Introduction
While not a traditional song release, “Crosby, Sinatra & Me” is a memorable televised musical moment featuring Engelbert Humperdinck performing alongside Dean Martin on The Dean Martin Show, a variety series that aired in the late 1960s and early 1970s. In this informal performance, Humperdinck delivers a playful tribute to some of the great crooners of the 20th century — namely Bing Crosby, Frank Sinatra, and Dean Martin himself — by weaving clever references to their contributions into a humorous and affectionate homage.
The setting reflects an era when television variety shows were central to popular music culture, bringing major stars together on one stage for performances, duets, and lighthearted musical sketches. The Dean Martin Show was hosted by Dean Martin, himself one of the most popular entertainers of the time, known for his relaxed, charismatic style and deep voice. When Engelbert Humperdinck appeared on the program, their collaboration was less about a formal recording and more about celebrating shared influences.
In “Crosby, Sinatra & Me,” Humperdinck humorously positions himself alongside Bing Crosby and Frank Sinatra, two towering figures in vocal music whose styles helped shape the crooner tradition in the 20th century. The performance doesn’t chart or exist as a single release, but it exemplifies a moment of camaraderie and respect among artists whose careers spanned decades and whose repertoires touched multiple generations.
For Engelbert Humperdinck, who has spoken openly about his admiration for classic vocalists such as Sinatra and Martin, this appearance highlights his connection to a broader singing tradition even as he forged his own identity in pop and romantic balladry.
Rather than a released track, “Crosby, Sinatra & Me” stands as a cultural snapshot — a televised tribute that reflects the mutual respect and musical lineage linking some of the 20th century’s most enduring voices.