The Owl can be found near the big tree in Fungi Forest. As he is an owl, the Owl can only be encountered at night. He will not talk to anything that doesn't fly forcing only Diddy Kong to talk with him with his Rocketbarrel Boost. The Owl will then task Diddy to follow him around while flying through his rings. If Diddy completes the Owl's game, the Owl will reward him with a Bonus Barrel disappointed that his game wasn't as tough as he thought it was.