16 Essentials I Never Forget to Pack For a Trip to Charleston

Vans Old Skool Sneaker ($90)

You'll need a comfortable pair of walking shoes on your trip to Charleston, especially for a day of taking in the sights downtown, from Rainbow Row to the Pineapple Fountain to the historic City Market. I lean toward the casual appeal of Vans when I'm in this beloved city. Sometimes, I even bring two different pairs (one in a bright color, and one in a neutral) for mixing and matching with my looks.