Gary is a steamboat who works Up River. He speaks with a Texas accent, and wears a cowboy hat. Gary works hard, bringing wheat, cattle, and other cargo down from Up River, as well as passengers. Gary seems to know Sunshine, as he recognized him when Sunshine came to rescue him from a sandbar in Whirlpool. After this, he sometimes comes down from Up River, mainly when he is needed to carry cargo or take excursions. Although he isn't a tugboat, he can dock ships when needed.
Gary is based off the Gramahona, a Willamette river steamboat.