The present work studies the convective drying of a granular porous medium in a bed of olive pomace. The experimental tests were conducted in a closed convection drying loop of hot air. The experimental tests measured the mass loss over time. Tests were carried out for five temperature values: 60 ± 0.1 °C, 70 ± 0.1 °C, 80 ± 0.1 °C, 90 ± 0.1 °C and 100 ± 0.1 °C, respectively. Moreover, three values of velocities of the drying air, 1 ± 0.01 ms−1, 1.5 ± 0.01 ms−1 and 2 ± 0.01 ms−1, were considered. The effects of initial humidity, bed thickness and pomace composition on the drying process were studied. The results show that the moisture content decreases when the temperature and the velocity of the drying air increase. In addition, the composition of olive pomace (pulp, pits and raw pomace) significantly affects the drying time. A characteristic drying curve and its equation were determined. Seven thin layer drying models were tested, and the Midilli et al.’s model produced the best agreement. The effective moisture diffusivity coefficient (Deff), the activation energy (Ea) and the pre-exponential coefficient of the Arrhenius law were evaluated. The results could be of great help for the pretreatment of crude olive pomace when moving to industrial scale and before passing to the step of biofuel (pellets, briquettes or logs, Syngas) production.