Joanna completes her Cuban journey by visiting the infamous town of Guantanamo. Giving the prison a wide berth, she discovers that the song Guantanamera was born in the town, and meets a talented young singer who is recording the track herself. She then heads across the Windward Passage to Haiti, currently the poorest country in the Western World. She visits the Citadel, a mighty fortress built to deter colonial powers, before taking in a Voodoo ceremony on the Iles a Vaches.

In the first episode Joanna explores the back streets of Havana, meets a rising female boxing star, watches a cabaret and reads to factory workers as they roll cigars.

She also takes to a horse and cart to explore more of Cuba, including Hemingway's favourite beach and Fidel Castro's hometown.