Purpose: This paper aims to improve the delimitation of plant growth stages in the context of weather index insurance design. We propose a data-driven phase division that minimizes estimation errors in the weather-yield relationship and investigate whether it can substitute an expert-based determination of plant growth phases. We combine this procedure with various statistical and machine learning estimation methods and compare their performance. Design/methodology/approach: Using the example of winter barley, we divide the complete growth cycle into four sub-phases based on phenology reports and expert instructions and evaluate all combinations of start and end points of the various growth stages by their estimation errors of the respective yield models. Some of the most commonly used statistical and machine learning methods are employed to model the weather-yield relationship with each selected method we applied. Findings: Our results confirm that the fit of crop-yield models can be improved by disaggregation of the vegetation period. Moreover, we find that the data-driven approach leads to similar division points as the expert-based approach. Regarding the statistical model, in terms of yield model prediction accuracy, Support Vector Machine ranks first and Polynomial Regression last; however, the performance across different methods exhibits only minor differences. Originality/value: This research addresses the challenge of separating plant growth stages when phenology information is unavailable. Moreover, it evaluates the performance of statistical and machine learning methods in the context of crop yield prediction. The suggested phase-division in conjunction with advanced statistical methods offers promising avenues for improving weather index insurance design.