We aren't retired yet. I'm pretty sure I'm retiring this fall at 69. My wife is 65 and still working in a lucrative job.
I grew on the coast of CT, lived in Boston for 2 years, traveled Mexico & Canada for year, and settled with friends I had met in Mexico at the age of 25 in Taos NM. 4 years in Taos, 4 in Santa Fe, 11 in Albuquerque. I started missing the ocean really badly after 19 yrs in NM.
Got married while still in NM and 11 months later moved to Portland, OR so my wife could take a new job, where I have been for 27 years. I was self employed so it didn't matter where I lived. Big change moving from desert to the quasi rain forest of OR.
Being deprived of sunshine all the time was hard after living in NM for 19 years. But Oregon is lush and green with mild winters and the coast, 75 miles from Portland, is too beautiful for words. Bought a couple of vacation rentals to rent out in Netarts, OR on the Three Capes Scenic Route, just so I'd have an excuse to go to the coast and do "maintenance."
I thought when we retired we might move to the S Oregon Coast, or N Calif, or Central Calif. Someplace more rural, ON the ocean, with warmer winters and more sunshine, punctuated by fog banks rolling in from the Ocean.
But we are in Portland, and so far the kids are too. Hard to tell if there will be grandkids but if there are, I can't imagine we would leave Portland if thats where the grandkids were. Hope the kids don't move around as much as I did, but it happens.
Anyways - its not time to decide yet, but I've decided I would like to not be in the heart of Portland, but anywhere in Oregon is fine if I can go to the beach and stay in one of the other houses on the beach whenever I want. And if it ends up working out to live a quieter life on a warm coast somewhere that would just add to the bliss.
Wife wants to stay near Portland due to personal connections, and I understand that. Doctor says I should live somewhere dryer. My bottom line is ocean nearby, mild winters, not too far from a good size city, and it works for the family as best as it can.