This essay focuses on early Iberian Asia and explores the theme of curiosity in the Asian sections of Antonio Pigafetta’s First Voyage Around the World, an account of the Magellan expedition. The contribution discusses Pigafetta’s narrative after the finding of the Strait, fleshing out both the colorful images of Asian rites and the presence of Christian chivalry in the text. Pigafetta portrays the Philippines, the Moluccas, and other islands from the perspective of an intellectual knight, self-consciously shaping his own character not only in the past, but also in the future. On the one hand, his guided curiosity usually avoids judgments about the strange societies that he observes; on the other hand, the importance of chivalric values demonstrates the resilience of cultural backgrounds and locally rooted meanings even at the moment of encounter. There is empathy rather than “othering,” but this is not in contradiction with Pigafetta’s cultural and religious identity.