Southern France? New Zealand?
California is the most obvious answer. North of Point Conception your trunks and bikini view fantasies give way to 4mm neoprene and self-righteous, unshaven hippy bitches (in my experience, this species does put out). South of Pt Conception the crowds are a hassle. I'm north of San Diego and Mammoth takes me 6-7 hours. Anything resort closer than that is not really worth it.
PNW has great surf, less crowded with people, more crowded with sharks. Plus, it is cold, cold.
Southern France has great waves (Hossegor, Anglet, La Grave, Guetheray, and on & on & on), plus you're close to Mundaka in northern Spain (once regarded as the best left in the world, may be ruined by recent development) and Portugal (Supertubos is the bomb-diggedy). If you've been skiing 25 years I'm sure you're more versed than me on the virtues of the nearby Alps and Pyrénées.
New Zealand seems like it would be great as well (never been so this is speculation). Since you're Canadian, that would be as easy as Oz, right? Fine surf (I've been drooling over pics of Raglan since I was 10) but easy access to Indo, Fiji, etc. etc. I might rather go there than Oz.
Punani nailed it when he said there is no ideal place to enjoy convenient access to epic skiing and surfing. The basic environmental requirements for great surfing are diametrically opposed to those required for great skiing.
I should want to cook him a simple meal, but I shouldn't want to cut into him, to tear the flesh, to wear the flesh, to be born unto new worlds where his flesh becomes my key.
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