So, I've read through the whole thread and I think I'm too much of a wuss to try to drop $20 on the front desk clerk with a wink and a smile. I do, however, like the idea of sending a fax ahead saying how it's a special trip etc. My question to the group (especially for anyone who's actually done this before) is after you state in the letter how it's a special occasion how do you get around to actually asking for the upgrade? I'm sure they already know what you're looking for, but is there smoother way to ask than "If there are any available upgrades I would really appreciate one to make this trip as special and memorable as possible. Thanks" Thoughts? Advice? Thanks everyone!