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Cuba’s railway network, though dilapidated and unreliable, offers a fascinating journey through history. The country was one of the first to build a railway in 1837, primarily to transport sugarcane during its peak as the world’s largest sugar producer. The journey starts on the Hershey line, Cuba’s only electrified railway, built in the 1920s by an American chocolate company . Traveling from Havana to Santa Clara highlights the struggles of aging infrastructure and the impact of the U.S. embargo. In Santa Clara, visitors learn about the historical importance of the railways, especially during Che Guevara’s 1958 victory. A stop in Trinidad offers a ride on a sugar transport train, paired with rum cocktails. In Moron, mechanics maintain pre-Revolution locomotives despite limited parts . The adventure ends with a ride on a 1920s steam locomotive through sugarcane fields, showcasing Cuba’s railway legacy despite its challenges.