Forest and landscape restoration (FLR) is being carried out across the world to meet ambitious global goals. However, the scale of these efforts combined with the timeframe in which they are supposed to take place may compromise the quality of restoration, and thus limit the persistence of restoration on the landscape. This paper presents a synthesis of ten case studies identified as FLR to critically analyse implemented initiatives, their outcomes, and main challenges, with an eye to improving future efforts. The identified FLR projects are diverse in terms of their spatial coverage, objectives; types of interventions; and initial socioeconomic, institutional, and environmental conditions. The six principles of FLR—which have been widely adopted in theory by large global organisations—are inadequately addressed across the initiatives presented here. The identified FLR project or interventions, although expected to offer diverse benefits, face many challenges including the lack of long-term sustainability of project interventions, limited uptake by regional and national agencies, limited monitoring, reporting and learning, poor governance structures, and technical barriers, which are mainly owing to institutional weaknesses. On the basis of these cases, we propose that the best pathway to achieving FLR is via an incremental process in which a smaller number of more achievable objectives are set and implemented over time, rather than setting highly ambitious targets that implementers struggle to achieve.