This paper presents a study on the modelling and estimation of stress concentration at the tips of leg stiffeners in ship-to-shore (STS) quay cranes, which is intensified in those on the sea-side leg extensions, which are more prone to crack formation, notably following structural heightening of the cranes. A computer-simulated database was generated, incorporating mechanical parameters and geometric features that impact stress concentration. These variables can then be integrated as inputs into a multiple linear regression model (MLR). This methodology offers an alternative to the finite element method (FEM) for the computation of stress concentration and deformations. At the same time, the statistical significance of the parameters influencing this scenario is determined, ensuring a comprehensive assessment of their impact on the studied phenomenon. The research underscores the importance of incorporating stress concentration and structural geometry considerations into crane design or modification, given their crucial role in preserving the remaining lifecycle of the structure. Crack initiation is significantly intensified in regions characterised by high stress concentrations, particularly in areas where there are geometric changes at the tips of the stiffeners, where local stiffness is altered. All of this is in combination with work cycles under the supported loads.