Help Me Compile a List of the Best Shoes for Travel

I’m going on vacation for a week at the end of August, and in my most fantastical off-the-grid fantasies, I’m packing ultra-light. A couple sundresses, a swimsuit, some sunscreen, and a maximum of two pairs of shoes. One of those pairs will conceivably be running sneakers, just in case I find it within myself to exercise at some point. The other pair is to be determined–ideally by you, dear reader, if you happen to have a salient recommendation.

I’m looking for the perfect jack-of-all-trade pair of vacation shoes. Shoes that are comfortable to walk in but won’t detract from the overall appearance of my outfits. Shoes that are suited to daytime and dinnertime alike. Shoes that go with lots of disparate kinds of clothes, from nice-ish dresses to jean shorts. Shoes that don’t take up too much room in a carry-on suitcase. Shoes that will remain in good shape, over the course of the trip, despite shouldering all these requirements.

Does the answer to such a tall order even exist? I’m honestly not sure. I’ve had love affairs with footwear that meets most but not all of the above criteria (Birkenstocks do not make an easy day-to-night transition!), which convinces me it’s possible my Holy Grail vacation shoe is out there and I just don’t know about it yet. So tell me: What’s the best pair of shoes you’ve ever packed on a trip? I’m all ears. And toes.

Feature photo by Edith Young.

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