If you were staying in a cheap room and spending $14K on gambling, you would get some extra perks, but the Sky Suite rates are already set to include certain perks (airport pickup, lounge access, & buffet line passes), so I wouldn't expect anything else. I wouldn't bother with the $20 trick (or $50) since you've already booked such good rooms that you haven't left much room for upgrades. However, it wouldn't hurt to look at other offers before you book (such as the Royal Carribean offer that include $200/room resort credit).