I've found the most comfortable thing for me (and for my dd), is a very small pocketbook w/ a very long, single strap. we wear them across our chest, and the size of the pocketbook is the same size as a fannypack. I tried the fanny pack, but didn't like it around my waist, and anything on my back is a pain when you sit (on a ride or anywhere else). It's certainly not a big deal, but w/ the little pocketbook, I never have to move it or remove it for any reason, so there's no chance to lose it. I also like having my stuff up front w/ me, within my reach (as opposed to a backpack you have to take off to get something out of). I have a nice, very soft denim one w/ a zippered closure and a wide soft denim strap (those thin backpack straps often hurt my shoulders). DD used the tiny denim ones they sell at the disney charm kiosks - it has a chain running around it, and you purchase different charms to hang off the chain. It's really fun for her (and I've added charms to my own pocketbook too! Lots of fun!) The only thing I don't like about her pocketbook is there's no zipper closure, just a fold over tab. If the pocketbook turns upsidedown, stuff can fall out. I HATE that! Maybe I'll be adventurous and get a zipper put on her bag somehow (definitely not by me though).