This study targets the relationship between regional belongingness and place attachment. It aims to compare different insular and not-insular regional realities, belonging to the European Union. The work starts from the hypothesis that the insular nature of the belonging region can influence the development of an emotional bound among people and their living environments. According to Moles (1985), geographical characteristics of the islands could be able to influence the perception and the identity of the inhabitants. He proposed a taxonomy of islands depending on their degree of isolitè (islandness), a peculiar quality of islands influenced by distance (from the other countries) and dimension. More the island is characterised by a narrow dimension and an high distance, more will be salient for the inhabitants the feeling of being islanders (sense of insularity). Some contributions, in literature, showed differences in the relationship place-inhabitants, among islanders and not. They pointed out, in some case, specificities in the place attachment of islanders. Three islands were individuated, according their dimension and distance from the continental country: Sicily, Sardinia, and Majorca. They were compared to three continental regions, chosen because of their physical and identitarian features: Tuscany, Lombardy, and Catalonia. N=144 participants were involved, equally divided between islanders and not-islanders. They were contacted in their belonging region. Each sub-group was balanced for the gender variable, and equally divided in 4 groups according to the age. Materials included a semi-structured interview, in Italian and Spanish, about the place attachment and the perception of limits and distance. The interviews were recorded and written down, then a text analysis allowed to categorise the answers and to analyse them. Islanders significantly differ regarding, both the indicated places of attachment and the perception of distance and limits. In the face of not-insular people, they indicated more the whole region as a place they are attached to. Furthermore, when indicating specific places, islanders: - choose very seldom their cities of birth or living, and particular places like streets, neighbourhoods, squares; - choose almost always places collocated in the totality of their own island, and even not citing their birthliving place.