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.

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.

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.

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.