This chapter looks at externally driven processes of regional integration and interactions among regional actors that take place in a specific Eurasian area, namely the South Caucasus. Although the few timid Caucasus-based attempts at building regional partnerships after 1991 have been severely curtailed by unresolved conflicts, external actors – in particular Russia and the European Union – have encouraged regional integration within their own institutional frameworks. However, the two external projects made for very weak foundations of regionalism in the Caucasus, which were easily undermined by an interregional scrabble for power in the last decade. This chapter looks at the main actors' strategies and practices, as well as the intended and unintended consequences of these actions. It also underlines the role of the various actors in unintentionally creating regional fragmentation and disintegration instead of the intended integration.