Looks like the majority of the list is traveling. I've heard of people with even larger families just up and leaving their life behind and go wherever they want. I don't think they start off with enough to go everywhere they want either, so none of them were independently wealthy. Not suggesting you do that, but it's not unheard of to just start traveling and working your way (literally) around the world.
Spanish is a good language to learn. My wife is from Mexico, so it comes in handy any time we're down there or conversing with her family, since none of them really speak English.
I also would like to have a bestseller. Which means promotion, which means a whole lot of things other than writing and engaging on Steemit. Maybe one of these days.
I wish you well with your bucket list, particularly raising the "woke gentlemen." My wife and I have two sons, too, and I think we've done alright so far. If they blow it now, being in their late 20s and married (one with a child), it's their faults!