I think the ideal dream to shoot for might be to spend April to November in a Nordic, Baltic, or EE country of your choice...followed by December to March in a warmer climate or back "home."
Once you have this time schedule as your goal, then step #2 would be to create/design a business or career that gives you the flexibility and justification to live such a life.
Once you have this time schedule as your goal, then step #2 would be to create/design a business or career that gives you the flexibility and justification to live such a life.