Zozi has something similar with "Gurus" (who are world class surfers, cyclists, runners, kayakers, snowboarders, etc...) that you can bid on to go on an outing with. Your idea seems interesting and if you have the passion for it, it has potential to work. You are looking at a marketplace that you have to build so attracting sellers of experiences and buyers of those experiences.

http://www.zozi.com/gurus