Due to the problems of the European rural environment, the European Union introduced territorial development strategies called the Leader Method (LEADER Initiatives and the now extinct PRODER Operational Programs implemented only in Spanish territory). The objective was to activate the economic development of these areas, to maintain the population and to slow down the migration and aging processes. During the last 25 years, these initiatives have been implemented in European rural areas, and more particularly in Extremadura, establishing new activities such as rural tourism, which has become the economic backbone of many families, complementing agricultural incomes. The development of rural tourism has led to the implementation of accommodation and catering services throughout Extremadura, adapting to the new tourist demands. However, after 25 years, its sustainability has been very different, with contextual variables that have conditioned its success. Therefore, it is necessary to analyze the economic sustainability of the tourism offer financed by Leader and the extinct Proder in order to identify the factors that have determined its success in a territory with very diverse characteristics. For this purpose, a methodology based on two statistical analysis techniques (principal component analysis and cluster analysis) has been designed to establish behavioral patterns through the different context variables used. The results obtained have shown that factors such as investment, location, the presence of protected resources and accessibility are determining factors for the survival of the tourism offer.