In the Mediterranean Basin, sheep meat production systems are based on grazing, and help to conserve biodiversity, mitigate the greenhouse gases emissions and maintain the population in rural areas. However, the lack of differentiation of pastoral systems, as opposed to the intensive model, puts its continuity at risk. In this sense, organic farming can be an alternative to sustain extensive sheep-cereal production systems in marginal Mediterranean drylands. The aim of this research was to evaluate the conversion possibilities of pastoral meat sheep production systems to the organic production model in the Mediterranean Basin, working with the autochthonous Segureña breed sheep. 46 farms were studied, classified into four clusters by mean of multivariate analysis. In order to determine the degree to which farms approached the organic model, 60 variables, grouped into nine indicators were analyzed to obtain an Organic Conversion Index (OCI). The Nutritional management indicator has a high value of approaching the organic model, as well as Animal welfare and Food safety. Marketing and business management, Breeds and reproduction, Weed and pest control and Sustainable pasture management indicators also reach a good approximation level. Only the Breeds and reproduction indicator presented values with significant differences between clusters. The average value of the OCI for the 46 farms ranges from 63 to 70%, and therefore it can be concluded that extensive meat sheep herds in the region are close to this production model. Among the recommendations that can be made to improve the conversion possibilities to the organic model are: (i) to increase own fodder production or find a way to obtain it easily and economically; (ii) to complete the plant−soil−animal cycle, (iii) to seek greater marketing autonomy and (iv) to achieve closer contact with the final consumer. At the same time, government policy both in Spain and other parts of Europe should persevere to find more ways to support the progress of this type of production, in an effort to address limitations and overcome the lack of alternative markets.