Over the years, the use of biostimulants has become increasingly widespread due to their proven efficiency in improving plant productivity and quality of fruits and mitigating the effects related to environmental stress. The aim of the present study was to evaluate the effect of three biostimulants on oil yield, production of drupes per plant, and nutraceutical components of olive drupes and oil (total polyphenols, anthocyanins, and fatty acids %) for “Racioppella” cultivar trees growing in South Italy (May–October 2021). The biostimulants used were: a tropical plants extract (A) containing amino acids, vitamins, enzymes, phytochelatins, macro- and microelements, a glycine betaine-based product (B), and a Trichoderma spp.-based biostimulant (T). The three biostimulants were compared with a control thesis (C) treated only with water. T treatment increased the polyphenols content of olive drupes by 41.04% compared to C. A and B treatments increased polyphenols content by 21.87% on average compared to C. All three biostimulants showed positive effect by increasing the amount of polyphenols in olive oil compared to C:T showed an increase of 32.19%, B 7.76%, and A 19.78%. Biostimulant application proved useful in boosting fundamental parameters that determine better drupe and oil in terms of antioxidant capacity and nutraceutical potential, other than an increased production.