If you could choose any place to live on the planet not worrying even about finances much where it could be?
You still want high standard of living, access to clean blue water for your beloved water sports.
Then you want peaceful surrounding and moderate climate.
It shouldn't be also completely cultural desert, at least with easy access to the world....
Where it could be 
Dubai (ok the climate might be a bit warm but it ticks all the other boxes for me)
were i live right now, city close, tourists nil, livestyle 10 out of 10 one kite on the beach mine, though the cook islands looks nice
Madeira is awesome. Great trade winds.
I'd have to say lake Garda in Italy. The best place on earth.
