It's a beautiful day on Sesame Street and everyone is out riding their bikes, including Bert and Ernie. They walk up to Luis who really likes Bert's old bike and asks if Bert is still riding with training wheels. Ernie keeps telling him that he's had them for so long he doesn't need them anymore, but Bert says they help hold his bike up. Luis says that it's okay because some people do take longer to learn how to ride a two-wheeler than others. Ernie understands and asks Bert if he's ready to for a ride.
As they head off, Bert falls down. One of his training wheels breaks off and Luis says that he will try to fix it. Bert decides to wait until his bike is fixed, so Ernie goes for a ride in the park without him. While Bert waits, Ernie comes back and tells Bert that there is a circus with trained pigeon performers and a Hawaiian Luau with people doing the hula dance wearing Hawaiian leis made out of paper clips!
Ernie tells Bert to come with him, but Bert says he can't without his training wheels. Luis comes out of the bike shop and tells Bert that he doesn't have the right part to fix his bike. Bert still insists that he needs training wheels because he can't ride without them. Luis explains that he just can't ride without them yet. All he has to do is try and not give up. Ernie assures Bert that he just needs to believe in himself and that he'll be with him every step of the way. Will Bert have the courage to ride without the training wheels?