While I get it that trying to teach someone to insert a graphic inside a one-cell floating table is a bit much, you don't have to teach anything of the sort.

1) You can have a template that contains the table and graphic.
2) You can create an AutoText entry that has a heading, graphic, and placeholder for following text, and save that in your template.
3) You could attach a keyboard shortcut, or a QAT icon to the AutoText entry and show your students to use that to insert a new point. The keyboard shortcut and/or QAT icon should also be saved in the template.

It is a bit of work for you, but once done, it would be a snap for your students. It would be easier than learning about "keep with next" and "keep lines together" formatting.
Automated Boilerplate Using Microsoft Word
Modifying the QAT and Ribbon in Microsoft Word