In many regions, water availability influences grape yield fluctuations more than thermal conditions. This study analyzes dryness indices calculated from observed and simulated RCM data to establish statistical relationships with observed yield data, considered an indicator of food safety. Five dryness indices were analyzed: the number of days without rain, the maximum number of consecutive dry days, climatic water balance, dryness index, and vineyard water indicator. These indices were analyzed for three periods: 1986–2005 (recent past), 2016–2035 (near future) and 2081–2100 (distant future). After this analysis, quadratic regression connections were established between the indices and available wine grape yields in the 22 wine regions of Hungary for 2005–2021 without information on grape varieties and for 2017–2021 with data on grape varieties. Linear agro-technological trends were extracted from these wine grape yield series, whereas the residuals exhibited significant quadratic regression in slightly over 50% of the indices and regions, according to the F-test for the 17 year series. For the short series, these proportions are 29 and 27% for the selected seven white and seven red wine grapes. According to the most significant quadratic regressions, combined with the projected dryness indices, we can expect less average yields with higher interannual variability in the future.