I have a friend who will walk from San Diego to Montreal, Canada and want people to be able
to see the States he will be walking through. How a map like this can be made and stick to the site and our Facebok page?

https://developers.google.com/kml/documentation/

If your friend is using GPS tracking, then getting a KML file should be easy. I've also seen GPS products on phones that automatically update a map on a website. Don't know the name though.

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