Accurate estimation of crop yield from remote sensing remains challenging due to the crop-specific nature of yield drivers and the difficulty of interpreting spectral indicators across agronomic systems. While many studies prioritise predictive accuracy through complex models, fewer explicitly examine the stability and physiological relevance of in-dividual spectral and phenological indicators under controlled analytical conditions. This study investigates yield–spectral relationships in wheat and cotton using a harmonised Sentinel-2 indicator framework applied across multiple growing seasons in a Mediterra-nean agricultural environment. A consistent set of spectral and thermal indicators was derived from two phenologically targeted Sentinel-2 acquisitions per season and analysed using correlation analysis, univariate regression, constrained multivariate modelling, and recurrence analysis within an identical workflow for both crops. Distinct crop-specific patterns were observed. Wheat yield was most strongly associated with water-sensitive and canopy-related indicators, with NDWI-based metrics reaching Pearson correlations up to r = 0.85 and multivariate models explaining a substantial proportion of yield varia-bility (up to R² ≈ 0.82) under controlled analytical conditions. In contrast, cotton yield var-iability was dominated by thermal accumulation, with growing degree day indicators showing correlations up to |r| = 0.59 and multivariate performance reaching R² = 0.76. Recurrence analysis confirmed the stability of these indicator families across analytical stages. Overall, the results indicate that parsimonious, physiologically interpretable indi-cator combinations can account for a substantial proportion of yield variability without reliance on black-box modelling, supporting crop-aware indicator selection for precision agriculture applications.