Plant protection products used to ensure the product quality and agricultural production can remain on crops as incurred residues, be transferred to different environmental compartments, or even reach elaborated foodstuffs. This Thesis is focused on the optimization and validation of different analytical methodologies for the determination of a relevant number of pesticide residues in vineyard soil and wines, as so as different transformation products. Application of developed methods to wine and soil samples has contributed to advance in the understanding of their processing factors, degradation rates, potential pollution of the soil compartment, and the identification of new transformation products. In this vein, eight publications resulted from the research conducted were divided into four chapters regarding the matrix analyzed, the family of the compounds studied, or the analytical technique employed.