Retiring in Japan with a Family

For context Canadian here 36M , wife 36F is Japanese. Born and brought up in Japan.

We have a 1 year old.

I want to retire early or only work part time.
Depending on the cashflow situation I might work remotely or even start a business.

Networth 1.3 million CAD so around 151 million yen.

I cannot speak Japanese but willing to learn.

We think about moving to Japan all the time. Or at least want to move for a year or so before our kid starts school in 4 years to see if it can work out.

We would love to live in Okinawa.

Will hopefully be in better financial position in a couple of years when we want to plan accordingly.

Curious if any Canadians have done this and how they navigated everything and how feasible it is actually.