Although fundamental to the understanding of crustal dynamics in extensional setting, the relationships between the emplacement of granitic intrusions and activity of detachments still remain very elusive. Through a multi-scale approach, we here document a continuous deformation history between the monzogranitic intrusion of Naxos and the Naxos-Paros Detachment System (Cyclades, Greece). Field observations first show an early magmatic deformation followed by solid-state, ductile and then brittle deformation when approaching the detachment zone, as evidenced by the overprinting of mylonites by cataclastes and pseudotachylites. From these observations, we define six strain facies that characterize a positive strain gradient from core to rim of the Naxos monzogranite. Based on field pictures, X-ray tomography and Electron BackScatter Diffraction (EBSD) analyses along the strain gradient, we then quantify the intensity of mineralogical fabrics in 2D and 3D and better characterize the deformation mechanisms. Our measured shape variations of the strain ellipsoid corroborate the large-scale strain gradient, showing a good correlation between qualitative and quantitative studies. In addition, EBSD data indicate that dislocation creep was predominant during cooling from more than 500°C to temperature conditions of the ductile-to-brittle transition. However, 1) a weakening of quartz lattice preferred orientation with increasing strain and 2) evidence of numerous four-grain junctions in high-strain shear bands also indicate that grain boundary sliding significantly contributed to the deformation. Although the source of grain boundary sliding remains to be constrained, it provides a consistent approach to account for strain localization in Naxos.