Milk thistle (Silybum marianum (L.) Gaertn.) is a versatile crop that has adapted to the broadly different soil and environmental conditions throughout all continents. To date, the fruits (“seeds”) of the plant are the only reliable source of silymarin, which, given its recognized therapeutic effects and its many present and potential uses, has led to a significant re-discovery and enhancement of the crop in recent years. Overall, although many studies have been carried out globally on the bioactivity, phytochemistry, and genetics of milk thistle, few and discontinuous research activity has been conducted on its basic agronomy as well as on the farm opportunities offered by the cultivation of this species. However, the multiple potential uses of the plant and its reduced need for external inputs suggest that milk thistle can perfectly fit among the most interesting alternative crops, even for marginal environments. The growing interest in natural medicine, the increasing popularity of herbal dietary supplements, and the multiple possibilities for livestock feeding are all arguments supporting the idea that in many rural areas, this crop could represent a significant tool for enhancing and stabilizing farm income. However, several issues still have to be addressed. The species retains some morphological and physiological traits belonging to non-domesticated plants, which make the application of some common agronomic practices challenging. Furthermore, the lack of reliable field data devoted to the definition of suitable cropping protocols represents a major constraint on the spread of this crop among farmers. This review has therefore focused on updating information on the main morphological and phytochemical traits of the crop and its agronomic characteristics and novel uses. Several gaps in technical knowledge have been addressed, and further goals for experimental activity have been outlined in order to guide farmers eager to cope with the cultivation of such a challenging and resource-rich crop.

In Sicilian forage systems, the introduction of native self-seeding annual legumes can be beneficial in low-input farming. Intercropping would be a valuable strategy for implementing pasture resources in Sicilian forage systems during late spring. The aim of this study was to evaluate the effects on ewes’ milk production of continuous grazing with two different mixtures (i) sulla (Sulla coronarium L.), burr medic (Medicago polymorpha L.), and chicory (Cichorium intybus L.) (SuBuCh); and (ii) barrel medic (Medicago truncatula Gaertn.), snail medic (Medicago scutellata L.), and burr medic (BuSnBa). Twenty lactating ewes were homogeneously divided into four groups of five ewes. Each group was assigned to one of four 1500 m² grazing sectors consisting of two replicates of SuBuCh and BuSnBa. Ewes fed with the SuBuCh mixture showed higher milk yield, higher protein (5.17 vs. 4.85%, p < 0.001) and casein content (4.02 vs. 3.73%, p < 0.001), lower urea content (37.70 vs. 45.38 mg dL⁻¹, p < 0.001), and better clotting parameters compared to ewes grazing on the BuSnBa mixture. Finally, ewes in the SuBuCh group showed a smaller decrease in live weight at the end of the grazing period compared to BuSnBa ewes (−2.05 vs. −3.55 kg, respectively), although the difference did not reach a significant level. These preliminary one-year results seem to highlight the promising role of SuBuCh intercrop leading to a potential quantitative/qualitative improvement in grazing resources and the productive performance of grazing ewes in a semi-arid Mediterranean environment. However, it is of note that these outcomes might undergo variations when subjected to a prolonged trial extending beyond three years.