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.

This ceramic-tiled terrace is all that remains of a fort once used by authorities to monitor boat traffic. It's a great place to linger while taking in views of both the city and the bay. Music shows and other events are often held here, particularly on weekend evenings.

Abel Santamaría Historic Park is compounded by the museum, a library and a monument in the place in which you will find the ruins of the Former Saturnino Lora Civil Hospital. The museum of the enclosure which binds together all these buildings was opened in 1973 on the occasion of the 20th anniversary of the assault to the Moncada Headquarters, and exhibits the history related to the famous assault and the trial of Fidel Castro. The monument opened in 1979 in memory of Abel Santamaría and his colleagues who were tortured and murdered after the failed raising. It has four faces in which there is a sphinx of José Martí, another of Abel Santamaría, six bayonets symbolizing justice; the solitary star and a verse of the National Anthem. The water curtain which seems to support the compound symbolizes the ideals of the young men of the Centenary Generation.

This venue is one of the symbols of Santiago de Cuba, where traditional rhythms such as the trova, bolero and son were born. Situated very close to the Parque Céspedes, it is the meeting place for 'trovadores', both old and new. Considered one of the most important cultural institutions in Cuba, it preserves a musical movement that is deeply-rooted in the traditions of Santiago and forms an integral part of the city's life.