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I think to get into sailing family connections and clubs are important. I may be wrong. I used to race Mirror Dingies as a kid and we won locally and did well in regional stuff. Then, trying to keep racing I literally got laughed at trying to join the sailing club in Falmouth with no money (I was a skint student).
miro_o
hippy
I don't think the boat cost is the major barrier to entry.
How is some kid, who probably has a bike already, going to get their new yacht down to the nearest lake? Who, as a kid, even thought about sailing as a sport? Surely no kid goes "hey dad, can you buy me a boat?". It's people with boats taking their kids out, right?
EDIT: Elliot Hanson literally saying he got into sailing during family holidays to Anglesea.