I would recommend dropping luggage off at terminal as far as suitcases being heavy but make sure he knows he can't check them in Oakland is a stickler for ID to accompany luggage if you're flying Southwest they have curbside
I would recommend taking the luggage and the hubby on the shuttle. Give the driver a couple bucks ahead of time and they will make it easy for you.
The shuttle driver will help with the handling of the luggage. A tip will help him...
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