Disney in May = almost 90 degrees, Florida humidity, and afternoon thunderstorms that show up whether the forecast says so or not. This is NOT a layering month — this is a moisture-wicking fabrics, cooling towels, and rain poncho month. Everything linked here is exactly what I'd pack for a family of four for a May Disney trip: breathable tops that don't hold sweat, biker shorts and athletic skirts that work for 15,000 steps, water shoes for the water rides you will absolutely be doing, and the cooling towel that is genuinely the most underrated Disney packing item I know. Pro tip that has nothing to do with clothing: you can bring your own food into Disney World. Pack a soft-sided cooler with lunches and frozen water bottles as ice packs. It will save you real money and keep the kids fueled all day. LTKmomlife LTKTravel LTKKids