It's handy that HN content is tracking millennials' life progression. We are all just rounding our mid life crises, so motorcycle safety, and perhaps Porsche maintenance, make a lot of sense.
But: I love to sail! For now , just the Croatian coast, marvellous. I also worked from a boat, the internet works also between islands, slower, but works. Starlink would be a nice addition.
As for the price, a 100k would bring you a nice 50 feet yacht, but the port costs would eat up a lot on top. But you can also anchor in a small gulf if you do not need supplies.