Think about trying when you're studying first. Can you find a college that teaches what you want close to a marina? If so - one problem out of the way.
Living alone aboard when young can be a challenge. Most like to have others their own age around. I you're different then this won't be a problem
And don't get me wrong - boats are small, might take a bit of getting used to.
Having said all the above - living aboard
while studying is perfectly feasible. and with skills like web design etc, you rally don't need to come to an office every day so the part about living aboard
and making a living is doable.
But (LOL) the worm turns - there are several threads on this site about how difficult it is to find a woman who is willing to be a live-aboard. You actually might have the same problem - finding a guy who wants to be a live-aboard.
But hey - good luck and if you really want to do this - then you will. It's all up to you