Roberto Cofresí was one of the last significant Caribbean pirates, gaining notoriety for his bold raids and efforts to evade capture. Sailing primarily in the waters around Puerto Rico, he became a symbol of the pirate Golden Age, enchanting many with tales of his exploits and flamboyant lifestyle. Cofresí’s activities contributed to the fears of maritime commerce during the early 19th century as he targeted merchant ships throughout the Caribbean. In early March of 1825, Cofresí’s luck ran out when he was engaged in combat with a Spanish naval fleet that had been hunting for pirates in the area. Despite his reputation as a fearsome and skilled pirate, the forces of law and order proved to be more formidable on this day. The ensuing fight displayed both his tenacity and the changing tides of power in the Caribbean waters. Ultimately, his capture led to his imprisonment and the decline of pirate influence in the region, symbolizing the end of an era in Caribbean maritime history.