Do you need a jacket in Orlando?

Comfortable clothes that you can layer: Similar to the fall season, you likely won’t need heavy outerwear, but the mornings and evenings may be cool enough to need a light jacket or sweater. If you’re visiting later in the season, you’ll probably be fine without needing to layer clothing.

What do you wear in Orlando in the winter?

Comfortable shorts and a short sleeve top (if it’s warm) or long pants. Light sweater or jacket (if it’s chilly, dress in layers) Leggings or joggers. Comfortable walking shoes or sneakers.

How do people dress in Orlando in the rain?

Light canvas or polyester clothes are much better for quick drying than denim. So as cute as those jeans might be, you’re better off looking for something a little lighter when traveling during rainy season in Orlando. A hat or umbrella. A hat to keep the rain out of your face.