Now that dinner sounds heavenly !!
And for whatever it's worth , I know several couples who have moved from what was a " life-long " house and community they loved, and none of them look back with regret, just with fondness and great memories. You will enjoy the new phase of your life no matter where you end up. ( BTW, have you decided between the two choices you were contemplating ? )
In an inexplicable way perhaps, things always manage to work out as well, if not even better than before . And in a funny confidence to your Tuscan reference , we just came back from a brief Manhattan trip last week and the lady who sat next to us on the plane told us that she had moved ( having recently retired ) just about three months ago from California to Tuscany . She was flying back to San Francisco to tie up a few loose ends of paperwork , but what I found surprising is that neither her husband nor her had any roots , or for that matter not even any acquaintances in Italy ..they simply chose Tuscany after vacationing there and decided that's where they want to spend the next phase of their golden years or the rest of their lives. Did not speak a word of Italian but they both signed up for courses. If I had to guess she was in her mid-late sixties .
Lol, we know someone else on this forum who took a huge leap of faith moving away from a decades-log familiarity and comfort zone. ;-) ;-)