The Bob Cary Orchestra

Bob is a celebrated trumpeter and flugelhornist who was born in Rhode Island in 1940, and graduated from the famed Berklee School of Music.

He was lead trumpet with The (New) Tommy Dorsey Orchestra and toured extensively with that band throughout the late ’70s and early ’80s, later working steadily as a sideman and, frequently, band leader on major cruise lines.

Where big bands are concerned, Bob Cary is the real deal — a veteran of both Dorsey bands, who’s played with the legendary Judy Garland at Carnegie Hall, Peggy Lee, Tony Bennett and as well as Sonny and Cher. Bob is a member of the International Trumpet Guide, The American Federation of Musicians, and the Glenn Miller Appreciation Society in the UK.

In 1972, Bob relocated to Toronto, Canada, where he is best known for establishing his 19-piece band.

Incorporating some of Canada’s top-tier big band musicians, the Bob Cary Orchestra is one of a very few big bands in Canada that can claim to have a direct connection to the Big Band era. The Bob Cary Orchestra has been called “Toronto’s original New York Style” big band.