Mapping surface ceramics through systematic pedestrian archaeological survey is considered a consistent method to recover the cultural biography of sites within a micro-region. Archaeologists nowadays conduct surface survey equipped with navigation devices counting, documenting, and collecting surface archaeological potsherds within a set of plotted grids. Recent advancements in unmanned aerial vehicles (UAVs) and image processing analysis can be utilised to support such surface archaeological investigations. In this study, we have implemented two different artificial intelligence image processing methods over two areas of interest near the present-day village of Kophinou in Cyprus, in the Xeros River valley. We have applied a random forest classifier through the Google Earth Engine big data cloud platform and a Single Shot Detector neural network in the ArcGIS Pro environment. For the first case study, the detection was based on red–green–blue (RGB) high-resolution orthophotos. In contrast, a multispectral camera covering both the visible and the near-infrared parts of the spectrum was used in the second area of investigation. The overall results indicate that such an approach can be used in the future as part of ongoing archaeological pedestrian surveys to detect scattered potsherds in areas of archaeological interest, even if pottery shares a very high spectral similarity with the surface.