In this paper, we present our design approach for bridging outdoors and indoors learning activities with the support of mobile and positioning technologies. In order to illustrate these research efforts we describe the outcomes of two trials we have conducted with more than 50 elementary school children. The activities presented in this paper aspire at supporting the notion of situated learning with mobile and positioning technologies to promote new ways of collaboration based on the users’ learning context. The results of our experiments indicate that children enjoyed learning where mobile devices are used in situ, supporting the learning activities in the context of which they are taking place.