My view:
Get good information about the area you want to travel in. Find interesting places. And map those as destinations. Not towns. It works in small scale and large scale.
I larger scale. One example is Pablo.
He does not go to Ushuaia and tick the box.
I almost every video, he is explaining an interesting place. And tell about the history.
https://www.youtube.com/playlist?lis...XnJDkjfKbgGlCC
In small scale: I just did a 6 day trip along N2 in Portugal. Most people drive it in 2 days and see just tarmac. I read a lot before. And mapped many places of interest. Close to the road, and some requiring a detour.
I have tried to just ride (e.g through France) and hope to find nice places by luck. But it does not work. Some times you can get lost and up in some wonderful place. But you miss most of them, if you do not know about them.
I have traveled France twice. With opposite approaches.
a) A lot of POI planned. Places that I wanted to visit
b) Just drive through an look for something interesting/beautiful
The difference was huge. I will not use method b) again. It only works if
1) Your main goal is to get from A to B
2) Your main joy is to ride your bike, and you do not care about the area you are passing
One time I took a small group on a guided bike tour in my home area. And showed them interesting places and we road nice road. Their reaction was: Wow !! We would never have found this without you. They should still have reached theris goal (A HD group meeting, but without all those memories)
You would not end up in places like these. If you did no know what you were looking for:
https://www.roadtripsaroundtheworld....lage-portugal/
https://www.dangerousroads.org/europ...ad-france.html
https://www.dangerousroads.org/europ...-napoleon.html
https://www.tripadvisor.com/Attracti..._Piedmont.html
Those are my way points. Not big cities.
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I planned to ride Ruta 40 in Argentina. But Covid 19.....
I started with a presentation of the 100 interesting places around the route. and took my time to create a GPX file with all of the. And than I cal select and build a route based on that.
The other way to do it. Go to one end of the road. Follow the road. And drive as far as you can every day. And celebrate when you reach the other end. Yes!! I did Ruta 40. That is not for me.
But I have no opinions about how others do it. That is up the every one to do as they want. I just answer the question about how I do it. And I do not claim that anything is right or wrong.