Hmmm.... I'm not sure if I totally trust Jackson, I guess it depends on how big the space is where he can get out? I mean, he's fine at home and won't run anywhere, and 90% of the time, he'd be fine off leash but he definitely IS an explorer and I just don't wanna lose sight of him, though he usually sticks by. It's hard to say in a new area.
From the pics I saw, there's a creek right? And that's the part that's not totally fenced in? He LOVES the water... so he'd probably stay close.