This special issue of Karib includes authors with different disciplinary backgrounds in conversation with the Martinican philosopher and poet Édouard Glissant (1928–2011) and with each other. Glissant has inspired and challenged us to use his essays and imaginary as a vantage point, a base from which to view the world and create the schema of belonging and relational rootedness. The focus is on how Glissant’s work continues to be interpreted in new ways in disciplines other than philosophy or literary studies and on exploring fundamental questions about physical spaces and their ‘imaginaries’ around the world. Glissant used diverse examples and terms, each drawing meaning from the others. The authors of this issue set out to do exactly that as they wander around the globe, drawing specific attention to certain points or to the process itself. The insularity of an island (literally and metaphorically) in Glissant’s writing is also a paradoxical globality: the wandering (errance) does not have a start or a finish. In this case, it seemed symbolically appropriate to set out from the Caribbean and return to it in the final paper of the collection.