Cuba's oldest museum was founded in 1899 by Emilio Bacardí Moreau, the former Santiago mayor whose rum-making family fled to Puerto Rico after the Revolution. It is just a few metres from the Parque Céspedes, in the heart of the city. The museum has an excellent collection of Cuban art, as well as some European works, some items from the wars of independence and an archaeological hall that features a 3,000-year-old Egyptian mummy, two Peruvian skeletons and a shrunken head. It houses the most important painting gallery in Cuba, displaying an enviable collection of colonial painting dating back two centuries.

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.

In Tivolí you’ll find the famous Padre Pico steps, named for a Santiaguero priest who aided the city’s poor. Fidel Castro once roared fire and brimstone down on the Batista government here, but today you’ll find more pacific chess and domino players who have set up all-hours tables on the steps.

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.