This summer, sneakers and dresses go together like palm trees and sunshine. This dynamic duo is both practical and stylish--i.e., ideal for running around the city and trekking across far-off lands! However, the key to nailing this look is sporting the right dress. Aim for one that is on the feminine side (to counterbalance the tomboy-ish kicks) and features an easy, relaxed silhouette. (The strapless gem, above, is past-season Reformation and the last dress, below, is by Diane Von Furstenburg.) I also love these by Rebecca Taylor (the ultimate day-to-night travel dress!), Asos, The Reformation, T by Alexander Wang, Astr, Veronica Beard and Cloe Cassandro.