The article deals with the question of how people as individuals live and simultaneously direct a border region in different ways. How are ordinary inhabitants' tactical choices and manoeuvring movements related to the organised space of two nation states and their mutual borderland? What is the analytical gain, if the borderland is a seascape with dwellers that are more maritime than territorial in their practices and views? Using Ingold's perspective of seafaring versus shipping and aspects of Deleuze/Guattari's nomadology, a cultural analysis is performed on a number of interviews with pleasure boaters in the Swedish-Danish Öresund Region. The striated and linear space of the nation state was found to be fundamental for how people live the border region. However, by its stress on heterogeneity and unpredictability the smooth space of wayfaring inhabitants is also a crucial factor for understanding how border regions come into being and change.