Reynolds was one of the founding members of The Kingston Trio, whose folk and folk-style material captured international attention during the late Fifties and early Sixties.

They soon started socializing together, and this in turn led to playing music, initially as a way of being popular at parties — Shane's guitar and Reynolds' bongos became a fixture at local fraternity gatherings.

Their initial approach to music was determined by the skills that each member brought to the trio — Nick Reynolds sang a third above the melody and played tenor guitar as well percussion instruments such as bongos, congas, and BooBams.

Reynolds provided an ebullient vocal style for the group, superb harmonizing, and an ability to convey tender lyrics with a touching intimacy.

[4] In 1981 the Trio reunited featuring Bob Shane, Nick Reynolds, Dave Guard, John Stewart, George Grove and Roger Gambill.

In addition to sharing a dinner with a question-and-answer session, campers joined Reynolds and Stewart on stage to perform a song, becoming for that one moment a member of a fantasy "Kingston Trio.