Every winter, it seems Alex and I are out of town just about every other weekend for a quick trip. Hello Weekending! The locations are usually the same, on a rotation: Boca, Chicago, LA, Tucson, and NYC. We do occasionally travel to other cities, but no other places have our hearts quite as much as these five.
And since we take these weekend trips so often, I’ve become a pro at packing a carry-on and know exactly what I’m going to need, and when it’s one pair of shoes too many.