Satellites can be used for producing maps of within-field crop and soil parameters and, consequentially, spatially variable rate crop input application maps. The plant vegetative vigour index (i.e., Normalised Difference Vegetation Index—NDVI) and the leaf water content index (i.e., Normalised Difference Water Index—NDWI) maps were used to study—through both time and space—the phenological phases of two plots, with Syrah and Nero d’Avola grapevine varieties, in a Sicilian vineyard farm, located in Naro (Agrigento, Sicily, Italy). The aim of this work is to produce spatially variable rate nitrogen fertiliser maps to be applied in the two vineyard plots under study as well as to understand when they should be fertilised or not according to their target crop yields. The average plant vegetative vigour and leaf water content of both the plots showed a high temporal and spatial variability during all phenological phases and, according to these results, the optimal fertilisation time should have been 12 April 2021. In fact, this crop operation is aimed at supporting the vegetative activity but must be performed when the soil water and, therefore, the plant leaf water content are high. Therefore, spatially variable rate fertilisation should have been performed around 12 April 2021 in both plots, using previous NDVI maps and taking into consideration two management zones. This work demonstrates the usefulness of remote sensing data as Decision Support Systems (DSS) for nitrogen fertilisation in order to reduce the production cost, environmental impact and climate footprints per kg of produced grapes, according to the European Green Deal challenges.