This study investigates the surface and interfacial properties of the different components of a system composed of an agglomerated cork stopper in a glass bottleneck. Each constituting element has carefully been examined to unveil its underlying complexity. First, there was no effect of supercritical CO2 pretreatment or particle size on the surface properties of cork particles. The wettability of the binder was also evaluated, showing that the binder can spread relatively well on the surface of cork particles. Second, capillary rise measurements carried out on three different agglomerated corks indicate that the formulation of the agglomerates has no effect on its surface properties. The binder represents only a small fraction of the total stopper volume and is therefore not the major contributor to the surface tension. Third, the two coating agents studied display different behaviors. The first one, composed of a paraffin emulsion, exhibits poorer wettability than the second one, composed of a paraffin and silicone emulsion. However, once the coating agent has solidified on the surface of the stopper, both coatings display similar adhesion with the glass of the bottleneck. Starting with fundamental considerations, and then progressing to a more applicative aspect, has led to a better understanding of the properties of cork-based materials in their use as wine stoppers.