The current trend of rapid population growth and urban development are being localized across the world with distinctive patterns. There is a general understanding that this latest process of urbanization without a global coherence or unity in form and boundaries as well as limited consideration for the natural environment is part of a new urban trend and sometimes event equated to a new phase of metropolization. These processes of urbanization bypass existing geographic and administrative scales as well as national boundaries, as in the case of some European trans-national metropolitan areas such as the Lake Geneva region, where urbanization takes place across national borders between Switzerland and France. Accordingly, many neologisms describe the phenomenon and its multiple ramifications as well as the consequences, but with little focus on the multiple yet similar impacts on the livelihood, well-being and security of millions of urban dwellers across bioregions. As in previous stages of metropolization, this new phase is not only an evolutionary phenomenon of large cities, it is also a process that connects a daily operating area up to a larger bioregion and territorial setting where the new dynamics of change impact the built and natural environments in different ways. As a result, the boundaries within urban areas on one side and between urban and rural areas on the other are increasingly becoming blurred and not representative of the multiple impacts of local and Global Change and adapted response mechanisms. More than in the past, regional territorial planning and urban planning are expected to integrate dynamics of change and related natural hazards at a scale more relevant to the ecosystems supporting the urban areas. This article aims to provoke a discussion on the regional patterns of urbanization in the Caspian Sea basin for integration of local adaptation strategies in the overall integrated approach of natural and built environments at the regional scale. In the case of the Caspian Sea- the regional and trans-national approach to urbanization aims to identify within a naturally defined space, the Caspian Sea basin, regional proximities and distinctions between urbanized areas on one side and the urbanized areas and their natural basin on the other, suggesting regionally informed strategies of territorialization and urban development. This is only possible if policy is informed by practice and if all development strategies, best and worst at the regional scale are brought to the attention of policy formulators and planners through a Peer Network of Cities and Urbanized Areas. Such platform can provide a potent tool and support for local urban policies and design in coherence with distinct yet connected other regional territorial policies and strategies.