Welcome Altosrock! It is never too early to think about what to do and where to go when you retire! My husband and I have been discussing it for the last 5 years and in about 18 months, we hope to be settling in Maine. I started a list of things we wanted to do and periodically we would bring it up, delete some things and add a few more. Since we were forced to relocate where we are now, for work, we knew we didn't want to stay here. So, I started a spreadsheet on Open Office and we did the same thing - adding things and deleting as we went along - comparing locations. We agreed on the east coast then slowly worked our way up to what is affordable, what weather would suit us and stuff we liked to do. (City-Data.com was really helpful - put in the name of any town or city and PAGES of information come up) I had hoped to live downtown in a small city but, as it turns out, just outside the city, with easy access, is more affordable and keeps us close to the action.
We had hoped to work until Full Retirement Age but husband was diagnosed with Parkinsons 2 years ago so our plans have stepped up. We are working with financial advisors on two fronts (Thrivent & Prudential - no extra charge for help since we have accounts at both), we made a trip up last Oct. to get a good look around and meet some folks (one couple we met through a knitting/weaving site online toured us all around), we met with an excellent recommended Realtor and our final approach is in the works. Probably the best advice is to keep talking to your spouse or family. Friends of mine recently retired and went to look at property. They had agreed on WHERE to retire but not how. He wanted 50 acres in the woods and she wanted to be downtown. They finally compromised in the suburbs but I'm not sure either of them are content. Personally, I am done with the suburbs and am hoping the city will force us to be more active. It is too easy to stay home and sit if it is a long drive or too difficult to get out.
So, good luck!! There are lots of ideas and helpful tips here. Please share your process - someone else could use your ideas and encouragement!