This chapter deals with sun islands, ur-islands and I-lands, presenting a cultural history of island dreams, exotic paradises and social-political utopias. A wealth of stereotypical island attributions or topoi that may even be contradictory have considerably contributed to developing images about islands throughout history. The geographical topos of island is a field of projection for fiction and fantasies embodied in classic ‘Western’ and ‘Eastern’ island ascriptions. From a geographical perspective, the topos of island is a living place and outpost of global networks in the literal and nonliteral sense.