Our Ds was born in October and made his first trip the following January. He was only 3 months old. We had an awesome time. That was the year my mom went with me and the 3 kids, and hubby flew down mid week. It worked out really well. It was my moms first trip there, so if the baby was sleeping, or it was something he couldnt go on, she went with my DD's on the ride. I really took advantage of the baby centers. They are outstanding and always nice and cool ( it was really hot that January!) The nursing rooms were dark and had rockers, and you can use the kitchen, changing room, restrooms, and they sell supplies too. I took DS on everything that didnt have a height restriction. He rode Buzz, Haunted Mansion, Kilimanjaro Safari, Maelstrom, and pretty much everything in MK. He slept well and often in his stroller and we never had to go back to the room. As long as you have someone to handle the stroller on the buses, you will have a great trip! You dont even need to bring a playpen because Disney resorts give you a pack and play at no cost. I think you will have an amazing time!