Check the weather
Your travel wardrobe should be chic, yes, but it should also be practical. And weather-appropriate wear is the touchstone of smart dressing. Headed somewhere rainy? A waterproof jacket, rain boots and layered clothing will be essential.
Or, if you’re desert-bound, load up on breathable, lightweight options for the day and sweaters and pants for (cooler) nights.
To get a sense of what kind of weather conditions await you at your destination, set a forecast alert on your iPhone and monitor the weather patterns in the days preceding your departure.