Was just coming here to comment about GeoWizard. Probably my favorite YouTuber, straight line challenge is awesome, how not to cross American is my favorite YouTube series by a long shot.

He had one where he wasn't allowed to use roads[0]. But crossing them is fine, the man can teleport across railroads anyway[1].

[0] - https://youtu.be/pDU9BOtX80A

[1] - https://youtu.be/QkLDThED4T4?t=2195

Along those lines, someone else whose attempts I've really enjoyed watching is Ally who recently uploaded the first part of his attempt to cross Scotland in a straight line:

https://youtu.be/_Lcu6qL7NWs

Even before I finished reading the headline, I assumed this was part of his work.