The Wiggles go through a number of counting adventures beginning with a colourful race. Captain Feathersword finds a heavy treasure chest and excitedly opens it, expecting a huge bounty only to find four bones perfect for Wags and the three Wagettes.

Dressing up is lots of fun particularly with the Wiggles. They help Henry shine his shoes and put on silly hats for Captain Feathersword's photograph. It's when they accidentally swap shirts though that things get weird. Each wearing the wrong coloured shirt, the guys end up with the wrong food and have to swap their shirts again to set things straight.