Santiago de Cuba, Cuba

The second largest city in Cuba was founded in the 1500’s by Spanish conquistadors. Like many cities of the Caribbean, Santiago de Cuba was fought over by both France and England. The Cuban Revolution actually began in this city in 1953 when the Moncada barracks were attacked by Castro-backed rebels. The city is home to the citadel of San Pedro de la Roca, a UNESCO World Heritage site. Interesting fact: the Bacardi liquor brand was founded in Santiago de Cuba.