If you must choose one pair of heels (a challenge I don’t normally like to partake in), comfort and versatility need to take priority over the most daring trend in your arsenal. But, that doesn’t mean they can’t be stylish, too. Lean for something with a lower, wider heel; this ensures you’ll be ready to wear them time and time again without aching feet and won’t feel out of place showing up to a casual beach dinner sinking into the sand or tripping over rocky roads –– been there, done that, don’t recommend.