figure out the maximum amount of days you would be in a park on this trip, price out whatever length of stay is called these days, i think it's called magic your way, but it's changed so many times i'm not sure anymore
compare that price against an annual pass , don't forget to get complete tax and all costs, you might be approaching enough days for an annual pass, esp the basic pass, not the premium, don't forget, owning an annual makes a compelling argument for that 2nd trip within a year, such as pixelmania, which would fall within your use year