Yes, take him out for a walk. Nothing too strenuous if it's something he's not done before but something that is totally away from "normal" surroundings. Make it an "adventure" ... packup, flask, rather than a walk around a local park then Maccy D's afterwards.
Just go for a walk. Don't have a plan to get him to open up. He'll talk if he wants to. If he does, don't be afraid to ask questions, try not to look for solutions for him but ask questions that will make him think of solutions. It's surprising how conversations go when you're in the middle of nowhere....
... I'm assuming he's confided in you a little already regarding his domestic situation of course...