My bigger question is WTF is this system even doing? If you win money in the lottery, you can select to apply it to a vacation package if your random draw hits it?

No, it's advertising. They're trying to convince people to play the lottery so they have you roll a (virtual) wheel and upload a head shot then it generates a theoretical video of what it might look like if you went on that vacation (using your theoretical future winnings). It's absolutely idiotic, but their target demographic isn't exactly the sharpest tools in the shed to begin with.