As soon as the Baltic states gained independence in 1991, they targeted, in terms of domestic and foreign relations’ development, reorientation to the West and integration into Euro-Atlantic structures. Whereas NATO (under leadership of the United States) is regarded as the “cornerstone” of their security, the European Union (EU) is viewed as a source of financial assistance and the guarantor of economic stability. The article presents an overview of the transformation processes in the Baltic countries in the past two and a half decades, and the practical component of their membership in the EU is offered in detail. Comparative analysis of the political and socio-economic Baltic transit shows the similarity of their development trajectories. However, the positive effect, which joining the EU brought about, is eclipsed by the social and economic costs that resulted from the tough neo-liberal reforms that were required. Despite the rejection of the role of geopolitical and geo-economic “bridge” between Russia and the West, the Russian factor continues to play a primary role in the political processes and foreign policies of these countries, while at the same time the Baltic states themselves prefer not to call themselves post-Soviet. Confrontational position that the Baltic states undertook in relation to Russia, is determined by political and ideological factors and has long-term destructive impact not only on the bilateral dialogue, but also on relations between Russia and the European Union.