural, and regional connections, especially in isolated areas. Autonomous and renewable-powered aerial services offer a potential solution to improve sustainability, resiliency, and connectivity in these areas. This study proposes prescriptive advice for integrating autonomous aerial services into remote areas, such as the Arctic, as part of broader urban and regional development efforts. Two exploratory case studies—Bodø, Norway, and Turku, Finland—are examined to further validate prior findings on prescriptive advice on future-proof city development from the viewpoint of emerging aerial services.. The research draws from interviews with development actors and lessons learned from the AEROPOLIS project, examining the Berlin TXL area development project as a preliminary case study. It examines how the results apply to isolated areas with urban centers undergoing intensive urban development activity and includes future visions for sustainable mobility and city development. As the main scientific outcome, the paper outlines factors and approaches impacting the readiness of cities to adopt future mobilities for developing and scaling autonomous aerial services in remote and constrained areas, such as the Arctic cities and regions. The work establishes an approach to investigate local and regional aerial services as a component of holistic aerial transportation modalities. Further, strategies and pathways to adopting autonomous aerial services at urban and regional levels will be discussed. Based on the findings, aerial services can now be better designed as a part of the area development projects to benefit from emerging technologies while securing sustainable infrastructure and investments.