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Southern Ocean air–sea fluxes are a critical component of the climate system but are historically undersampled due to the remoteness of the region. While much focus has been placed on interannual flux variability, it has become increasingly clear that high-frequency fluctuations, driven by processes like storms and (sub-)mesoscale eddies, play a nonnegligible role in longer-term changes. Therefore, collecting high-resolution in situ flux observations is crucial to better understand the dynamics operating at these scales, as well as their larger-scale impacts. Technological advancements, including the development of new uncrewed surface vehicles, provide the opportunity to increase sampling at small scales. However, determining where and when to deploy such vehicles is not trivial. This study, conceived by the Air–Sea Fluxes working group of the Southern Ocean Observing System, aims to characterize the statistics of high-frequency air–sea flux variability. Using statistical analyses of atmospheric reanalysis data, numerical model output, and mooring observations, we show that there are regional and seasonal variations in the magnitude and sign of storm- and eddy-driven air–sea flux anomalies, which can help guide the planning of field campaigns and deployment of uncrewed surface vehicles in the Southern Ocean.