- Let's be realistic here, I'm not going to be pretentious and say you should bring a pair of proper dress shoes. You are on vacation and the last thing on your mind is put on a pair of uncomfortable shoes and more importantly, you do not want to damage the sole of your precious Church's shoes in a day with the amount of walking you do when you walk around your city of choice. Also, have you ever worn a dress shoes on a long flight? The size of your feet expands to the size of an elephant feet and your pair of shoes can no longer fit. Have you ever woken up to head to the breakfast buffet and have nothing to wear apart from your dress shoes and the last thing you want to do is dress up? Yep. which is why, your first shoes to bring is:
LanVIN SUEDE AND PATENT-LEATHER SNEAKERS
a comfortable pair of sneakers, but still makes an impact to show you care about fashion in a subtle way.You'll feel confident when you are shopping at Ginza and no one will think that you are too poor to be shopping here/does not belong. You can wear this pair during travel and you are guaranteed not to be mistaken for a drug dealer by customs and be given better service by the air crew.
Oliver Spencer Loafers
For hanging at the cafe with trousers rolled up with bare ankles and this shoe is versatile enough to be worn with shirt and blazers for dressy/classy restaurants for the Michelin star restaurants you always wanted to visit. After dinner, you can always have a night cap and head to a classy bar and still look trendy and stylish.
A sports sneaker, a pair of shoes that can withstand squats you do at the morning workouts during your vacation. You're on vacation but still want to feel fit and guilt free while you eat all the delicious food the city have to offer. On alternate workout days, you can go on a run through city of Paris (if you are visiting Paris) and be amazed by the serenity of the city at 6am.