This essay maps the unmapped nuances of transnational/cultural spaces in Amitav Ghosh’s debut novel, The Circle of Reason (1986; 2008) which underscores the inter-territorial itinerary of Alu, the protagonist, who after being accused of being a terrorist, runs from Lalpukur, near Calcutta (now Kolkata) to Goa to Al-Ghazira, a fictional gulf-state and finally to Algeria. The novel, Bildungsroman in nature and thematic treatment, poignantly deals with James Clifford’s idea of ‘assimilation’ (of) / ‘travelling’ cultures, geo-political boundaries and hybridization of language. The rationale of the paper is to deconstruct the binaries—tradition and modernity; oriental and occidental cultures; and emigration and immigration, which are, to me, the themes of the narrative of the novel. Ghosh has dexterously intertwined the cultural matrix of different spaces in the novel to show how in this age of mobility, open economy and transnational migration, transcultural awareness is all to value. This essay also traces the trajectory of mobility in the age of fluidity and underpins patterns of movement which affect cultural orientations, sensibilities, and, consequentially, creative expressions.