The following study aims to analyze the possible cultural contacts that occurred, mainly, in the portuary zones of the Levantine cities of Tel Dor and Caesarea Marítima during the Roman times, specifically between I BCE and II CE. To this end, some built and natural structures were selected that could reveal these contacts, through their constructive and architectural style, their role in the Roman world, their meanings in the landscape, and the possible physical and symbolic frontiers associated with them. In addition, some objects related to these structures were also selected, which provided more information about them and their contacts. The information was obtained through excavations reports and relevant publications, as well as written sources, specially Flavius Josefo's works, and visits to the archaeological sites. For the debate concerning cultural contacts, the concepts of entanglement and middle ground were used. Finally, for a better organization and understanding of the data, sheets were made with the most relevant information regarding the structures and objects related to them.