Louie has been a very confident outgoing pup since day 1, he's only part worker but nutty as they come. However we let him off lead from first walk and he stayed pretty close until he was a few months older.
Now he is soo ready and like a bullet when we get to the woods, he quivers with excitement and works the woods at the gallop but circles around us to check where we are and the whistle usually tells him if I am changing direction.
His recall is so so but getting better again now he is getting a little bit older.
I am really glad we did it the way we did, a friend has never taken courage to let hers off the lead and consequently when she did on a walk with us, He dissappeared back to the car park on his own - I suppose he just hadn't learnt the skills of knowing where mum was and was just enjoying his freedom (he was about 2 at the time).
Good luck and really envy you living in middle of field, we either have a lead walk to a pretty booring park, or car ride to loads of lovely walks.