The results of long-term satellite monitoring of oil pollution of the sea surface in the southeastern Baltic Sea (SEB) are discussed in this paper. From June 2004 to December 2020, in total, 2780 Synthetic Aperture Radar (SAR) images from different satellites were received and analyzed. There were 788 oil spills detected in the study area. The oil spills were concentrated along the main shipping routes in the SEB. The volume of the detected oil spills was estimated. The average size of the spill was about 2 km2 or 0.8 m3. Seasonal variability of oil pollution shows a decrease in the number of oil detections in the autumn–winter period, which is associated with the prevalence of unfavorable wind conditions that limit the use of SAR technology for oil spill detection and navigation for small ships. In situ measurements show that seasonal variation in the concentration of oil products in seawater is characterized by a maximum in April and a minimum in July. Since 2007, a decrease in oil detections has been observed for the entire Baltic Sea, including the study area. The interannual variability also shows a decrease in the concentration of oil products in the water column. In the southeastern Baltic Sea, the volume of oil products released yearly to the sea surface from ships does not exceed 0.1% of the average instantaneous presence of oil products in the water column.