I agree with Dottie, that's exactly what I would do. DD8 is not shy, except in public speaking situations but she does get very (overly emotionally) attached to her friends and teachers. At that age I doubt she would willingly choose to leave them. When they moved her to K at 4, some friends stayed behind and some went with so it was OK. DD4 however, moved to a new preK teacher this year without a glance. She liked her teacher but was more worried about her friends. She really likes the new teacher but is excited about moving up as well.
I should say our montessori isn't (I think) a traditional montessori. They aren't AMI but some other certification. Once past preK they have K, 1,2,3. They are about a 6 months to a year ahead starting in K compared to our public schools though. By first I think they start transitioning to a more traditional school at times to get them ready for public or other private schools. Unfortunately they haven't been able to sustain upper elementary yet....
