My three pairs are the whole system: something to walk in, something nicer, something for the water.
The three pairs
Cole Haan
Grand Crosscourt Leather Sneaker
Comfortable for walking, light hiking, and even playing pickleball. That range is why they earn the space: one white leather sneaker that handles a full day of cobblestones and still works with a dress at dinner. These do the miles on every city trip.
Rothy’s
The Daily Flat
A pointed-toe flat that packs completely flat and goes with everything, which is the entire assignment for the dressier pair. They’re knit, so no breaking-in period and no blisters on day one, and they’re machine washable when a trip has been unkind to them.
Reef
Sandy Flip Flop
The perfect sandal with arch support, and no aching feet at the end of the day. That support is what separates these from the drugstore pair: you can actually walk in them, not just cross a beach. The straps are woven from recycled bottles, which I like too.
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