If you want a scooter with little wheels but without the social stigma of a scooter Honda has just the thing(s), most all with the same 125cc single cylinder air cooled engine. I wouldn't mind a Monkey, they'd be a lot of fun on trails. There are videos of folks going coast to coast or doing a 1000 mile Baja ride on Monkeys. Been following a thread on a motorcycle forum I visit with one guy in New Jersey going on 40-50 mile rides on trails and back roads.
Grom
Monkey
Or you can go to full size 17" tires in the Super Cub and/or Trail 125
Or go dirt cheap on the 109cc Navi for $1,807 MSRP.