This work examines the historical significance of Christopher Columbus's second voyage to the Americas, particularly focusing on the debate surrounding the first landing site in Puerto Rico. It discusses the claims of various towns, including Aguada, Mayagüez, and Guayanilla, each asserting their connection to Columbus's journey. The author presents a detailed analysis of historical documents and previous scholarly works to clarify the controversies surrounding this period of colonization. The text aims to contribute to the understanding of early Caribbean history while inviting further scholarly discourse on the topic.