This study aimed at assessing the phenolic potential of indigenous Greek red grapevine cultivar Fokiano under different cultivation systems and altitudes, during the cultivation season 2019-2020, which could explore different approaches yielding better results in the same viticultural area, as is Ikaria Island. The samples of the present study were collected from productive (commercial) vineyards in the island of Ikaria, in the region of the North Aegean Sea. Samples of grapes were collected from 7 different vineyards at the northern part of Ikaria with different characteristics: (i) difference in the altitude of the vineyards and (ii) difference in the cultivation system (conventional or organic). The vineyards in question are located at an altitude of 200 m, 400 m, 600 m and 800 m. The samples were collected during the dates of harvest, which were determined according to the technological maturation of the grapes in combination with the biodynamic calendar. In all samples, the mechanical analyses of the grapes and berries took place and the characters of the must as well as the qualitative characters of the berries (must, skins, seeds) were studied. Total soluble solids of the must were calculated using a refractometer, the active acidity (pH) using a pH meter and the total acidity using a sodium hydroxide solution (NaOH). The mechanical analyses that were performed involved the weight of thirty (30) berries, the weight of the grape and the length and width of the berries and the grapes of each sample. The content of grape's skin in total anthocyanins, total phenolics, condensed tannins, total ortho-diphenols, total flavonoids, total flavanols, total flavonols and flavones and their antioxidant capacity with the use of FRAP and DPPH methods were determined using a spectrophotometer. The most important acids found in grapes were identified using High-Performance Liquid Chromatography (HPLC). The measurements in the grape seeds were made on the same compounds as the skins, except for total anthocyanins. The results of the present study showed that the altitude does not seem to have a significant effect on most of the qualitative and quantitative characters of the cultivar in Ikaria, however, in future studies, other factors that affect the qualitative characters of the grapes need to be taken into consideration and further evaluated. The microclimate of the highest altitude (800 m) had a positive effect regarding total phenolics, anthocyanins, tannins, flavonols, o-diphenol content and the antioxidant capacity of the skins according to FRAP method, but with opposite results in the case of the seeds. At the same time, it should be noted that no accurate conclusion can be drawn regarding the cultivation system (conventional or organic), since between the two pairs of conventional and organic vineyards (samples from conventional and organic vineyards at an altitude of 200 m - samples from conventional and organic vineyard at an altitude of 600 m), the measurements exhibit a variation in their results. The antioxidant capacity that was determined in the samples of Fokiano is also remarkable, when also compared with other indigenous red grapevine cultivars. In view of climate change, the exploitation of indigenous varieties under different soil and climatic conditions or even in the same viticultural region, like the one of the current experiment (different cultivation system, different altitude in the island of Ikaria) could unlock and highlight the full potential of such local varieties, depending on the final style of the wine produced.