Ginger smuggled out of Asia flourished on the Caribbean islands of Hispaniola and Puerto Rico during the late sixteenth and early seventeenth centuries. The oriental root, whose migration and transplantation Spanish sovereigns sought to stimulate, enjoyed more of a market in England and the Low Countries than in Castile. A differentiated demand for ginger in northern and southern Europe, documented in archival and literary sources, reflected the principles of humoral medicine and influenced trade. Ginger’s poor adaptation to the Spanish fleet system, exacerbated by armed conflicts, including the revolt of the Low Countries (1568–1648) and the Anglo-Spanish War (1585–1604), fomented rather than inhibited a continuum of prohibited practices from privateering to contraband, with English and Dutch merchant-privateers in the ‘Spanish’ Caribbean interested in ginger, sugar, and hides, among other commodities.