go out means salir into means dentro

'Going out into ...' is a combination of both concepts - both 'salir' and 'dentro'. You are going out because you are leaving your home or your town, but at the same time you are also entering the countryside environment.

I have never thought about this before, but I understand why you find this confusing! I guess one way of looking at it is: the "go out" describes your action from place A and "into" describes your action into place B... so going out of A and into B For example, When I go out into the countryside..... Could suggest going out of, perhaps, the city and into the countryside.

Usually this is referring to dating or in the past in USA terminology of going steady,