This study aimed to evaluate the behavior of samples of juvenile and mature Eucalyptus cloeziana wood when subjected to the drying process, and the influence of the anatomy on that behavior. In order to do this, saturated specimens from this woods measuring 10 × 5 × 1 cm were subjected to drastic drying at 100 °C, where the drying rates and the end check scores in different steps of the process were obtained. The fibers and vessels morphology, initial moisture and basic density were analyzed to help understanding the data obtained in the drying test. The juvenile wood presented 26% higher drying rate and 21% smaller drying time, also 53% higher end check score. Smaller fibers length and fibers wall thickness, higher vessels frequency and smaller vessels diameter were associated with higher total drying rate and water adsorption, as well as with the higher end check score.