At the height of Latin America’s “pink tide” in the mid-2000s, left wing governments throughout the region developed unprecedented economic, political, and cultural ties with the Arab world as part of a larger effort to disrupt U.S. hegemony globally. Meanwhile in the Middle East, entrenched power regimes seemed to teeter against a wave of social and political movements broadly identified as the Arab Spring. Today, as the Pink Tide recedes and renewed conflict and authoritarianism grips the Middle East, the time is ripe to consider the origins, contours, and legacies of a relationship forged in a moment of deep regional and global flux, between parts of the world infrequently considered side by side.