This is something I dream to do:
Take a motorbike and be free to do what I want.
Roads are apparently wonderful around Chiang Mai and this will be a good opportunity to discover these landscapes.
This will be the sort of itinerary I want to do:
It will be a tour where I will arrive where I left. Then I will go from Chiang Mai to reach Pai, Mae Hong Son and Mae Sariang. It is about 800 kilometers and I think it can be done in 2 days depending how many times and where I plan to stoP.
I will sleep in the jungle in a safe area in my hammock if i find a nice spot near a waterfall. Otherwise I will take t guesthouse on the way.
I think I will treat myself and rent a very good motorbike if possible because this is an idea of the roads you can find there: