[zefyr]

First welcome to MB...

For Magical Express, you get off the plane, check in at the counter (lower level of MCO). They'll ask if you put the yellow tags on your bags (if not they'll want your baggage check slips). They'll stamp your book and then you wait in line for the bus to go to your hotel. Some people like getting their checked bags. Others (like me) don't bother. It depends when you arrive (for example if you arrive late at night they might not deliver your bags to your room) or if you need something you put in the checked bags. The bags won't go on your bus with you, they come later (up to 3 hours).

Going to the parks....if you can get away with no bag you're better off. At the entrance to every WDW park there is a bag search (nothing like the airports) but they do have security look in every bag and most compartments. If you can get away with putting stuff in pockets more power to you. Having gone alone I know it's not always the option. I take camera and video camera, all things necessary for them. If I'm meeting people cellphone. Wallet. I like getting character autographs so I carry pens and autograph book (I still haven't grown up). I also end having my refillable mug with me. Can only get soda from the hotels with it. But usually I'm drinking something on the way and when I get to the park I clip it to the bags. Makes life easier because I can fill it at water fountains and don't have to keep paying $2 for bottled water.

As for carryon...if you're planning on going to a park right away and don't want to leave anything with bell service, you're better off keeping carryon to what you want to cart in the park. Unless you arrive after check-in time (3-4pm depending on hotel/DVC) there's no guarantee a room will be available for you to drop stuff off. Bell service is an option. I keep my carry on to the stuff I mention above plus the ipod and maybe my WDW passporter or a book. I also bring a hoodie to use as a pillow/blanket because now the airlines aren't giving you either unless you're in first or business class.

Enjoy WDW...you'll have a blast!