On the island of San Servolo in Venice stands an architectural complex built between the 18th and 20th centuries, the subject of an in-depth study that combines historical reconstruction with the creation of interoperable bi- and three-dimensional digital models that allow the visualisation of the site’s transfor-mations over the centuries. Originally established in the 18th century as a military hospital for the Repub-lic of Venice and managed by the Fatebenefratelli, the complex was converted into a psychiatric asylum in the following century, undergoing significant alterations to accommodate hospital requirements. San Servolo was one of the first case studies investigated by the ERC project Venice’s Nissology (VeNiss). This paper presents the results of the island’s virtual modelling process, made possible through the integra-tion of iconographic documentation obtained via new archival research. It highlights the effectiveness of Historic Building Information Modelling (HBIM) as a crucial tool for the analysis and interpretation of the reconstruction hypotheses formulated within a historiographical context.