That was a different world, when a working man’s labour was dirt cheap and when even the middle classes could stiil just about afford servants. It would be interesting to know how much the cost of hiring a skipper in those days was in proportion to the cost of hiring the boat.
As Grendel has pointed out, if you want to learn to sail you can hire a skipper. The demand is there, otherwise the service wouldn’t be offered. If there was any demand for being able to pay for extra tuition on a motor cruiser I’m pretty sure that would be available now.
Yes, more expensive boats are being built, but even the cost of hiring during peak season must compare pretty well with taking a whole family abroad during school holidays.