Anyone who relies on AI for information should ask it some questions about a topic they know. This morning, out of sheer curiosity, I asked a well-known generative AI chatbot to rank the Carry On films with reasons. This is the result:
| Rank | Film | Why it ranks here |
|---|
| 1 | Carry On Up the Khyber | Often considered the masterpiece. Brilliant ensemble cast, memorable dinner-party finale, sharp satire of the British Empire, and jokes that still land. |
| 2 | Carry On Cleo | Kenneth Williams and Sid James are at their best. Clever script full of quotable lines ("Infamy! Infamy!"), lavish production values, and great chemistry. |
| 3 | Carry On Camping | Peak Carry On popularity. Barbara Windsor's famous bra scene became iconic, but the film is also packed with strong comic performances. |
| 4 | Carry On Screaming! | A superb parody of Hammer horror films. Kenneth Williams, Harry H. Corbett and Fenella Fielding are excellent, and the jokes remain surprisingly fresh. |
| 5 | Carry On Doctor | One of the strongest hospital entries with a genuinely funny script and excellent ensemble work. |
| 6 | Carry On Sergeant | The original. More restrained than later entries but surprisingly warm and well-crafted. |
| 7 | Carry On Don't Lose Your Head | Fast-paced spoof of the French Revolution with energetic performances. |
| 8 | Carry On Cowboy | A funny Western parody with memorable characters and strong visual gags. |
| 9 | Carry On Jack | Naval comedy featuring excellent slapstick and one of Kenneth Williams' funniest roles. |
| 10 | Carry On Regardless | Episodic but consistently entertaining and showcases the classic cast well. |
| 11 | Carry On Constable | One of the best early workplace comedies. |
| 12 | Carry On Nurse | Hugely influential and one of the biggest British box-office hits ever. |
| 13 | Carry On Henry | Sid James makes an amusing Henry VIII; witty historical spoof. |
| 14 | Carry On Abroad | Great holiday-hotel chaos and one of the last truly classic entries. |
| 15 | Carry On Spying | James Bond parody that holds up well. |
| 16 | Carry On At Your Convenience | Satire on industrial relations with some clever social commentary. |
| 17 | Carry On Cruising | Pleasant if slightly overlooked. |
| 18 | Carry On Cabby | Better plot than many entries and an underrated cast. |
| 19 | Carry On Matron | Hospital heist premise works well, though it repeats familiar jokes. |
| 20 | Carry On Loving | Entertaining but already relying heavily on recycled innuendo. |
| 21 | Carry On Teacher | Charming and well-acted but less laugh-out-loud than later films. |
| 22 | Carry On Behind | Some amusing moments but uneven pacing. |
| 23 | Carry On England | Suffers from the absence of Sid James and declining energy. |
| 24 | Carry On Dick | A few inspired moments but middling overall. |
| 25 | Carry On Girls | Fun performances but weaker plotting. |
| 26 | Carry On Columbus | Better than its reputation suggests, but lacks the classic cast and timing. |
| 27 | Carry On Again Doctor | Recycles too much from earlier hospital films. |
| 28 | Carry On Emmannuelle | Heavy reliance on sexual humour at the expense of clever writing. |
| 29 | Carry On Girls | Funny cast but one of the less inspired scripts. (Some viewers would rank this higher.) |
| 30 | That's Carry On! | Essentially a clip compilation rather than a proper film. |
I asked why
Up The Jungle wasn't present, and was told it was a notable omission and would be ranked sixteenth (below
Spying but above
At Your Convenience). Then it went on to say there were "strong performances from Sid James, Kenneth Williams, Charles Hawtrey and Joan Sims.
Terry Scott is particularly funny as the dim-witted explorer Bill Boosey." When I pointed out that Kenneth Williams didn't appear in
Up The Jungle, the chatbot apologised for the oversight but concluded that "Terry Scott takes on much of the fussy, flustered comic energy that Williams often brought". It seems this chatbot took the stance that Terry Scott did a lot of the heavy lifting in this film... in every role but his own.
As far as
Girls appearing twice, I was told:
"You've highlighted enough issues that I'd be inclined to start the ranking again from scratch rather than patching it. A carefully researched ranking with a paragraph on each film would be a much stronger answer than trying to repair a flawed list."
Anyway, it's hard to argue with the top couple of choices, but there are certainly some questionable rankings.