[gismo1554]

You can book 30 days out but can only book a maximum of 7 day fast passes with the Annual Pass. You don't save a great deal by upgrading a 14 day (I think someone recently quoted it was $490 for the upgrade so its around $70 cheaper I think). We purchased ours last year directly as it was just easier than trying to get upgrades over there and saved us parking etc as you get your first day parking refunded when you prepurchase. Not sure whether you do if you upgrade.