The Spanish fortress known as El Morro, south of Santiago, was constructed between 1638 and 1700 and was designed by Giovanni Antonelli, the Italian architect and engineer responsible for fortresses bearing the same name in both Havana and San Juan, Puerto Rico. El Morro was built to ward off pirates (and rebuilt after a 1662 attack by the English pirate Henry Morgan). Today, its solid walls house the Museum of Piracy, its rooms also reflects the main events connected with the naval battle of Santiago de Cuba, episode of the Spanish-Cuban-American in 1898 and photographs related to the events of Maine , the Spanish and U.S. military leaders, Admiral Pascual Cervera and Vice Admiral Sampson and planes and coastal defenses and batteries of El Morro. There are wonderful views from interior rooms, which have wooden floors and stone walls, as well as from various terraces.

The spirit of one of the Caribbean's most vibrant street parties, Santiago's annual July carnival, is recalled in photos and newspaper clippings, floats, costumes, and musical instruments. Late afternoons here give a better sense of what carnival is like; stop by at 4 pm Tuesday through Saturday for a performance by music and dance troupes. The short spectacle of colorful costume, Afro-Cuban rhythms, and stirring song might have you planning your next trip to coincide with the main event. 

This Spanish-colonial mansion was the birthplace of poet José María Heredia, who, because of his pro-independence writings, is considered Cuba's first national poet. Heredia died in 1839 at age 36 while exiled in Mexico. The house, now just a fraction of its original size, displays period furniture and some of the poet's works and belongings. The home's traditional interior patio is planted with trees and plants—including orange, myrtle, palm, and jasmine—associated with Heredia's verse. A marble plaque on the house's Calle Heredia facade excerpts one of the poet's most famous works, "Niágara".

Visit San Juan Historic Park, a place where it was developed an important battle of the North American-Cuban-Hispanic War, bringing the end to an era. At the helm of a brigade at this battle was a future president of the United States, Theodore Roosevelt. The Peace Tree (Árbol de la Paz) is the tree in which it was signed the surrender of Santiago de Cuba. In the San Juan Hill you can admire various monuments in memory of the numbered casualties in both sides in the battle developed in the surroundings of Santiago on the first of July 1898. You can witness sculptures to the Victorious Mambí, to the Unknown North American Soldier and to the Spaniard Soldier surrounded by a series of cannons and artillery objects decorating the place. This is the only place in Cuba with a monument to the American soldier. Furthermore, quite close to the hill, a ceiba tree named the Peace Tree (Árbol de la Paz) witnessed the surrender of the city, although nowadays just remains the trunk of this historic tree which fell few months after the centenary of the battle.