Current food systems provide relative food security but compromise planetary health and largely fail to address climate change challenges. Regional food supplies can contribute to sustainable production and consumption, reducing the dependence on global supply chains. However, food systems’ complexity and rigidity hinder the implementation of climate-conscious, healthier practices. The City.Food.Basket project explored regional food baskets in urban and peri-urban settings in Austria for the City of Graz and its surroundings, developing models for regional, healthy, and low-climate-impact diets. Against this background, we present a qualitative study that generated three explorative scenarios for promoting regional diets using a Delphi-based expert-stakeholder survey method with participatory elements. A scenario workshop elaborated on interconnecting actions to strengthen regional food supply, including making regional food a tender criterion, reducing waste, ensuring affordability, and shifting subsidies to climate-conscious practices for Graz. While the method successfully provides socio-technical futures for policy orientation, its direct policy impact remains low due to time constraints, short project duration, limited project resources, and differing rationalities between research and policymaking. This study highlights the need for improved connectivity between transdisciplinary research, foresight methods, and regional policy cycles to enhance such projects’ effectiveness.