This chapter delivers a prospective reflection on the cultural dimension of macro-regions. It adopts a political geography and policy analysis approach. According to the operational and functional nature of the macro-regionalisation processes, and to the polysemy of the concept of culture, the objective of this research is not to demonstrate what a cultural dimension is, but rather what it can be and how culture can concretely contribute, as a policy domain, to the progress of EU macro-regional strategies. The analysis deals with both the existing macro-regional strategies and a potentially emerging macro-region, the Western Mediterranean. It opens perspectives on the role that territorial and cultural cooperation can play in European construction.