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 one of the continent's oldest cathedrals, the seat of the fourth bishopric of America, although the building that it currently occupies was built in 1922, thus reflecting the eclectic style of architecture. One of its sides houses the Ecclesiastical Museum, with a valuable collection of furniture, paintings and sacred artefacts

Every night, the Tropicana cabaret offers its performance "Viaje al Caribe" (a Journey to the Caribbean), which narrates the history of the people of Santiago, the most Caribbean city in Cuba, where one can feel the influence of Haiti and its voodoo religion and French customs, Dominican Republic and its merengue, Jamaica and its reggae and Puerto Rico among others. Dinner and show in the same style as the famous Tropicana Cabaret from Havana. This modern facility has been elegantly decorated with traditional elements that blend-in with the lush natural vegetation surrounding the area

The museum of the Clandestine Struggle is located Padre Pico steps up. This excellent museum, in one of the city’s finest colonial houses, focuses on the activities of the resistance movement under local martyr Frank País. Residents of Santiago were instrumental in supporting the Revolution, as were peasants in the Sierra Maestra. From the museum’s balcony, there are tremendous views of Santiago and the bay.