Hi Josette!
Thanks for your patience, I've had to do a little research on this one! To be completely honest, I have been getting conflicting answers regarding characters handing out gifts. According to most, it seems as though Cindy won't be able to give the doll to your little princess herself. The reasoning behind this is that other little girls will wonder "where is mine???" However, I would approach the Cast Member that accompanies Cinderella and ask her if she would mind privately giving her the doll. It certainly can't hurt to ask!
If anyone can help you to plan your surprise, it will be the
Dream Makers at Disney. These folks spend all day, every day helping guests surprise loved ones. For a fee, the dream makers can deliver your Disney gift anywhere on property! However, in order to save money, I would just whisper your plans to your server, slip him/her the doll and then have them bring it out to her at the end of dinner. You can even order her an inexpensive
Princess cake in a keepsake jewelry box for around $15 plus tax, by calling 1-407-WDW-DINE. I'm certain that your daughter's eyes will be wide as saucers when she sees the cake and doll making their way to her table. Best of luck with everything!!!
Much pixie dust,
Jackie S.