You and I must be kindred spirits - I am on obsessive planner and researcher. You should see my trip binder for the Labor Day long weekend at Disney coming up!
*You asked for recommendations in Tallahassee - my son went to FSU the last two years and LOVES MoMo's pizza. (The slices are absolutely HUGE!) There are lots of other choices as well - just thought I would mention his favorite.
*You will adore Boma for dinner...... amazing! Our extended family group of 17 had Christmas dinner there last year and everyone from the youngest at 2 years old to our (mine and sis's) parents LOVED it. Make sure you try the zebra domes - they rock!
*Having just been there are Christmas time with a 2 and 3 year old - leave lots of flexibility in your plans (ie. "best laid plans..." - make them - but expect them to change a lot along the way)
***Consider some "down time" looking into/touring Disney vacation club. We bought in back in 2006 and have never regretted it for a single second. I am a true lover of all things Disney, as you are - and knew I would be going many times. We stayed in an All Star one time and I knew I would never stay value again - so it made complete sense for us and we have already enjoyed several wonderful family vacations. (You might wait until you have converted the hubby to a mouse lover for this activity!) If you decide to do this let me know and I will PM you. (referal rewards

and my "guide" is AMAZING)
Looking forward to watching your trip develop..... and Lo is sooooooo adorable.