Ken and Roberta Williams (of Sierra fame) spend most of their time sailing around the world, and blog about the experience: https://www.kensblog.com/blog-2/.
Blogs like these convinced me to start doing my yachtmaster qualifications. We're a good 15 years away from all the kids moving out but I can think of much worse ways to spend retirement.
When I was a kid, I knew a kid who lived on a sailboat with his parents for a while and sailed around. It's definitely a possible thing to have a traveling lifestyle with young children!
Does it really work with multiple kids? I live with multiple kids in a somewhat spacious (for a city!) apartment, and man, it drives me and the spouse crazy when the kids are staying indoors for the entire day, not to mention multiple days on end, for whatever reason (terrible weather, covid quarantines, etc.). I just can't imagine what it would be like doing an ocean passage with them on a boat.
(I spent a lot of my holidays as a kid sailing with my parents, but that was maybe a bit different as I was the only kid)
Definitely depends on the type of family, these guys have been doing it for a few years now, but you would need a pretty close family, they talk about it allot in Q&A's they've done. https://www.youtube.com/c/SailingZatara
My aunt and uncle did this. My uncle worked for uncle sam as an engineer of some sort, spent the last few years before retirement building a sailboat, and then retired at 55. They lived on their boat about 10 months out of the year for the next 15 years. They stuck to the east coast of the US. They loved it.
Blogs like these convinced me to start doing my yachtmaster qualifications. We're a good 15 years away from all the kids moving out but I can think of much worse ways to spend retirement.