Understanding crop types and their annual cycles is key to managing natural resources, especially when the pressures on these resources are attributable to climate change and social, environmental, and economic policies. In recent years, the space sector’s development, with programs such as Copernicus, has enabled a greater availability of satellite data. This study uses a multi-sensor approach to retrieve crop information by developing a Proof of Concept for the integration of high-resolution SAR imagery and optical data. The main goal is to develop a pre-automatized processing chain that explores the temporal dimension of different crop. Results are related to the advantage of using a multi-sensor approach to retrieve vegetation biomass and vertical structure for the identification of phenological stages and different crops. The novelty consists of investigating the multi-temporal pattern of radiometric indices and radar backscatter to detect the different phenological stages of each crop, identifying the Day of the Year (DoY) in which the classes showed greater separability. The current study could be considered a benchmark for the exploitation of future multi-sensor missions in downstream services for the agricultural sector, strengthening the evolution of Copernicus services.