There is high demand for complete satellite SST maps (or L4 SST analyses) of the Arctic regions to monitor the rapid environmental changes occurring at high latitudes. Although there are a plethora of L4 SST products to choose from, satellite-based products evolve constantly with the advent of new satellites and frequent changes in SST algorithms, with the intent of improving absolute accuracies. The constant change of these products, as reflected by the version product, make it necessary to do periodic validations against in situ data. Eight of these L4 products are compared here against saildrone data from two 2019 campaigns in the western Arctic, as part of the MISST project. The accuracy of the different products is estimated using different statistical methods, from standard and robust statistics to Taylor diagrams. Results are also examined in terms of spatial scales of variability using auto- and cross-spectral analysis. The three products with the best performance, at this point and time, are used in a case study of the thermal features of the Yukon–Kuskokwim delta. The statistical analyses show that two L4 SST products had consistently better relative accuracy when compared to the saildrone subsurface temperatures. Those are the NOAA/NCEI DOISST and the RSS MWOI SSTs. In terms of the spectral variance and feature resolution, the UK Met Office OSTIA product appears to outperform all others at reproducing the fine scale features, especially in areas of high spatial variability, such as the Alaska coast. It is known that L4 analyses generate small-scale features that get smoothed out as the SSTs are interpolated onto spatially complete grids. However, when the high-resolution satellite coverage is sparse, which is the case in the Arctic regions, the analyses tend to produce more spurious small-scale features. The analyses here indicate that the high-resolution coverage, attainable with current satellite infrared technology, is too sparse, due to cloud cover to support very high resolution L4 SST products in high latitudinal regions. Only for grid resolutions of ~9–10 km or greater does the smoothing of the gridding process balance out the small-scale noise resulting from the lack of high-resolution infrared data. This scale, incidentally, agrees with the Rossby deformation radius in the Arctic Ocean (~10 km).