Brazil is the world's second largest importer of olive oil and stared to produce its own oil quite recently in two distinct geographic areas. The production is still very small, and studies regarding oil composition are scarce. Determination of discriminant differences are useful to support appeals regarding origin indication and to detect fraud and adulteration with oils from other countries. In this work the Brazilian extra virgin olive oils (EVOOs) volatilome is explored by Artificial Intelligence (AI) tools developed on multiple headspace solid-phase microextraction (MHS-SPME) combined with comprehensive 2D gas chromatography-mass spectrometry and flame ionization detection (GC×GC-MS/FID) data. Using MHS-SPME, external standard calibration, and FID predicted relative response factors (RRF), the accurate quantification of 51 informative volatile compounds was carried out and the odorants responsible for key-positive sensory attributes were used to generate distinctive aroma blueprints aligned with the AI smelling based on sensomics. As authenticity and origin assessment decision-making tool, augmented visualization by computer vision was applied on volatilome 2D fingerprints. By this approach, extra-virgin olive oil samples (n=35), from two olive cultivars (Arbequina and Koroneiki) harvested in the main producing regions in Brazil (Rio Grande do Sul and Serra da Mantiqueira) in 2021 and 2022, were effectively discriminated and mislabeled products regarding their geographical origin were, for the first time, promptly identified.