I'm a big fan of the J.Crew chino shorts because they're colorful and fun, but they're super comfortable. I'd wear them with just any soft, basic tank top, but maybe bring a sweater or jacket for the plane because it tends to get chilly in the aircraft. Sandals or flip flops are a good option because they're easy to take on and off and they're nice and comfortable. I really liked the bag in this polyvore because it was a basic color and easily accessible to fit under the seat, carry around town, or bring to the beach. Pearl earrings are the perfect earring to wear with everything because they can add a touch of class even if you're just wearing sweatpants. The last thing I recommend bringing is a pair of sunglasses. For me, when I go outside from the plane or airport it's extremely warm and sunny so sunglasses are always a must.
