The adventurer travels around the islands and mainland coast of the Caribbean Sea, beginning on Hispaniola. He joins the Dominican Republic police's anti-narcotics division, before crossing the border to Haiti to see the notorious tented slums of Cite Soleil, while also discovering a vibrant, colourful and thriving side to the country. He ends this leg of his journey in Puerto Rico, an archipelago that is a territory of the United States, and examines the legacy of bombing and weapons testing on the island of Vieques