Tashi Namgyal Academy was founded in 1926 by the late Sir Tashi Namgyal, K.C.S.I. & K.C.I.E., the eleventh consecrated Ruler of Sikkim. The present Academy was shaped out of Sir Tashi Namgyal High School which was affiliated with Calcutta University. As a High School it was headed by three headmasters at various times, Mr. C.E. Dudley was the first headmaster. He established the school in the military barracks used by troops of Sir Francis Younghusband in 1903. Mr. A.K. Sarkar took over from Mr. Dudley and Mr. K.L. Kapoor was the last headmaster in the line.