Enabling technologies (KETs) offer transformative potential for agriculture by addressing major challenges such as climate change, resource efficiency, and sustainable development across economic, social, and environmental dimensions. However, KET adoption is often limited by high R&D requirements, rapid innovation cycles, investment costs, and cultural or training barriers, especially among small agricultural businesses. Sicily's agricultural sector, already strained by pandemic-related economic setbacks and inflationary pressures, faces additional barriers in adopting these technologies. To investigate these adoption challenges and develop viable solutions, the ARIA Living Lab (Agritech Research Innovation Environment) was established within the PNRR framework. A qualitative approach was used, involving documentary analysis and data from stakeholders across Sicilian agriculture. This approach enabled an in-depth exploration of sector-specific needs, infrastructure, and socio-economic factors influencing KET adoption. The analysis highlighted that adoption barriers differ significantly across sectors (citrus, olive, and wine), with public incentives and digital infrastructure playing key roles. However, a persistent lack of technical skills among farmers reduces the effectiveness of these innovations. The findings suggest that an integrated approach—combining targeted incentives, training, and enhanced infrastructure—is essential for a sustainable transition to KETs. Future research should examine collaborative efforts between farms and tech providers and evaluate the impact of public policies in promoting the widespread, informed adoption of enabling technologies.