As we pass the Quincentennial of the founding of the Spanish empire we stand within two years of marking the centennial of its demise in Asia and the New World in 1998. In recent years, much research has focused on the changes wrought on indigenous populations at the time of initial contact, but little consideration has been given to the material legacy of this empire. This study will examine the material aspects of two Spanish colonies, the Philippines and Puerto Rico at the end of nearly four centuries of Spanish colonization. Archaeological evidence from the two colonies is compared and contextualised within the economic order of the nineteenth century in order to better evaluate the nature of the physical manifestation of late Spanish colonialism.