The Fifth Crusade commenced with the departure from Acre, a pivotal stronghold of Christian rule in the Holy Land. This military campaign was initiated by Western European leadership, particularly after the earlier failures of preceding Crusades, aiming to capitalize on perceived weaknesses in Muslim territories. The crusaders set their sights on Egypt specifically, as it was seen as a vital point for launching operations to regain Jerusalem, the ultimate goal of the Crusades. Under the leadership of figures like John of Brienne, the King of Jerusalem, and other high-ranking nobles, the forces included knights, soldiers, and supporters eager to reclaim the sacred Christian sites.

Their journey began with substantial naval support, leveraging the Mediterranean Sea for transportation of troops and supplies. The decision to invade Egypt was based on both logistical and psychological factors. Control of Egypt would not only provide resources and a strong base for further operations but also undermined the Muslim hold over the region by directly targeting a significant center of power in Cairo. With a multitude of nations and regions represented in the army, the Crusaders aimed to foster unity among European monarchs and knights in this holy endeavor, marking a collaborative effort rarely seen in prior Crusades.

Upon landing on the shores of Egypt, the Crusaders encountered their first major obstacle: the formidable defenses of Damietta. This city was essential to their plans and would determine the Crusade's success or failure. The siege of Damietta exemplified the challenges faced by Crusaders as they attempted to navigate both military strategies and complex local dynamics. The expedition heralded the beginning of a larger campaign that would, in subsequent years, lead to further significant engagements in the region, reshaping the political landscape of the Eastern Mediterranean.