As someone who is a recovering overpacker, hear me out. You might think you need seven different sundresses and five pairs of shoes, but trust me, you do not! Traveling light is a liberating feeling; you have only as much as you need, therefore less to lug through airports and to different accommodations. "Rewear, and mix and match — literally, no one will care (or even notice)," added Cardamone. "But they will all be jealous when you have your one carry-on bag with a free hand to grab that welcome cocktail."