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.

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

The Granjita Siboney Museum is located in the road to Playa Siboney Beach, in the province of Santiago de Cuba. It is the former encampment from where the youngsters that took the Moncada Headquarters, the second military fortress in the city of Santiago de Cuba, on July 26th 1953 left. In the 7 exhibition rooms of this museum you’ll also discover the historic house, the previous preparations to the famous assault, the development and the consequences it had for Cuba. It exhibits valuable documents and personal objects of some of the intrepid young rebels. Among its most valued objects are the semiautomatic M-1 with folded butt used by the revolutionaries during the assault, sports rifle, uniforms, documents, photographs.