A.!
Wow! Another mom after my own heart.... I had the set goal of no bottles or pacy's after 1 year. This is how it worked with my daughter. At about 6-7 months, she knew that pacy's were only for nap or bed, so she would hand it to me as soon as I went in to get her out of her crib. At about 10 months, I quit giving it to her at nap time, and left it only for bed. This whole time, though she was limited in her ability to talk back, I was talking to her about being a big girl and no pacy's. I really do think she understood. On her 1st birthday I cut off the tip of the nipple on the pacy and handed it to her to sleep with... She tried sucking for a little while and then was sick of trying so she dropped it. (Mean mom and a bad b-day present, but it worked) She had about 3 rough nights trying to fall asleep, but after that no problem, and since I DID NOT HAVE A WAY TO FALL BACK INTO AN OLD HABIT, it worked.
For bottles: I started replacing daytime bottles with a sippy of formula at breakfast, lunch and supper. The only bottle she got was her bedtime bottle until about 11 months. At that time, I offered her a sippy then as well and she was off the bottle. Over the next 6 months I introduced a regular glass at meal time when I could help her with it and by 18 months, she wasn't using a sippy unless we were outside or in the car.
Bottom line: Start the changes before he is old enough that you need to negotiate it with him! It will be easier on you both.