Have you asked your DW if she would like to learn? If she says, "NO!" then this may not be a huge success. She needs to want to do this and certainly nothing has been mentioned to think she can't. At the risk of repeating, which I am, BOTH should be able to tow just in case.
Re the boat trailer....I had a harder time towing our bass boat because it seemed harder to see in the side mirrors. To me, towing the HTT/TT is easier....kind of hard to miss noticing it. Drive "further down the road" so you don't get surprised, know what's coming as much as possible. Allow yourself a wide berth in turns. Still working on that backing part, but by the summer I promise to have it at least acceptable....DH can back into most anything and be 100% parallel...he's good!