It depends on your reasons for doing it. If it’s for him and his education, go when he’s older. Even at 5 he won’t get much out of it in that way. If it’s for you, go whenever. But a 2 year old is hard work and just think about hygiene and safety. You’ll be spending a lot of time worrying and keeping his hands clean and generally keeping him safe, plus toddlers get their clothes dirty constantly, nappies, naps, special foods. You’ll have your hands very full. 5, not much different really. Older is easier.

We use World Nomads travel insurance. See here, they’ve been good for us and a lot of the time they were the only company we could use. https://worldtravelfamily.com/travel-insurance-extended-open-ended-travel/

My wife and I are thinking of traveling the world with our two daughters and we appreciate your writings about it. How did you go about getting health insurance as you needed it?

Thanks,
Gary

My husband needed emergency surgery, totally out of the blue. That’s the sort of thing that would worry me in a one adult family. Otherwise, I just find that people of all nationalities, men, of course, tourists more than locals, tend to be intolerant or abusive of women alone. They are basically cowards if they see you with a man they wouldn’t dare be so foul, but a woman alone with kids is an easy target. As I mostly do travel with my husband, but often don’t, it’s very, very noticeable. A lot of men, particularly older men, like to pick on women.