The best way to guarantee a dog will love adventuring is to make the outings fun and never overwhelming. Teach your dog to swim by starting in shallow water and outfitting him with a life vest. Keep your first hikes short and keep your dog on leash while you figure out how he will react to wildlife and other trail users. Finally, enroll your dog in a good obedience course. Learning to work together as a team through training will help you both feel confident on the trail.