lol I have lots of sailing stories ~ some scarily freaky. They ended up in Cairns ~ which is way, way up north & truly tropical but still live aboard. Their oldest had a bit of trouble adjusting to uni as she'd never really lived on land or in a house for any extended period.
I think the only real trouble they had was in the Louisiades [off PNG] while they waited on a weather window to get back into Australia. They had 3 goes before they made it & got robbed blind because by PNG standards they were filthy rich.
Of course they had the usual things: motor troubles & waiting in a dubious port for ages for parts to arrive from Australia, banking stuff~ups & @ least one expired passport which created havoc but my brother is fairly cautious & was extra so as his wife had never sailed before & his 2 kids were pretty tiny. As a sailor, & one who has raced small cats, I would never cross an ocean in a cat or a tri. Waaay too unstable though living conditions tend to be roomier. Plus my math is scarily non~existant. My brother does transports sailing other people's boats from port to port & if I remember correctly he's done one Sydney to Hobart for the heck of it. Like me he's sailed since he was tiny & has loads of experience.
It depends on who you ask. My brother & his family loved it ~ obviously. My mum, who visited, was way less enthusiastic. A lot of Asia is very dirty, including the oceans, beaches & waterways. Put her right off.
hate beaches, sand, salt, anything to do with it LOL I’ll go out on the boat sometimes and it’s kind of fun when I’m out there but it’s not my first choice. The boys love the mountains and woods too but also have the ocean loving gene. I don’t think I got that one. 
much more into hiking, kayaking, etc. I actually find sailing a bit boring. 
] rather than the nordic viking blood of the rest of my family. 
