The armed insurrection that brought Fidel Castro to power in 1959 was one of the most influential events of the 20th century. Like the Russian and Mexican revolutions before it, the Cuban revolution set out to bring social justice and prosperity to a country that had suffered the evils of corrupt regimes. A small country thus became the center of world debates about equality, culture, and class struggle, attracting the attention of political leaders not only from Latin America but also from Africa, Asia, and Europe. Its intent to forge a model society has often been described in utopian terms. Writers, artists, and filmmakers turned to utopia as a metaphor to trace the evolution of the arts in the island from the enthusiasm and optimism of the first moments to the dystopian hopelessness and despair of the last decades. Indeed, the Cuban revolution, like so many other social revolutions of the 20th century, became the victim of a whole series of internal and external forces that ended up turning the promised dream into a nightmare tainted by autocratic leadership, repression, and political and economic isolation. Although Cuban literature has extensively addressed these issues since the collapse of the Soviet Union in 1991, it is only recently that we can find similar trends in a cinematic output that portrays Cuba as a utopia gone sour. This article examines recent films such as Alejandro Brugués’ Juan de los Muertos (2011), Tomás Piard’s Los desastres de la Guerra (2012), Eduardo del Llano’s Omega 3 (2014), Rafael Ramírez’s Diario de la niebla (2016), Yimit Ramírez’s Gloria eterna (2017), Alejandro Alonso’s El Proyecto (2017), and Miguel Coyula’s Corazón Azul (2021). These films use futuristic imageries to offer a poignant (and often apocalyptic) depiction of the harsh paradoxes of contemporary life in Cuba while reflecting upon the downfall of utopia.