Pereyra recorded his first album in 1998 called Amaneciendo (Dawning), an album containing 13 songs mixing zambas, carnavalitos, waltzes, ballads and chacareras. His first hit was called "Soy un inconsciente" (I'm reckless); this single eventually went quadruple platinum. In 1999, he performed a recital in Buenos Aires at the Teatro Opera.
In March 2000, his second album was released: Recordándote (Remembering You), including the song "Sólo le pido a Dios" (I only ask of God) and songs written by himself. The record was at the top of the national ranking for three consecutive weeks. One year later, he was chosen to sing the Argentine National Anthem during the farewell match tribute to Diego Maradona.
He has sung duets with artists such as Rodrigo Bueno, Soledad Pastorutti and Alejandro Lerner. In June 2002, Pereyra released his third album entitled Soy Tuyo (I'm yours) a disc that contains a bolero and tango influence. He toured South America and performed concerts for six nights at the Teatro Gran Rex.
In 2003, Pereyra participated in the film Tus ojos brillaban (Your eyes sparkled). On June 22 of the same year he released Luciano, with songs written by himself such as "Perdóname" (Forgive Me).
In November, 2006, he released the album Dispuesto a amarte (Willing to Love You), the fifth album of his career with a romantic song titled "Porque aún te amo" (Because I Still Love You) as a big hit.
In November 2008, Luciano Pereyra released the song "No puedo" (I can't), written and composed by Pereyra. The corresponding music video featured the model Florencia Torrente, and was influenced by Rudy Pérez, a producer and composer who had worked with artists such as Cristian Castro, Chayanne, Luis Fonsi, and Luis Miguel.