The paper aims to document the translation process and give a preliminary perspective on the practice of translation studies of the selected poems from the Caribbean and Latin America, nations who, like ours, experienced colonialism and continues to struggle and heal from the scars left even at present. The paper is divided into three parts. First is a discussion of the literary and translation relation of the Philippines to the said regions. Second, it discusses the challenging nature of poetry translation, review of different approaches and considerations in the significantly challenging kind of literary translation. And third, it narrates the experiences, considerations, and decisions on the actual translation process, and presentation of the translation output. The paper contributes to the field of translation and translation studies, particularly in the practice of actual process documentation, and most of all, to the internationalist spirit especially that the said areas are undeniably experiencing continuous struggle for the life and honor of their people.