Chapter 6 discusses the colonization of the Bonin Islands under the Tokugawa shogunate in 1862–1863. It shows how the steamboat Kanrin-maru’s venture to the Pacific archipelago offered an opportunity to develop and display national symbols of sovereignty, progress, and power vis-à-vis the islanders, just nine years after the arrival of Perry’s black ships. The subsequent occupation of territory under the hinomaru flag and the mapping and labeling of landmarks with Japanese toponyms was an attempt at harmonizing early modern conceptions of climate, subjecthood, and benevolent governance with the exigencies of administrative control over a stateless immigrant community in a colonial competition against Western empires. The chapter argues that the Bonin Islands figured as an experimental colony through which shogunal scholars and officials encountered foreign plants, technologies, and bodies of knowledge at a formative time of Japan’s imperial reinvention. Though upended prematurely in the summer of 1863, this colonial experiment offers a rare window on the possibilities of an imperial modernity under the Tokugawa that never materialized.