Advice on this route?

So this is mostly hypothetical as I’m still in high school, but I was thinking about this route. If I traveled via train, bus, ferry when available (obviously I would be flying a lot too); didn’t spend too much time in each location; and there were no setbacks, would this trip be possible. If so, how long might it take and how much might it cost? Also feel free to give tips on a better route.