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THE BUTTON DOWN: Name another item that can go from workday to cocktail hour to beach coverup. We'll wait.
THE DENIM JACKET: Even if it's hot out, it's important to have a light layering option. A denim jacket is perfect for the freezing plane, great to throw on in the evenings when the temps drop, and—most importantly—it'll go with every single item on this list.
THE COMFORTABLE SANDAL: If there's one thing you learn from this list, let it be the fact that you will absolutely regret using the space in your suitcase for uncomfortable shoes. When it comes to sandals, go with a practical (but still on-trend) pair like these Birkenstocks.
THE T-SHIRTS: T-shirts are a must because they'll serve as the foundation for the majority of your outfits. Grab a multipack with a mix of colors and patterns so you can have a few options to choose from.
THE SLIP ON SNEAKER: Comfortable walking shoes that don't skimp on style are key. Our pick features an anatomical footbed that cushions each step, so you can spend more time sightseeing and less time in pain.
THE DO-IT-ALL PANT: Travel in comfort, wear them on a walk around your destination, then dress them up for dinner—you've got lots of options here.
THE T-SHIRT DRESS: When it comes to packing light, one-and-done outfits are always a good idea. The switch of a shoe is all it takes to transition this t-shirt dress from day to night.
THE TOTE BAG: Thanks to its classic construction and style, the tote bag can seamlessly transition from airport bag to everyday bag.
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