The collection in this anthology exposes the multifarious entanglements that emerge on islands in the face of encounters with tourism. Multidisciplinarity lies at the heart of island studies and while the scholarship of islands is clearly a critical aspect of ensuing discourses, authors demonstrate how they arrive at this juncture using a variety of scholarly vantage points. At the tourism and islandscapes juncture, three key themes simultaneously emerge that illustrate the upshot of this crossover and how islands are the products of multiple knowing, translocal sites of everyday life and vulnerable adaptive social-ecological systems. The COVID-19 pandemic has offered islands dependent on tourism a measure of respite, while also highlighting the economic and social-ecological implications that the slump in tourism has wrought. Islandscapes and their encounters with tourism evoke a broad range of reactions and outcomes, and the perspectives in this anthology showcase that.