The need to feed a growing population, and to mitigate rural poverty, maintaining or reducing the environmental impact of agricultural production is a challenge for the next decades. Sustainable intensification practices and pathways can be identified at farm or landscape/regional level. The identification of the trigger orfence enhancing these practices is a relevant research question, in order to improve their application. In this paper, we aim to identify a set of relevant indicators characterizing sustainable intensification pathways at landscape scale to determine the main socio-economics triggers depending on different regional context and issues raised. Four contrasted case studies delimited at inter-municipal level (NUTS3on the European administrative classification), with notable sustainable intensification processes, were chosen around Europe. We applied a methodology to evaluate sustainability and intensification of practices assessing a set of indicators at municipal level (NUTS4on the European administrative classification). The preliminary results show a huge land system heterogeneity significantly affecting the distribution of sustainability and intensification, confirming that sustainable intensification pathways are strongly dependent on their regional context. Joint sustainable and intensification practices are implemented in some land system types while this seems more difficult in others.