Born in Montego Bay, Webster began singing in the 1960s and joined Billy Vernon and the Celestials in 1967 after a successful audition.
[2] The group toured the North coast hotel circuit in Jamaica and Webster also toured California with the band in 1969, and provided lead vocals on the band's debut album.
[1][2][3] In the 1970s he was a member of the New Breed and began a solo career, becoming a popular cabaret artist.
[1][2] Webster's best known work is his material recorded since the mid-1980s including the Jamaican number one single "Can We Meet" and work with producers Norman Grant of the Twinkle Brothers and later Ocho Rios-based Barry O'Hare, which has resulted in several albums, primarily comprising roots reggae.
[1] He was honoured at the 2011 Reggae Sumfest festival with the 'Reggae Icon' award.