Skygrass

Biography

Simon 'Skygrass' Bowden is a Kingston, Jamaica-born singer, songwriter, producer, multi-instrumentalist, and visual artist who has emerged as one of the fastest-rising reggae artists in the contemporary music scene. Before establishing himself as a solo artist, Bowden was the lead singer and rhythm guitarist of the Skygrass band, which was formed in 2009 with members Rasheed McCallum (guitarist) and Suane Brown (drummer). His musical journey reflects a unique blend of reggae, rock, and classical influences, characterized by witty, layered lyrics, catchy melodies, and energetic guitar work that positions him in a genre-bending category. Bowden's style has been compared to reggae legends like Damian Marley and rock icons like Lenny Kravitz, establishing him as a bridge between generations in reggae music.

Beyond his musical pursuits, Bowden is an accomplished creative director and brand consultant who became the most sought-after in the Caribbean, working on major campaigns for brands including Coca-Cola, Appleton Estate Rum, Nissan, Red Stripe, and the Olympics. His multifaceted career demonstrates his commitment to artistic excellence across disciplines. As a solo artist, Skygrass released his album 'Walking On Water' in October 2025, which showcases his impressive range as a multi-instrumentalist, with him playing guitar, drums, percussion, sitar, bass, keys, and more. The album represents two years of meticulous development and establishes Skygrass as a visionary artist unafraid to stretch reggae's boundaries while maintaining deep reverence for the genre's rich history and his Rastafarian faith.

Skygrass's approach to music-making emphasizes authenticity and integrity, with what he describes as a 'new school with an old soul' philosophy. His work as a visual artist, with commissions for public buildings, further demonstrates his creative vision. In his personal life, Bowden became engaged in early 2024 to recording artist and comedian Nicole Arbour after they met while working together on her single 'This Is It' in Kingston in 2023. He also appeared in the Bob Marley biopic 'Bob Marley: One Love,' playing the character 'Cat Coore' from Third World.

Fun Facts

  • Skygrass is a multi-talented visual artist whose works are regularly commissioned for public buildings in Jamaica, demonstrating his creative vision extends far beyond music.
  • Before becoming a full-time musician, Skygrass was a former high fashion model and has appeared in the Bob Marley biopic 'Bob Marley: One Love,' playing the character 'Cat Coore' from the band Third World.
  • Skygrass organized the Cosmic Rotation live music events starting in 2017, with the sixth staging (Cosmic Rotation 10) sponsored by Appleton Jamaica Rum and benefiting the Maxfield Park Children's Home in Kingston.
  • His collaboration with Turbulence on 'Riddim Fyah' represents a full circle moment in his career—they first met at a recording studio when Skygrass was creating his very first demo years ago, and now they recorded together as established artists.

Musical Connections

Mentors/Influences

  • Turbulence - Reggae veteran and significant influence; first met Skygrass at a recording studio when Skygrass was creating his first demo years ago (Riddim Fyah collaboration) [Early career through 2025]

Key Collaborators

  • Lutan Fyah - Reggae veteran vocalist featured on collaborative track (Riddim Fyah (2025)) [2025]
  • Turbulence - Reggae veteran vocalist featured on collaborative track (Riddim Fyah (2025)) [2025]
  • Mykal Rose - Legendary reggae performer from Black Uhuru; recent collaboration (Pending release collaboration) [2024-2025]
  • Rasheed McCallum - Guitarist and founding member of Skygrass band (Skygrass band) [2009-present]
  • Suane Brown - Drummer and founding member of Skygrass band (Skygrass band) [2009-present]
  • RoryStonelove - Featured artist on album track (Dance Ya (Walking On Water album)) [2025]
  • Aspekt Mafia - Featured artist on album track (Lightning (Walking On Water album)) [2025]
  • Nicole Arbour - Recording artist and comedian; fiancée; collaborated on her single (This Is It) [2023-present]

Connection Network

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Discography

Top Tracks

  1. Todo (Todo)

Heard on WWOZ

Skygrass has been played 1 time on WWOZ 90.7 FM, New Orleans' jazz and heritage station.

DateTimeTitleShowSpotify
Nov 30, 202523:09Think Againfrom Walking On WaterWhat's Neww/ Duane Williams