It's not just will the border be opened? It's also when will the 14 day quarantine be lifted?

Let's say the border opened tomorrow and I took the family to Disney Land. We would have to self quarantine for 14 days before we went to Disneyland. When we returned home, we would also have to self quarantine 14 days.

So not counting the Disneyland time, we would be quarantined for 28 days. Who can afford that much time?