Viticulture in Samos Island, Greece, has unique characteristics due to diverse altitudes, slopes, and landscapes, impacting plant protection, yields, and wine quality. These conditions complicate management, particularly for the island's numerous smallholdings, affecting operational costs and potentially compromising wine quality. With 2000 vineyards covering 1,100 ha and producing 5,500 tn of wine annually, improved management practices are important. The Prec-WINE-Farm project aims to develop and implement precision agriculture applications for Samos’ viticulture sector. During the project, we created an integrated, real-time Geographic Information System (GIS), which was accessible via internet and mobile devices, supporting viticultural activities. This GIS integrates three mobile applications: (1) a plant protection module for monitoring the European grapevine moth, Lobesia botrana (Lepidoptera: Tortricidae), populations, with potential expansion for bacterial and fungal disease monitoring and targeted spraying; (2) a production traceability system with input–output mapping; and (3) an information platform for producers providing real-time data on plant protection, harvesting, and other key activities. Comprehensive user training accompanied the application's deployment, focusing on both the software and good farming practices, with emphasis on pest management. This initiative aims to (1) enhance the safety and health of wine products; (2) optimize farm input costs; (3) provide detailed cultivation documentation through the WebGIS, visualizing farm spatial characteristics and producer practices; and (4) strengthen the unique identity of certified Samos wines. In this study, we present the methodology developed in the context of the Prec-WINE-Farm project, as well as the results of the first year of its implementation, focusing on the sustainable management of the European grapevine moth.