Artists like Prince Buster

Symarip were a British ska and reggae band, originating in the late 1960s, when Frank Pitter and Michael Thomas founded the band as The Bees. The band's name was originally spelled Simaryp, which is an approximate reversal of the word pyramids. Consisting of members of West Indian descent, Simaryp is widely marked as one of the first skinhead reggae bands, being one of the first to target skinheads as an audience. Their hits included "Skinhead Girl", "Skinhead Jamboree" and "Skinhead Moonstomp", the latter based on the Derrick Morgan song, "Moon Hop".

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).

Slim Smith was a Jamaican ska, rocksteady and reggae singer. In their book Reggae: The Rough Guide (1997), Steve Barrow and Peter Dalton described Smith as "the greatest vocalist to emerge in the rocksteady era".

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.

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.

Alexander Minto Hughes, better known as Judge Dread, was an English reggae and ska musician. He was the first white recording artist to have a reggae hit in Jamaica, and the BBC has banned more of his songs from radio and television than those of any other recording artist, because of his frequent use of sexual innuendo and double entendres. Following his death, Rolling Stone reported, "He sold several million albums throughout his 25-plus year career and was second only to Bob Marley in U.K. reggae sales during the 1970s".