Jamaican reggae/dancehall musician Vybz Kartel, also known as Worl' Boss, soared to fame with hits such as Romping Shop and Summer Time. In 2014, he was convicted of the murder of his associate Clive "Lizard" Williams and received a life sentence. However, he continues to release music from prison.
Jamaican-American rapper Safaree Samuels started his career with The Hoodstars. He is also known as rapper Nicki Minaj’s former boyfriend. He once launched a sex toy line and later sold his porn videos on his OnlyFans account. He has also been part of the reality show Love & Hip Hop: Hollywood.

The daughter of reggae legend Bob Marley and his singer wife Rita Marley, Cedella Marley dons many hats. She is not just a singer but is also a successful fashion designer, an author, and an entrepreneur. She began her singing career with The Melody Makers and now heads her father’s record label.

Toots Hibbert was a Jamaican singer-songwriter best remembered for his association with the musical group Toots and the Maytals where he was the lead vocalist. A pioneer of reggae music, Toots Hibbert helped establish the fundamentals of reggae over a course of his six decade-long career. His song Do the Reggay is credited as the origin of the name reggae.

Millie Small was a Jamaican singer-songwriter best remembered for her hit song My Boy Lollipop, which sold more than seven million copies worldwide, apart from taking up the second spot on US Billboard Hot 100 and the UK Singles Chart. The most successful Jamaican female performer of all time, Millie Small was also the Caribbean's first international recording star.

Winston Rodney, better known as Burning Spear, is one of the most popular roots reggae singers from Jamaica. He has often depicted Rastafarianism in his works. Along with Rupert Willington, he soared to fame with the track Door Peep. The 2-time Grammy winner is best known for the album Calling Rastafari.

Arguably the most popular Jamaican reggae singer of his time, Dennis Brown popularized what is now known as lovers rock. The Grammy-nominated singer started singing at age 9 and later soared to fame with tracks such as Africa. He had a lifelong struggle with drugs and of a lung collapse.

Koffee is a Jamaican singer, songwriter, deejay, rapper, and guitarist. She is best known for her 2019 extended play Rapture, which earned her the prestigious Grammy Award, making her the only woman and youngest person to receive the award under the Best Reggae Album category.

Alborosie is an Italian reggae singer who has been credited with popularizing reggae music in Italy and other European countries. In 2011, he won the MOBO Award under the Best Reggae Act category. Alborosie is currently residing in Kingston, Jamaica.

Joseph Hill was a Jamaican singer-songwriter best remembered for his association with the roots reggae group, Culture. The group is most famous for their hit debut album Two Sevens Clash which released in 1977. Joseph Hill recorded 22 albums before his demise in 2006 at the age of 57.

Carlton Barrett was a Jamaican musician remembered for his association with the popular reggae band Bob Marley & The Wailers where he was the drummer for a long period of time. Renowned for his innovative style and dazzling drum introductions, Carlton Barrett's recordings with Bob Marley have been celebrated worldwide. Barrett is credited with popularizing Jamaica's beloved One Drop rhythm.

Jackie Mittoo was a Jamaican-Canadian songwriter, keyboardist, and musical director. He is best remembered for his association with the Studio One record label where he worked as a musical director. Jackie Mittoo is also remembered as one of the most important members of the popular ska band, The Skatalites.