Abstract: This article explores the prerequisites for sustainable development of island territories of the Gulf of Peter the Great that retained their autonomy from continental Vladivostok – AskoldIsland, Popov Island, Reyneke Island, Rikord Island, Putyanin Island. A brief overview is provided on the development of islands in prerevolutionary and Soviet period, as well as at the turn of the XX – XXI centuries. It is noted, that the initial period of islands territorial development (late XIX – early XX centuries) is characterized with sustainable natural resource management based on consideration of the local landscape, natural and climatic conditions. Computer modeling of the annual course of wind and insolation regime of island territories is conducted for elaboration of the advanced models of sustainable natural resource management. This allowed determining comfort and discomfort landscape areas of the indicated islands for the three main seasons – winter, spring-summer, and summer. Typical terrain contributes to localization of the comfort and discomfort zones. At the same time, comfort and discomfort zone would be specific for each of the three seasons, which should be considered in arranging various types of recreation activities. Based on the results of studying the peculiarities of socioeconomic development of the islands and their landscape-climatic specificity, the author highlights three groups of islands and suggests models of sustainable development for each group: 1) Model of full-scale economic-recreational development with restoration of the collapsed ecological framework  (Popov Island and Putyanin Island); 2) Model of autonomous development with restoration of the collapsed ecological framework (Reyneke Islan); 3) Model of economical development (Askold Island, Rikord Island). The author develops the schemes of territorial development of the islands, and suggests projects on formation of sustainable environment of rural localities and tourist routs.