The increasing complexity of modern maritime and logistics operations has necessitated the adoption of advanced digital solutions to monitor and enhance port performance. This paper presents an innovative cloud-based platform designed to support port authorities in performance monitoring through an adaptive data-driven Decision Support System (DSS). The proposed platform integrates a multi-dimensional performance dashboard, offering a holistic evaluation of port activities by tracking key performance indicators (KPIs) across operational, economic, and environmental domains. By leveraging real-time data analytics, predictive modeling, and cloud computing, this system enhances decision-making processes and fosters collaboration among multiple stakeholders, including terminal operators, port authorities, concessionaires, and environmental agencies. The research explores the limitations of traditional monitoring frameworks, which often lack real-time integration and comprehensive data analysis capabilities and presents the cloud-based DSS as a transformative tool that enables proactive governance, optimised resource allocation, and strategic alignment with sustainability and decarbonisation policies. A prototype implementation of the platform in the Central Tyrrhenian Sea Port Authority illustrates its practical applications, demonstrating improved operational efficiency, enhanced stakeholder coordination, and better compliance with environmental regulations. The findings highlight the potential for the system’s scalability and adaptability across different port environments, paving the way for a new era of digitalised and data-driven port management.