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If you're not only re-locating in North America (which you probably are...), I think you'd find Costa Rica meets a lot of your benefits:
around San Jose (the center):
- valley, keeping things cool lots of wind
- rain and storms. Season starting in 2 days, for about 4 months we have atleast 3-4 hours of rain per day. It's great!
- humidity / sunshine / heat: in a valley, never reaches very hot temperatures like the beaches do.
Those are for your criteria, for a few of my own:
- Very cheap cost of living, yet high quality. No 3rd world country here.
- Beautiful, friendly women everywhere (not sure if thats for you though hehe)
- Gorgeous country with many natural features and benefits (volcanoes, rafting, beaches, wildlife, etc...)
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