The first special, Carry On Christmas, was broadcast in 1969. It was filmed shortly after the completion of Carry on Up the Jungle and featured the same main cast from that film. It was scripted by long-term Carry On author Talbot Rothwell. The story was an irreverent take on Charles Dickens' A Christmas Carol, featuring Sid James as Scrooge.

The second special, Carry On Again Christmas, was shown the following year. Rothwell did not script this episode, but Sid Colin, who had co-written Carry On Spying with Rothwell, wrote the episode with Dave Freeman, who would go on to script Carry On Behind, several episodes of the Carry On Laughing television series, and the 1992 film, Carry On Columbus. Based on the Robert Louis Stephenson story Treasure Island, this episode saw the Carry on debut of Wendy Richard, who would go on to have small roles in Carry On Matron and Carry On Girls. Although the 1969 special was broadcast in colour, the 1970 special was shown in black and white due to a technicians' strikes that caused Thames television to broadcast all their Christmas shows that year in black and white.

In 1972 a new Christmas special was produced, entitled Carry On Christmas (or Carry On Stuffing). Talbot Rothwell became ill whilst writing the script, and was unable to finish it. Dave Freeman had to be brought in to complete the script, but the two men did not work together. Charles Hawtrey pulled out of the special at short notice. Having taken third billing to Sid James and Terry Scott in the previous two shows, and knowing they would both be absent, Hawtrey demanded top billing. But Carry On producer Peter Rogers refused, giving top billing to Hattie Jacques instead. Hawtrey's role had hastily to be recast, and was split between Norman Rossington and Brian Oulton, both of whom had played cameo roles in several Carry On films. The special featured a collection of historical sketches, loosely linked around an 18th-century banquet.

1973 saw the final original Christmas special, Carry On Christmas. Talbot Rothwell made a return as writer, as did Sid James. This was the only special to have a modern-day setting, featuring Sid James as a department store Father Christmas, although it did feature historical sketches.