For some reason I was very interested in amateur radio in my early teens. Got my Amateur Radio License at maybe 13 or 14 (WA4KPK). We had a lake behind your house. My dad did purchase a boat so he could fish. I used the boat just for fun. We also fly model airplanes (U-Control)
But at 16 or 17 (I forget which) I got the hankering to do something real. I started to build a 15' Knockabout Sailboat. Got the plans and used a drawing board (I also built) in my small bedroom to blow up the plans to real life and built the boat in our car port. Just me but dad helped with some tools, like a drill powered screwdriver.
I don't have any pictures (well at leas that I can find) of the sail boat but here is a link to what it was like.
The only two things I did not make myself were the sails and the centerboard.
https://www.vintageprojects.com/sites/default/files/articles/15-foot-sail.pdfAnd yes it did sail. We sailed it on the small lake (then called Pine Lakes) and also in Murrells Inlet.