This paper deals with an ex-post evaluation of the long-term competitiveness performance (years 1961-2006) of Greek wine on the basis of foreign trade information. Methodologically, competitiveness assessment is estimated by the calculation of global trade indices, i.e. trade flows, trade balance, import coverage index, relative comparative advantage or Balassa index, import penetration index, etc. and by examining of the evolution of their size. For the research needs, FAOSTAT time-series compiled data is used. These indices are presented in diagrams and their trends are investigated by employing the ordinary least squares regression method and by examining various algebraic forms in order to select the best fitted ones. Finally, an overall discussion of the Greek wine competitiveness findings is presented and strategic global trade future orientations are proposed.