Scotland’s Enlightenment and Britain’s Empire were inseparably entwined, such that the former’s conceptualisation of humanity bore the indelible impression of the latter. We argue here that, by tracing the career and writings of one among a much wider range of travellers educated in Edinburgh in the last years of the eighteenth century, the connections between Scotland’s Enlightenment and colonisation can be usefully explored. Alexander Berry (1781–1873) was educated in medicine at the University of Edinburgh between 1798 and 1800 and then travelled to China, Australia, Fiji, and Aotearoa/New Zealand, before eventually becoming a prosperous landowner at Shoalhaven on the South Coast of New South Wales. Throughout it all, Berry speculated on the humanity of diverse peoples he interacted with as physician, merchant, landowner, and as a natural historian. His career exemplifies the entangled commercial, colonial, and scientific interests that characterised the global circulation of Enlightenment knowledge in the context of Britain’s expanding Empire. From the intimacy of his encounters with non-European and Indigenous peoples, and the trans-imperial networks of trade and expertise in which he was engaged, his speculations on humanity bore the marks of both Enlightenment and Empire.