Bing Crosby was, without a doubt, the most popular and influential multi-media star of the first half of the twentieth century, pulling audiences in with his intimate, laid-back voice and innate charm. Narrated by Stanley Tucci and directed by Robert Trachtenberg, this film explores the life and legend of this iconic performer, revealing a personality far more complex than the image the public had only thought they'd known.

The program on this DVD is basically a retrospective produced in the early 1990s for public television that was originally called «A Bing Crosby Christmas: Just Like the Ones You Used to Know» that was narrated by Gene Kelly and hosted by Bing's widow, Kathryn Crosby. The program itself features clips from fifteen of Bing's classic television specials, concentrating on the period from the early 1960s onwards when he included Kathryn and their three children in the programs.

The Christmas after Bing Crosby's passing, his family gets together to recall all the good times they had. They talk about the people he worked with, how he liked to perform, and ultimately why he had to sing White Christmas at the end of each special.

Bing Crosby and his family spend Christmas at the estate of a distant relative in England.

Bing's 1973 primetime Christmas special from NBC, with his family and guest stars.