I am somewhat aware of these boots, but I've as of yet seen a pair on anyone riding a Harley. If you're looking for something with quality, and with the money you're talking about you can easily purchase a great pair of boots from either the Russell moccasin company or, Nick's boots in Portland, Oregon!
Both companies are entirely handmade, in the case of Russell are entirely made to measure! Nick's makes boots can be either off-the-shelf or again made-to-measure. I have both, I enjoy good leather, and these items are unbelievable in quality. Take a long look at their web sights. These items are a life time investment I promise you.
www.nickboots.com
www.russellmoccasin.com