Viticulture is highly vulnerable to weather variability and climate change. Growers increasingly face risks associated with extreme weather events, water scarcity, and emerging pests and diseases. To address these challenges, this study presents the development and implementation of the first operational digital decision support platform (DSP) tailored to Montenegrin vineyards within the MONTEVITIS project. The platform integrates IoT sensor data, national meteorological records and high-resolution global climate datasets to provide real-time monitoring and climate projections for vineyard management. The system was piloted in four vineyards representing diverse microclimatic and soil conditions of Montenegro. Key functionalities include phenology, irrigation and disease alerts supported by a user-friendly dashboard, map-based visualisation tools and data export functions. The pilot deployment demonstrated that combining heterogeneous data streams increases the reliability of outputs and enables timely, site-specific recommendations. Challenges identified during implementation include connectivity limitations, gaps in data and variable levels of digital expertise among growers; however, lessons learned point to the importance of continuous stakeholder engagement and institutional support for sustained use. The MONTEVITIS experience demonstrates how digital agriculture tools can bridge tradition and innovation in viticulture. By fostering collaboration between growers, researchers and policy makers, the platform enables adaptive strategies for climate resilience and sustainable vineyard management. Although the platform has been successfully deployed and tested under pilot conditions, a comprehensive long-term validation of its performance and impact on vineyard decision-making remains part of ongoing future work.