OK this is a fantasy thread, but if you had a fairly hefty annual travel budget, say $100k, where would you go and what would your schedule look like?
Skiing-focused:
January - British Columbia. Some combo of Whistler, Revelstoke, Kicking Horse, Fernie, Red Mt., and Whitewater. Add a Snowcat Lodge for 3-4 days - some candidates include: Mustang, Selkirk, Island Lake, or possibly White Grizzly. Heli a day at Eagle Pass, Selkirk-Tangiers, and Stellar)
Bases: Whistler, Revelstoke, Nelson, Fernie.
February - Europe. France (Chamonix, Val d'Isere, Alpe d'Huez, La Grave, 2 Alpes) or Austria (Glacier Resorts (Pitztal, Stubai), Kappl, See, Arlberg, Solden), early February - wherever the snow is better. Switzerland and Italy in late February to avoid half terms: Valais/Aosta (Verbier/Andermatt/Zermatt/Zinal/Courmayeur/Monterosa) or Graubünden/Dolomites (St. Moritz/Davos/Lenzerheide/Laax/Disentis (Andermatt)/Cortina/Madonna di Campiglia/Val Gardena) - wherever the snow is better.
March - Telluride, CO. Side trips to Silverton, Aspen, Crested Butte, Taos, and SLC/Cottonwoods (Alta/Snowbird).
August: New Zealand. Queenstown and Marlborough: Hiking, Skiing, Bungee, Wineries, etc. Better backup activities than Chile or Bariloche, Argentina.
Frankly, I do not think skiers who travel to Colorado, Utah, or California (with iffy snow) get a good value for their ski dollar. Locals - yes, but visitors are better served elsewhere: BC, Alberta, the Northwest, and Europe. Really, you can visit any premium resort in Europe more affordably. For the Northwest, you might want to delete Big Sky and Sun Valley from a 'value' list.
Non-Skiing, but Sailing/Skiing:
Mid-April to Mid-May: Caribbean sailing/scuba: BVI and/or St. Vincent, Grenadines, Grenada.
July: SW Pacific sailing/scuba. Tahiti: Bora Bora, Huahine, and Tahaa.
September: Croatia. Sailing: Split, Hvar, Korcula, Mljet, etc.
Beach/Cruise/All-Inclusive Resorts:
Zero, not interested longer than 1-2 days.
No Golf - I can play, but dislike it. I have the patience for nine holes on an easy executive course. Multiple hours on 18 holes - groan.
Tennis - yes.