Flashbangwallop. Lots of encouragement from your fellow forumites to go for it. I'd heartily concur.!
My penny-worth is that should you sell your yacht, occasional chartering is not too, too ridiculously expensive - especially if costs are shared amongst a small group. You'd be able to do a fair bit of chartering for the typical annual standing costs of your own yacht.
An additional benefit is being able to sample a variety of cruising locations without having to "deliver" ones own boat to the new location.
Good luck.....