I travel, a lot! Airports can be so stressful so I try to travel with just a carry on to avoid having to check a luggage. The key is to get organized so to not forget anything or overpack.
Weather
Knowing the weather in advance can help pack. Will it be cold at night? Make sure to layer, bring a long sleeve shirt to throw on top or a jacket if it is colder. Will you be out in the sun? Bring sunscreen, hat and sunglasses.
Pictured, Old Navy green long sleeve with cut off shorts.
Layouts
Layout each outfit to see everything you need for it. Put it together with accessories so you know what has to go in your bag. I usually plan a day and a night outfit depending on what I am doing on my trip.
Pictured matching performance set from Old Navy
Matching
I try to stick with similar pieces so I can use the same accessories. I stick with blacks and greys or browns and neutrals. This helps with jewelry, jackets and shoes. Speaking of shoes, if you plan to walk opt for comfort and cute with a pair of vans or keds.