Hello from Vietnam. I went to Australia initially, but after time in Vietnam I have chosen to be here for an extended period of time

I'd love to see Europe, but as someone who has lived in the northern US all my life, I'd probably settle somewhere that stays warm most of the year. Maybe SO CAL or Texas.

The only reason I would leave would be if I could no longer afford the area.

It always seems to me that this format to decide where to retire ignores the most important question for me: are you ready to isolate yourself from family and friends? I am retired now and my current answer is "no" but that could change. I did live in Central America for a couple years when I was much younger and could absolutely see moving to Costa Rica. Learning some basic Spanish would be good and it can become something of a hobby but an English speaker can get around there pretty well.

Someplace new every week......

Well I'm already in Floriduh. Moved here in '96 to escape the cold. Doubt I'll ever retire. But if I could to stretch a buck it would be central or south America. One friend moved to Colombia and seems to love it. I'd have to move beyond a smattering of Spanglish though.

I guess it would really depend on what kind of climate and culture you prefer. Although I don't see myself ever wanting to retire, I see myself moving to New Orleans in my old days. Just something about that city that makes me think about it all the time. Other than that I might move to some place north like Iqaluit.

I'm staying here, already retired, even tho the winters suck. because I will always need my friends too much to move away and I don't make new ones that easily. Even if I met someone special to share my life with, I'm not going to take the risk of moving away from my friends and ending up without their support if it didn't work out or I was widowed again.....I might be willing to take some risk for love, but I'm not going to move away and drop my safety net.

Carson City, Nevada. It's warm and dry, close to Lake Tahoe and Reno (skiing, scenery, casinos, nightlife and culture), lots of open space to hike or walk with the dogs, close to good hospitals, close to Yosemite National Park, Genoa and Virginia City, within driving distance of San Francisco, and not too terribly far from Southern California.

Someplace with a fresh water source that is unlikely to become contaminated.
I'd be staying away from the coastal areas.

Near family and friends

North Island of New Zealand.

I’m planning on returning to Canada

Greece, Portugal, Argentina, or Australia/New Zealand if it was me

This isn't a recommendation, it's just a personal preference. Actually, if I had my druthers (and a boatload of money), I'd retire to HI, but I'll settle for south Florida. =] Like @thinktwice said, warm (and tropical) places.

Costa Rica, Portugal, USA...warm places....