The Courtenay Legion Pipe Band got its start as “C” Company of the Canadian Scottish Regiment and is one of the few Vancouver Island Pipe Bands in continuous operation since its founding in the mid 1950s. A number of Courtenay pipers, Bill “Piper” Stewart and his two sons Donald and Sandy, Bud Whyte, Bob “Mushy” Keenan and Joe McIntosh began to meet informally for home piping sessions shortly after WW 11.  In 1955, Sandy Stewart was approached by the Courtenay based Canadian Scottish Regiment “C Coy" with the idea of forming a Pipe Band. Donald McDougall of Comox became the first Pipe Major. Other pipers of note included Alec and Sandy Morgan and  Gordon McRae of Campbell River. The Late Jim Sturgeon, who built the Fanny Bay Inn and was a founding member of the world famous Shotts and Dykehead Pipe Band, tutored the pipers.

The members began practicing at “C” Company headquarters in what is now known as the annex at Vanier Secondary School. Dressed in battle dress and hunting 'Stewart' kilts, the band made its debut as the Canadian Scottish Regiment 'C' Company Pipe Band at the Cumberland Empire Day parade in May 1960. The Band continued to develop and remained active in the Militia and community events until 1964 when the Courtenay militia unit of the Canadian Scottish Regiment was disbanded.

Branch # 17 of the Royal Canadian Legion stepped in to sponsor the pipe and drum band which then became known as the Courtenay Legion Pipe Band. Bud McNie, a Legion member and a long time band supporter, Glenn Clark, ex Company Sergeant Major of “ 'C' Coy", and Bunt Ireland, another keen band supporter were instrumental in obtaining the Royal Canadian Legion sponsorship. Sandy Stewart took over as Pipe Major and continued until 1977. Other Pipe Majors included W.J. (Bill) Quigg, Dave Hilder, Bill Whyte, Debra Martin, Dave Alderson, Lorne Bailey, Stephan White and Ralph Burton.

The band participated in several competitions in the 1990's, capturing first place at the prestigious B.C. Indoor Games, first place at the Victoria Games, third place at the PEI Games in Summerside P.E.I. and numerous individual and band trophies from various Legion Games. Community performances have included the annual Santa Claus parade, Canada Day parade, Remembrance Day parade and performances in Courtenay, the Cumberland Empire Day parade, the Walk for M.S., the Law Enforcement Torch Run and many other public service events. The military roots of the band continue to be recognized by the band participation in the 'Battle of Britain' memorial, change of command ceremonies, and annual parades for the cadets. In the summer of 2007, several of the band members also went to Scotland to perform at the Edinburgh Tattoo as part of the Canadian Massed Pipes and Drums.