Whether you are traveling all day on vacation or going straight from work to a dinner date, you’ll come across the need to take a dress from day to night. With the right dress and accessories, this transition can be easy. “During the day, wear a casual dress with flat sandals or sneakers, a straw tote bag, and a denim jacket,” says Keefe. “In the evening, swap your flats for a block heel or statement boot and trade your straw bag for a sleek clutch.”