For us, we have a WDW Annual Pass with our DVC membership so we figure after about 10 days in the parks it's getting pretty close to breaking even. Then when you consider souvenirs/parking/dining discounts you start to come out somewhat ahead.
At DL its tougher and tougher, 2 - 5 day park hoppers with G+ and 1 - 2 Day Parkhopper with G+ were $1345USD.... Luckily enough our timeshare is within Walking Distance (at least one way, Uber/Lyft is cheap to get back if tired)
I screwed up as we were at DL in October and could have upgraded to AP's, after much discussion we didn't do it. We will 9/10 Travel to WDW over DL (just feel it's cheaper with the AP, Timeshare Availability, I hate LA traffic etc). In the end, it was a bad decision as we ended up canceling our Late January trip to WDW because of Covid Testing, Flight schedule changes. It just didn't make sense to risk getting stuck in Florida for 2 extra weeks, so as it turned out we are going to DL again and fly from a US Origin.. The positive side is we wrangled my Dad to go to DL with us for 2 days and he will get to see Galaxy's Edge, he is a huge Star Wars fan and this probably in the end will make the trip switch worth it and then more.
Back on topic though, you really need to understand your dollars and cents if you are going to be making a trip to either coast.