In this paper, an investigation on the agricultural management in semi-arid Mediterranean regions is presented. The selected test areas are located in Tunisia, near the Kairouan town. The agricultural fields are mainly cultivated with olive trees together with cereals, fruit trees and vegetables. The possibility to monitor this area by means of COSMO-SkyMed (CSK) data, thanks to the ASI Open Call initiative, is an added value to retrieve information concerning the temporal evolution of crop conditions and the use of water in semi-arid regions. The CSK images have been acquired in the period 2018–2019 and the spring 2021. The objectives of this research concern the use of CSK data to evaluate the correct growth of agricultural crop. The preliminary analysis shows that X -band backscatter is able to follow the seasonal moisture conditions and to identify different types of crops.