Surfing with the Enemy(2011)

The story of a group of surfers from Havana struggling to establish a niche for their sport in Cuba’s restrictive society. Guided by Eduardo Valdes, founder of the Havana Surf Association, two filmmakers travel across the island to the notorious Guantanamo province, home to the U.S. Naval Station at Guantanamo Bay, as well as the country’s best waves. Searching for surf along this controversial coast, they discover a forbidden paradise just miles from the American border, and learn what it means to be a surfer and a citizen of modern-day Cuba.

Official site