Jake, Izzy and Cubby have all made sail wagons for a big race to Race-Around Rock. Captain Hook becomes interested in the race, and so he and his mateys make their own hook wagon from an old shipwreck. Who will be the first to reach Race-Around Rock?
- Jake and his crew collect ten gold doubloons.
- At least 4 sail wagons competed in the race.
- Colin Ford as Jake
- Madison Pettis as Izzy
- Jonathan Morgan Heit as Cubby
- David Arquette as Skully
- Corey Burton as Captain Hook
- Jeff Bennett as Mr. Smee
- Dee Bradley Baker as Tick-Tock the Crocodile