It took a few trials and errors regarding cup style for our now 13 month old son to begin using a cup with fluids. As a few other mother's have said, perhaps trying some different cups and see if your lil' one has a preference and greater ease with one style vs. another. You could also try the 50/50 of water and milk with gradually increasing the milk in the cup. We weaned the breast and bottle first at lunch and during the day fluids. The breakfast and bedtime breast/bottle was the last to go. And to be quite frank, happened sooner rather than later and with greater ease than I had anticipated. You appear to be on the right track and well, for some children it just takes longer for transitions which isn't necessarily a bad thing. I would next try and rid the morning bottle and try the 50/50 method and see what happens; if this works, then try the same with the bedtime bottle. All you can do is keep trying. At 13 months, we are now using cups for all 3 meals and snacks. We rid the bedtime milk just before he turned one. I thought this would be tough because of 'routine', but nope, he was a trooper and doesn't miss a bedtime bottle or breast : ) I just gauge his milk intake during the day. I generally give a 6 oz. cup of whole milk at breakfast and dinner, with a 5 oz. at lunch, and then water thru out the day. So far, working for us. Hang in there and you will find a method that works for your family...again, it's a matter of trial and error and yep, patience : ) Best wishes!