[Windflier]

Cuba is an island and people live “in” Cuba.

It's an interesting distinction.

It would appear that one would live 'in' an island when it's a sovereign nation, but live 'on' an island when it's merely a part of a larger political union.

In England, Japan, the state of Hawaii, but -

On The Isle of Man, Okinawa, Oahu, etc.

[Mears]

“It would appear that one would live ‘in’ an island when it’s a sovereign nation, but live ‘on’ an island when it’s merely a part of a larger political union.”

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Amazing the things that can arise here on FR.

We can live “in” a house,but “on” a boat.

WE ride “in” a car but ride “on” a train.

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