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 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

One of Santiago’s most delightful people-watching spots is Plaza Dolores, a shady plaza lined with colonial-era homes (several now house restaurants). Avenida José A. Saco (more commonly known as Enramada) is Santiago’s main shopping thoroughfare. Its faded 1950s neon signs and ostentatious buildings recall more prosperous times. Cobbled Calle Bartolomé Masó (also known as San Basilio), just behind Heredia and the cathedral, is a delightful street that leads down to the picturesque Tivolí district.

Located in front of the Céspedes Park, the Museum of Historical Cuban Atmosphere is one of the most important museums in Santiago de Cuba. The museum is constituted by two antique houses that were built in different times. One is from the 16th century while the other is from the 19th century, and both show the way of life of the centuries in which they were built. The oldest house was built in 1515 and is a gem of the colonial architecture. It was the Governor Diego Velázquez’s home and the Casa de Contratación y Fundición de Oro (Hiring House and Golden Foundry). After several changes, the house was restored in 1965 and the space was dedicated to show the way of life of the 16th, 17th and 18th centuries. The most modern house dates from the first third of the 19th century and belonged to a local family named Quesada. This house is set in the way of life of the 19th century through a series of rooms like the hallway, the 19th century patio and the garage.