Artists like Millie Small

Desmond Dekker was a Jamaican singer/songwriter and musician considered a pioneer in the ska, rocksteady and reggae genres. Together with his backing group the Aces, he had one of the earliest international reggae hits with "Israelites" (1968). Other hits include "007 " (1967), "It Mek" (1969) and "You Can Get It If You Really Want" (1970).

Anthony Patrick Orlando Mossop, known professionally as Tony Tribe and Tony Kingston, was a Jamaican and British vocalist. After moving to Great Britain in 1956, he joined The Soul Seekers, a gospel outfit from Calvary Apostolic Church in Camberwell. He subsequently charted at No. 46 on the UK Singles Chart with a solo reggae version of Neil Diamond's "Red Red Wine", which became Trojan Records's first UK chart entry and inspired a UB40 cover version that charted at No. 1 on the UK Singles Chart and the Billboard Hot 100. He also performed at the 1969 Caribbean Reggae Festival. He then moved to Canada and released several singles there including "I Am the Preacher", which charted at No. 65 on the RPM charts, and then an album.

Hepcat is a ska and reggae band formed in southern California in 1989. Their soulful harmonies and mellow rhythms were unlike those of contemporaries and more akin to musicians from the heyday of 1960s Jamaican ska with elements of soul, jazz and R&B.

Don Drummond was a Jamaican ska trombonist and composer. He was one of the original members of The Skatalites, and composed many of their tunes. In 1966, Drummond was convicted of murdering his 23-year-old lover, Anita "Marguerita" Mahfood.

Millicent Dolly May Small CD was a Jamaican singer who is best known for her international hit "My Boy Lollipop" (1964). The song reached number two in both the UK and US charts and sold over seven million copies worldwide. It was also the first major hit for Island Records and helped to achieve the label its mainstream success. She was the Caribbean's first international recording star and its most successful female performer.

Owen Gray , also known as Owen Grey, was a Jamaican musician. His work spans the R&B, ska, rocksteady, and reggae eras of Jamaican music, and he has been credited as Jamaica's first home-grown singing star.