The digital nomad idea of freedom is often a generalised and subjective notion of freedom that imagines a lifestyle and future where the tensions between work and leisure melt away. This paper finds that in practice, digital nomadism is not always experienced as autonomous and free but is a way of living that requires high levels of discipline and self-discipline. The research suggests that digital nomads often overlook the role of disciplining practices when first starting out, and do not foresee how working in sites of leisure and tourism might make managing a balance between work and non-work problematic. Longitudinal ethnographic fieldwork examines the extent of these disciplining practices and reveals that they are utilised to keep work and leisure time separate.