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The use of plant protection products (PPPs) has become fundamental to guarantee excellent field productivity. Nevertheless, their usage presents critical issues, such as the quantity of substances used, the relative toxicity, and the contamination of nearby fields caused by atmospheric drift. This study focuses on the characterization of aerosol droplets of PPPs produced by spraying a chemical marker, fluorescein, with an orchard airblast sprayer equipped with conventional hollow cone (HC) and anti-drift air inclusion (AI) nozzles, using a wind tunnel as a controlled environment. A particle/droplet image analysis was employed to study the droplet production of the nozzles, while a liquid chromatography tandem mass spectrometry (HPLC-MS/MS) analysis allowed us to evaluate samples collected using a cascade impactor located at 5 m, 10 m, and 20 m from the emission point. Overall, HC nozzles are very accurate at producing specific drop size distributions (DSDs), while AI nozzles produce a much wider DSD, concentrating the largest part of the distributed volume into droplets of a larger size. The marker concentration was much lower for the AI nozzles compared to the HC nozzles; moreover, the two nozzles show a similar trend in the coarse droplet range, while significantly differing in the fine droplet spectrum.