As is the case with other regions, in Latin America and the Caribbean, multilateral peace missions are subordinated to norms and expectations of specific mandates. Yet, post-Cold War peace missions in Latin America and the Caribbean share circumstances that are unique to this region. This article seeks to offer a sequenced overview of three scenarios – Central America, Haiti and Colombia – to show how these circumstances interplay as shaping factors in regional peace missions. Three circumstances are highlighted: i) the strategic irrelevance of the region; ii) the preeminence of the United States in Latin America and the Caribbean; iii) the response capacity of Latin American governments. These three are addressed as the core cast of determinants in post-conflict contexts in Latin America and Caribbean. This article explores how these circumstances have adapted in time producing reiterative dynamics attuned to international and regional changing landscapes. Even though the Colombian experience should be considered “an open case”, its inclusion contributes to enrich this argument. Final reflections raise the question if these circumstances explain as well the failures and reversed expectations of regional peace processes.