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.

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".

Constructed in 1516, this structure is reputed to be Cuba's oldest house one of the oldest in the Americas, although many historians now doubt that claim. Noticeable for its black-slatted balconies, it is one of Santiago's top attractions. Diego Velázquez, the Spanish conquistador who founded the city and was the island's first governor, lived upstairs. At the moment this old house works as Cuban Historical Colonial Environment's Museum, its rooms overflow with period furniture and carved woodwork and encircle­ two lovely courtyards. Inside you'll find period beds, desks, chests, and other furniture. On the first floor is a gold foundry. Memorable are the star-shape Moorish carvings on the wooden windows and balconies, and the original interior patio with its well and rain-collecting tinajón vessel. An adjacent house is filled with antiques intended to convey the French and English decorative and architectural influences—such as the radial stained glass above the courtyard doors—in the late 19th-century.

This is undoubtedly one of the city's most well-known streets. It offers an excellent natural viewing point and is the only stepped street in Cuba. It's part of the Tivoli neighborhood, where 18th-century French-colonial mansions sit side by side with 16th-century structures