Well after a week of exchanging emails and calls, it appears that Go Cycling Maui is not doing the Haleakala ride the week that I"m here (which is now)! Have considered going solo, but my parents are strongly against it and I myself, while I think I can do it, am wary of being in unknown territory as well as the slim chance that something happens and that I need help (plus I mean, come on, I'm on vacation here!). So I'm going on one of their normal group rides (Hey, it's Hawaii, so I mean it's still going to be amazing) tomorrow. 40 miles, 4000ft of climbing, should be fun. I will have another chance at the Haleakala ride I'm sure, I'm relatively young (Definitely plan on calling before planning my next trip haha)