Do you know how many "walk to lose weight" programs are out there? When I first started I was aware that walking was one of the easiest ways to get toned and lose a few pounds. I just didn't know how many sites there were about this subject or how many different variations of it there were. I've tried a few but I find it difficult to keep going when the weather gets too hot or too cold which means there are about 26 weeks when I don't walk regularly outside.
Yeah I know outside is not the only place to walk but everything else just is boring. I've got a perfect indoor track in my building including several sets of stairs for the uncomfortable days but takes planning and I seldom plan anything. No plan ever stays the same after first encounter, it just doesn't so planning in depth is a waste of time IMO. Make sure there is someplace to sleep & somewhere to eat on your route and then go. That's about the extent of the planning I do.
Unfortunately for me my daughter and the professor are both "plan it to death" people so I find myself doing it too. I struggle against them but they are two to my one so eventually, I just go with the flow and pick up the pieces afterwards. That puts me in a bit of a bind when I need to plan something like regular exercise so usually, I do it 5-10 times then stop or I'll do it a couple of times in a week then take a week off because my body is complaining.