This paper presents how the ideas of landscape, design quality and drawings can influence systemic change to result in sustainable cities and regions. The research related to this paper explores project frameworks and design methods in order to reveal innovative ways and processes for creating environmentally friendly cities and regions that will have the power to adapt and mitigate climatic issues of the future. Through a series of explorations on existing landscape projects and while using a series of stakeholder engagement workshops contacted at a pan-European level the paper examines ways in which systemic change is possible and the outcomes it has in relation to the landscape. Using previously implemented and ongoing landscape projects such as the Room for the River (the Netherlands) and the West Midlands National Park (UK), the paper discusses how bold landscape-led visions influence decision making and support systemic change on a spatial scale. Drawing on experience gained during a series of stakeholder engagement workshops, where the projects of the Tame Valley Wetlands Partnership (UK) and the Urban Farming and Growing Network (UK) were selected as case studies, the research presents key findings and presents lessons learned that can build capacity and improve the understanding and management of stakeholders when it comes to spatial planning and urban design. The paper argues that a new way of thinking in design, policy or governance is not enough if these disciplines act individually. The breakthrough comes when each discipline collaborates with the aim to future proof our cities and regions. By presenting pioneering examples and models giving us tools for a systemic change, the paper aims to demonstrate that large scale developments can be brilliant examples of the new methodologies applied and lessons learnt. This research concludes that systemic change is represented across all levels, policy, decision making, governance, design and implementation if the aim is to deliver a sustainable city.