This study examines the odyssey in search of humanity and unremitting Mobius strip of misery in Derek Walcott’s Omeros which portrays colonial wound metamorphosing into a healing upon the here and now of St. Lucia. The past, the present, and the future exist simultaneously in the time/space of Omeros, in which a collective understanding of the colonial past and its persisting legacies is possible. The present study focuses on delineating how the fragments of colonial wounds are reassembled upon this simultaneous time/space of the Caribbean. Walcott’s characters are humble but noble because they are willing to heal their trauma of colonial history and maintain their national identity or spirit. Their nobility comes from the painful knowledge learned from isolation and suffering. The wounds materialize into instances of “past-in-present,” which haunt the island and its inhabitants. However, Omeros refuses to reject the cultural/ historical legacies of colonialism or return to African origins. St. Lucia and the Caribbean islands are centralized where indigenized fragments of history have taken root in the landscape of the island.