The unpredictability of the Mediterranean climate causes a large fluctuation in wheat yield and quality but offers the opportunity for the production of high quality wheats which are lacking in the European Union. This paper describes the effects of nitrogen fertilization rate and timing on five Triticum aestivum L. cultivars differing in bread-making quality, cultivated in six representative Italian sites (years/locations). Nitrogen was applied at each location at two rates, the first corresponding to the amount estimated to maximize grain yield, the second 30% higher. Three timings of nitrogen applications were tested including a late application at the boot stage. Bread-making quality was evaluated with the Chopin alveograph and each sample was assigned to the following qualitative classes of the Italian market: Class 1, improver wheat; Class 2, for direct bread-making; Class 3, ordinary wheat. Cultivars differed significantly in all agronomic and qualitative traits. Grain yield was highest in the northern location (7.1 t ha −1) and lowest in the south of the Italian peninsula (2.61 ha −1), while in Sicily abundant rains in both years enabled a yield of 6.41 ha −1 to be obtained. As far as bread-making quality is concerned, the greatest proportion of grain samples belonging to Class 1 was obtained from the northern location. The year of cultivation strongly affected quality, particularly with regard to gluten tenacity, in all locations, though the quality ranking of the cultivars remained substantially stable across locations. Nitrogen applications greater than those considered optimal to maximize yield, combined with a better distribution during the life cycle, significantly improved bread-making quality. It was concluded that high quality wheats can be obtained in a wide range of growing conditions in the Mediterranean climate. However the likelihood of genotype × environment interactions, statistically significant for both yield and quality, call for a more precise management of nitrogen fertilization in relation to the cultivars chosen and the climatic features of each site.