The mechanical and deformation behaviour of masonry is influenced by the mechanical, physical and deformation properties of the bricks and mortar, the quality of the bond between them, the workmanship and environmental factors. Regarding the bond between components, the surface absorption by the masonry unit, and the water retentivity of the mortar play important roles since they define the volume rate of water transfer, and the amount of water available at the interface. Thus, for the masonry unit, its initial absorption rate may be impacted by the moisture content due to its immersion in water as the conditioning strategy for the units. However, although the benefits of conditioning the bricks in the construction stage are known, the extent of its influence on bonding is not entirely clear. This paper aims to contribute to the understanding of the influence of different brick conditioning (without water immersion, immersed for 1–2 s, and immersed for 30 min) on the shear bond strength of masonry. As mortar types, it was considered a cement-based premixed mortar and a cement-lime-based designed mortar for the study, while a solid moulded clay brick was a masonry unit. The masonry triplets were built and tested under shear loading according to EN 1052-3. The results suggested that, regardless of mortar type, the shear strength associated with units that were immersed for 30 min was superior to those of the other conditioning cases.