Chelsea started surfing at the age of 8, following in the footsteps of her older siblings. She started to compete on the local surf tour in 2004 and by age 10 she became the youngest surfer to ever represent Barbados on the World tour - competing at the ISA World Junior Surfing Championships held in Brazil in 2006.
In January 2009, Chelsea became the first surfer in Barbados to win a National Sports Council Youth Award for her achievements in sport in 2008 at such a young age and an Appreciation Award as one of the three athletes nominated as Junior Female Outstanding Sportsperson for Barbados in 2008.
Regionally, Chelsea has also been a dominant force to be reckoned with winning Pro events in Jamaica (Makka Pro in 2008, 2009 and 2010), Trinidad (Sans Souci Pro in 2009 and 2010) and Barbados (November Pro in 2009 and 2010), becoming the youngest surfer at age 13 to be crowned the Caribbean Ladies' Champion in 2009.
In 2010, she became the first Barbadian surfer to win a Women's Pro event outside of the Caribbean when she won the National Kidney Foundation Women's Pro, a feat which she again achieved in 2011.
Chelsea has a deep faith in God and credits Him mostly for her success. But she is also grateful to all those who played a part in her development, especially her family and her sponsors Dragon Opticals, Dakine, Future Fins and ROXY.