Hi welcome to the forum. I don't know the Milwaukee area, so I'll move your question to the speed triple forum and see if anyone there has recommendations.
"A long distance motorcycle trip, outside of your comfort zone, will probably be a defining experience in your life. It's miles cheaper, easier and safer than the celebrities and tour operators want you to think it is. Do a big trip, come back and encourage someone else to do theirs. Remember the kindness shown to you by strangers, then pass kindness on in your world thereafter. Simple"