To optimize pesticide applications to the canopies of deciduous perennial crops, spray volume should be adjusted throughout the year to match the changes in canopy volume and density. Machine-vision, computer-controlled, variable-rate sprayers are now commercially available and claim to provide adequate coverage with decreased spray volumes compared with constant-rate sprayers. However, there is little research comparing variable- and constant-rate spray applications as crop characteristics change throughout a growing season. This study evaluated spray volume, spray quality (e.g., coverage and deposit density), and off-target spray losses of variable- and constant-rate sprayers across multiple phenophases in an apple (Malus domestica) orchard and a grape (Vitis vinifera) vineyard. The variable-rate sprayer mode applied 67% to 74% less volume in the orchard and 61% to 80% less volume in the vineyard. Spray coverage (percent), measured by water-sensitive cards (WSC), was consistently greater in the constant-rate mode compared with the variable-rate mode, but in many cases, excessive coverage (i.e., over-spray) was recorded. The variable-rate sprayer reduced off-target losses, measured by WSC coverage, up to 40% in the orchard and up to 33% in the vineyard. Spray application deposit densities (droplets per square centimeter) on target canopies were typically greater in variable-rate mode. However, the deposit densities were confounded in over-spray conditions because droplets coalesced on the WSC resulting in artificially low values (i.e., few, very large droplets). Spray efficiencies were most improved early in the growing season, when canopy density was lowest, demonstrating the importance of tailoring spray volume to plant canopy characteristics.