I feel like such an adult! Zach and I just bought some new luggage for a few upcoming trips - meaning we finally get to throw away the hand-me-downs that we've been using for (seriously) a decade. So far, we're really happy with our purchases.
I used the weekender bag (2) this past weekend for a 36-hour jaunt up to Portland and it was perfect. It slips easily over my shoulder, I could hide it under my seat when the overhead bins filled up, and it was the perfect size for the 3 outfits I brought. I haven't used the carry-on yet (I'll be breaking it in next weekend) but so far I love the quality and style.
Both are highly recommended!
1. Herschel Supply Co 'Parcel' Rolling Suitcase
2. Everlane Weekender