One intriguing aspect of western colonisation at the turn of the nineteenth century in the South Pacific is the development within the US of a distinctly ‘Old World’ imperial imaginary. This happened after the Spanish-American War of 1898 through which the US acquired extra-territorial possessions in the Caribbean and the Pacific-the inspiration for Rudyard Kipling’s poem ‘The White Man’s Burden’. This essay explores this transition from one phase of colonialism to another through the work of two prominent authors who lived and worked in the region during this tumultuous period: Robert Louis Stevenson and Jack London.