I expect part of the answer may be age related.
I have always been active and riding my bike anyways, so there hasn't been as much of an explicit "training" phase. The past 18 years I haven't owned an automobile and have lived in places (CO, OR, TX) where I've been fortunate to bike to work, errands and otherwise use my bike as a primary vehicle. Prior to that I did live in places (e.g. MA) where the roads were icy enough that I would do most my commuting in the months with daylight savings and drive to work over the winter months. So there was an occasion or two when I wouldn't have bicycled for a month+ - and then flew to a warm destination for a winter bike trip. I was younger and also active so it wasn't a big deal.