That question was posed recently when we had some friends over for wine, food, and games. My teenage son and friends were over playing various board games, and I was showing a friend the newly renovated basement and the desperately-needing-renovation backyard. The response from my wife and me was immediate - "Oh, good god, no. We've got seven to nine years before we get out of here," but we definitely won't be living here when the thirty years of our newly refinanced mortagage expire. The conversation shifted from the when to the where, as our friend thought we might look for a condo in Denver, and was surprised when we talked of heading south. "The Springs?" he asked, surprised.
Colorado Springs? For retirement? Damn, that's worse than the thought of southeast Denver. No, when we talk south, we're thinking the Caribbean, and that's not surprising as "More Americans Choosing to Retire Outside the US." Having lived abroad before, we are certainly not averse to living somewhere other than the United States.
For me, the lure of the islands and the health care systems of places like Great Britain and the Netherlands are certainly reason to start scoping out plans for that bed and breakfast we just may enjoy owning in Aruba or the BVE.