Single-Walled Carbon Nanotubes (SWNTs) are nanosystems with a large aspect ratio that have potential in a wide range of optical applications. Notably, the hollowness of SWNTs interior allows endohedral filling, in which the SWNTs act as a template for the creation of new hybrid nanostructures. It was shown recently that dyes encapsulated inside carbon nanotubes (CNTs) are protected from degradation and present a strong Raman signature with narrow emission peaks, free of background fluorescence [1]. Further, confinement inside SWNTs was found to largely impact molecular organisation, tuning the physical and chemical properties of the encapsulated molecules. In this study, we explore the encapsulation mechanism of dye molecules in SWNTs. α-sexithiophene molecules were chosen due to their well-conjugated, rod-like structure and giant Raman signal upon encapsulation, at an excitation of 532 nm.A model system composed of long (>10 um) and aligned SWNTs was used, in which CVD-grown SWNTs are patterned by electron-beam lithography (EBL) and opened by oxygen plasma reactive ion etching (O2 RIE). The encapsulation is carried-out using a liquid-phase protocol, which allows the study of different encapsulation processes, such as dye entryways, aggregation formation and dynamics, as well as the relationship between encapsulation parameters (concentration, temperature, solvent) and yield. Due to their length, these SWNTs are well resolved by Raman imaging (RIMA, Raman Imaging system, Photon etc.) and provide a direct visual of the encapsulation process in this 1D system.[1] Gaufrès, E., et al. Giant Raman scattering from J-aggregated dyes inside carbon nanotubes for multispectral imaging. Nature Photonics 8(1), 72 (2014).