In many fruit trees, the thinning of buds, flowers, or fruits is used to increase the leaf area-to-fruit ratio (LA:F) and reduce competition for carbohydrates. Meanwhile, calcium (Ca) sprays during fruit development are also used to increase fruit quality and postharvest storage. Such practices have been recommended to increase fruit firmness and reduce fruit cracking in sweet cherries. To understand the effects of foliar Ca sprays and crop load reductions in the combination ‘Lapins’/‘Colt’, trained as the Kym Green Bush, a factorial experiment to determine the interactions between both managements was established in the Central Valley of Chile during the 2018/2019 growing season. Two levels of crop load (CL) were established—thinned (50% crop load) and unthinned (100% crop load) during Stage I of fruit development (31 days after full bloom, DAFB). Three timings of foliar applications of CaCl₂ (TFA; 0.8%) were evaluated: early 26 DAFB, later 39 DAFB, or late 62 DAFB. Natural fruit contents and concentrations of Ca were determined on unsprayed control trees. Fruit from the thinned trees were significantly larger and heavier and had a higher titratable acidity than unthinned trees did. Significant interactions between TFA and CL were observed for SSC, without a clear trend. Thinned trees were less affected by pedicel detachment, browning, and fruit decay after 45 d of storage (0 °C). In unthinned trees, a foliar CaCl₂ spray at Stage I allowed a higher fruit firmness than CaCl₂ sprays at Stage II and III of fruit development. The CaCl₂ applications at 39 or 62 DAFB reduced the incidence of cracking in thinned trees. Natural Ca concentrations decreased during fruit development, indicating a cessation of Ca import and a dilution by subsequent growth. Our results suggest that the early reduction of crop load has positive effects on fruit quality and condition during storage, and early Ca sprays (Stage I) improve fruit textural properties, even under high crop loads.