Estuarine degradation is a major concern worldwide, and is rapidly increasing due to anthropogenic pressures. The Mediterranean Guadiaro estuary, located in San Roque (Cadiz, Spain), is an example of a highly modified estuary, showing severe negative effects of eutrophication episodes and beach erosion. The migration of its river mouth sand spit causes the closure of the estuary, resulting in serious water quality issues and flora and fauna mortality due to the lack of water renewal. With the aim of studying the Guadiaro estuary throughout a 4-year period (2017–2020), the Sentinel-2 A/B twin satellites of the Copernicus programme were used thanks to their 5-day and 10 m temporal and spatial resolution, respectively. Sea–land mapping was performed using the Normalized Difference Water Index (NDWI) in the Google Earth Engine (GEE) platform, selecting cloud-free Sentinel-2 Level 2A images and computing statistics. Results show a closure trend of the Guadiaro river mouth and no clear sand spit seasonal patterns. The study also reveals the potential of both Sentinel-2 and GEE for estuarine monitoring by means of an optimized processing workflow. This improvement will be useful for coastal management to ensure a continuous and detailed monitoring in the area, contributing to the development of early-warning tools, which can be helpful for supporting an ecosystem-based approach to coastal areas.