Every fall, when pumpkin spice hits full swing, I start getting the same question: “Is it crazy to try to plan a holiday getaway now?” The truth? Not at all — but it does take a little creativity. Whether you’re dreaming of sunshine instead of snow or just a peaceful escape after the holiday rush, it’s not too late to make it happen. With flexibility, insider know-how, and the right timing, last-minute trips can turn into some of the most memorable adventures of all.