This essay is a qualitative study that examines the relationship between the Swedish kulturskola (non-compulsory cultural school for children and young adults), the non-profit cultural life and the phenomenon of lifelong learning. It raises the question wether teachers in the cultural school have a plan for their students lifelong learning or not; what their experience is of collaboration with the non-profit cultural life and if they take any concrete actions to facilitate the students entry into the local cultural life as amateur cultural practitioners. The theoretical framework is the situated learning theory by Lave & Wenger and the context of action theory by Dreier. Six teachers have been interviewed in the study. The result of the study is that the teachers see great values of their students lifelong learning, however, the collaboration with non-profit cultural associations is not always easy because of differences in perspective. It is helpful if the teacher him-/herself has the possibility of being personally engaged in, or at least has experience from, the non-profit cultural life, in order to be able to bridge the gap that arises for students trying to enter the adult cultural world. It is also suggested that teachers need to be given enough resources and support to be able to participate in collaborations with the associations of the local non-profit cultural life. The matter of students’ lifelong learning is urgent not only for the individual student or cultural organizations, but also for the society as a whole.