The school choir, the St Gabriel's Secondary School Vocal Ensemble, was one of the first all-boys secondary school choirs in Singapore. It won a Gold in the Singapore Youth Festival (SYF) in 2011, followed by a distinction in both the 2013 and 2015 SYF, under the changes in the system. It often has collaborations with other schools, namely Hwa Chong Institution, St Margaret's Secondary School, Methodist Girls School, Holy Innocents High School and Presbyterian High School. One example of such a collaboration is their biannual concert, SingOut, which is held together with Presbyterian High School and Holy Innocents High School. The choir is currently under the tutelage of conductors Ms Flora Yee and Ms Rose Loh.