This study aims to investigate the relationship between a castle located in the Apulian region (Southeastern Italy) and its historical and territorial background. The subject of the research deals with a multi-layered monumental complex located in the lower Salento, in the territory of the town of Tricase, which includes five castles. This currently presents itself as an irregularly shaped fence marked by five towers, whose original structure dates back to at least the fifteenth century. In particular, on one side of the castle a baronial palace was built by the Trani family in the eighties of the sixteenth century. As far as it concerns the history of the entire complex it should be noticed that it has undergone various enlargements and modifications due to changes of its property and use. This process is both documented at the archival-bibliographic level, and experienced by the analysis of the masonry stratigraphy, thanks to which it has been possible to identify the various stages of the historical-constructive development of the castle. In conclusion, the analysis carried out intends to clarify how the historical dynamics occurred in the region of Apulia influenced the final stage of the castle of Tutino; to this end it will be considered the evolution of constructive techniques and perspectives belonging to the local tradition, in order to demonstrate the impact on the features of this castle.