This article assesses the role of memory, interiority, and intergenerational relations in the framing of early modern experiences and narratives of travel. It adopts as its focus three generations of the Clerk family of Penicuik, Scotland, whose travels through Europe from the mid-seventeenth century onward proved formative in the creation of varied ‘cosmopolitan’ stances within the family. While such widely studied practices as the ‘Grand Tour’ have drawn on discourses of encounter and cultural engagement within the broader narratives of the ‘long’ eighteenth century, this article reveals a family made deeply anxious by the consequences of travel, both during and after the act. Using diaries, manuscript correspondence, memoirs, and material objects, this article reveals the many ways in which travel was fashioned before, during, and long after it was undertaken. By shifting focus away from the act of travel itself and towards its subsequent afterlives, it explores the ways in which these individuals internalized what they experienced in the course of travel, how they reconciled it with the familiar, quotidian world to which they returned, and how the ‘cosmopolitan’ worldviews they brought home were made to inform the generations that followed.