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 cemetery of Santa Ifigenia was founded in February of 1868, to the northwest of the city of Santiago de Cuba, and it was declared National Monument February 7 1937 and ratified as such by the Revolutionary Government May 20 1979. In this cemetery lies some of the personalities’ rest more valiant and illustrate of the independence wars, as well as some outstanding figures of the art and the Cuban culture.  This cemetery is home to the majestic mausoleum of the National Hero from Cuba, José Martí. The structure is true to Martí's wishes (expressed in one of his poems) that he be buried below the flag of Cuba and surrounded by roses. Besides this mausoleum there is a modest vault in a stone brought from Sierra Maestra, in which lies Fidel’s rest. Other highlights include the tombs of Carlos Manuel de Céspedes, the Father of Our Homeland, and those who died in the Moncada Barracks attack and a memorial to Cuban soldiers who have fallen in battle. 

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.

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.