The daily trips outside can be challenging, and living in Manhattan makes them even more complex. It seems there is no such thing as a simple stroll, or a quick trip outside; and the winter weather makes such excursions that much more complex. Yet, it is always worth it. In the author's nine years of teaching, she has discovered that a "quick trip outside" is never just a breath of fresh air or a quick jaunt around the playground. If educators take the time to do it well, each walk becomes a journey--an adventure. Even the most familiar paths are filled with potential for new stories and unique creations. In this article, the author shares how she takes a walk with her students. She stresses that learning how to take a walk is one of the most important and challenging skills she has learned as a teacher. Learning to make time for the stories, to build and sustain freedoms, and to allow the children to make choices about how they experience the world are lessons that she learns again and again each day.