Henry Morgan, a prominent privateer, orchestrated a well-planned raid on the town of Puerto del Príncipe in Cuba, marking a pivotal moment amid the ongoing Anglo-Spanish War. This conflict, which spanned from 1654 to 1660, stemmed from England's desire to expand its influence in the Caribbean and challenge Spanish dominance. Morgan, known for his daring and strategic prowess at sea, gathered a fleet of privateers aimed at disrupting Spanish operations in the region. The raid on Puerto del Príncipe was carefully timed to exploit the town's defenses and capitalized on the ongoing war efforts of both nations.

The attack involved the use of small, agile vessels that could navigate the coastal waters effectively. Morgan's forces landed near the town, quickly overcoming its defenses and launching a fierce assault on the unprepared garrison. The primary objective was to plunder supplies and valuables, essential for sustaining the military efforts against the Spanish Empire. Reports suggest that the raiders amassed tremendous wealth, including gold, silver, and other valuable goods. Moreover, the raid facilitated the capture of numerous prisoners who would be used for ransom or as labor.

This significant raid not only demonstrated the effectiveness of privateers as a military force but also captivated the attention of England and Spain, illustrating the risks and rewards of naval warfare during this tumultuous period. The impact of Morgan's success resonated throughout the Caribbean, reinforcing a perception of English power in the region and altering the dynamics of colonial competition. Such raids became a hallmark of privateering, influencing subsequent military strategies employed by both English and Spanish forces in the Caribbean and beyond.