Though in a different cannon if we take some of Donald's old cartoons into account he had a lot of dreams, one of which was to be a pilot.

Back during WWII Donald joined the army with dreams of flying.

I think it would be interesting to find out that Donald got his Pilot license back when he was younger only for Della to have beat him to it so, he decided to focus on boats instead.



In cannon with the show Donald dreamed of being a musician.



Honestly Della, how cruel can you be?