This research aims to provide a comprehensive overview of the lives of Jews in Livorno between the 17th and 19th centuries by examining the works of Francesco Pera, a notable local author. His writings, particularly Curiosità Livornesi (1888), Nuove curiosità livornesi (1889), and Ricordi e biografie livornesi (1867), encompass a diverse array of episodes featuring the Jewish community in Livorno. These narratives include significant historical events, such as the funeral of Rabbi Montefoscoli and instances of coerced baptisms, as well as the unique relationships some Jews had with prominent figures like Giacinto Cestoni. Additionally, Pera documents altercations outside the synagogue and various everyday occurrences that collectively offer a vivid and dynamic portrayal of the community. The significance of this documentation, characterized by its folkloric and ethnographic elements, lies in its demonstration of a profound understanding of historical archival sources, many of which are no longer readily available today. This study aims to trace the authenticity of these sources, examine the recurring themes, and present an image of Livorno as depicted by Pera—one where each individual plays a role that continually surprises.