In the late 60's, Brown enrolled in the University of Puerto Rico. He enjoyed writing poems and while he was a student, he became actively involved in groups against the Vietnam War, poor living conditions, and specially in favor of the independence movement of Puerto Rico. Brown was also involved in the student disturbances which spread throughout the university, by participating in the protest and picket lines.
In the late 70's, Brown moved to New York and formed a group called "Aires Bucaneros", with fellow musicians Zoraida Santiago, Carl Royce, Pablo Nieves, and Rucco Gandía, among others. The group traveled and performed in many countries such as Greece, Germany, Spain, Mexico, Ecuador, Cuba, the Netherlands, Nicaragua, Costa Rica, etc. He recorded "Aires Bucaneros" (1978); "Casi Alba" (1980); "Nuyol" (1983); "Arboles" (Trees) (1988) and "Balada de Otro Tiempo" (1989) (Ballad of Another Time). "Arboles" was produced by Silvio Rodríguez, in Cuba.
Among Brown's recordings in the 1990s were: "Distancias en Vivo" (1990) (Distances Live); "Poetas Puertorriqueños" (1991) (Puerto Rican Poets); "Nocturno" (1991) (Nightfall); "En Fuga" (1995) (Fleeing); In 1996, he released a two-disc album called "Coleccion" (1996) (Collection); It contains the best of his musical trajectory through the Puerto Rican music scene. In 1997, Silvio Rodríguez visited Puerto Rico and held a concert with Brown at the Hiram Bithorn Stadium, with an audience of 19,000 people.
On June 7, 2003, Brown let "WPKN" FM of Bridgeport, Connecticut, record his set in the historic "Plaza de la Revolucion" in Lares, Puerto Rico. "WPKN" also recorded Roy's "Ofelia" live from the Nuyorican Cafe in Old San Juan. On February 8, 2004, Brown held a concert in the Antonio Paoli Hall at the Luis A. Ferre Center of the Fine Arts in San Juan to celebrate his 35 years of music trajectory and the shows were all sold-out. Brown performs regularly in the Claridad festival, honors Claridad, a Puerto Rican newspaper which advocates independence.
In 2006 Brown recorded an album, titled Que Vaya Bien, with Tao Rodríguez-Seeger from The Mammals and Tito Auger, the frontman for Puerto Rican rock group Fiel A La Vega. A single from this record, "El Banquete de Los Sánchez" (whose lyrics were based on an essay by Puerto Rican writer Luis Rafael Sanchez), was censored by some Puerto Rican radio stations due to the use of the slang term "chicho" (a love handle in Puerto Rican Spanish, but erroneously interpreted in this case as a verb tense for the slang term for sexual intercourse, "chichar"). Public backlash against the censorship attempt guaranteed radio airplay and good sales for the record (reportedly 30,000 copies in two months) during late 2006.
After marrying Puerto Rican former tennis player Emily Viqueira, Brown moved to Mayagüez, Puerto Rico (Viqueira's birthplace), where he currently resides.