Calpack Astyll 22 Inch Rolling Spinner Carry-On
Perfectly sized for overhead compartments—but with a surprisingly spacious interior—this lightweight case is also easy to spot on the bag carousel should you decide to check instead. Also available in midnight.
To buy: $125; nordstrom.com.
Soludos Knotted Platform Smoking Slippers
These beach-ready espadrilles are also TSA-friendly—they slip on and off in a snap so you can breeze through airport security.
To buy: $75; shopbop.com.
J. Crew Perfect Shirt In Piece-Dyed Irish Linen
Lightweight and breathable linen dresses easily up (tucked into a midi skirt) and down (with jeans or over a swimsuit), making it a versatile piece to pack. Also available in black.
To buy: $69.50; jcrew.com.
Banana Republic Floral Tiered Flounced Maxi Dress
Toss this breezy frock on to go seamlessly from the pool to your dinner reservation (it even has removable straps so you can convert it to a slightly fancier strapless style). Also available in pink.
To buy: $158; bananarepublic.com.
Cara New York Bandana Trim Hat
No summer ensemble is complete without an outfit-making hat (and we love that it adds another layer of sun protection, too). Wear it en route so it won’t get squished in your bag.
To buy: $40; bloomingdales.com.
Kenneth Jay Lane Gold-Plated Cord Earrings
Bright baubles are the perfect complement to this summer’s cut-out shoulder tops.
To buy: $95; net-a-porter.com.
Jet&Bo 100% Cashmere Travel Set
A little luxury on the go, this set includes a blanket, eye mask, socks, and cashmere carrying case (use it as a pillowcase for airline pillows), so you’ll arrive looking and feeling refreshed.
To buy: $284; amazon.com.