The film is set against the backdrop of a school and the story is set in two different periods—2000 and 2023. Alex (Siju Wilson), a business magnate, is invited by his school as chief guest for its 75th anniversary. Upon his visit to the school, he realises that students aren't given freedom even in modern times
A food delivery boy, Sanjay, suffers from bipolar disorder and has been abandoned by his family. He tries to take care of two homeless girls in order to prove his ability to socialize.
Sundari Sara Mathews, popularly known as Suma, meets Victor, the school's new English teacher and falls for him. However, before expressing her feelings to him, another teacher, Lekha, asks him out and he accepts, leaving Suma heartbroken. While at a low point in her life after losing her mother and arguing with her brother, Suma is consumed by jealousy and plots to break up Lekha and Victor to have him to herself.
Pathrose is a gas agency employee whose family includes his wife and his four children. The central character in the film is his second son Tony, who lives happily without doing any work. The story revolves around Tony's grandmother who comes in between them and the interesting events that follow.
Set in the backdrop of Angamaly, Cuban Colony tells the tale of five close friends whose friendship is tested by the challenges they face in their otherwise happy life and how they deal with the challenges in their own style.
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