There's plenty of confusion in those screenshots.
Numerous mention is made of "paying" and "charging for", which therefore refers to a billing add-on. These reduce the cost of roaming, but are immaterial for enabling roaming itself - which allows access to foreign networks, and without which you won't get coverage abroad.
Reference to "roaming in your phone settings" is presumably to data-roaming, which just tells the phone it's allowed to use mobile data whilst roaming - again, only of use if roaming is enabled on the account.
I can see one message that confirms EU roaming is active, if you are within the EU - then manually selecting an available network and subsequently re-enabling auto selection, should suffice.
