Go Long—Dresses might seem pretty impractical on a plane, but maxi-dresses can be the perfect warm-weather travel piece. Tuck your legs up when it gets frigid, or hike the skirt up if you're warm. Pair with a structured cardigan, a roomy bag, and zip-off sandals.
Above, from left: Sass & Bide Simple Not Easy Printed Silk Maxi Dress, $495, available at Net-A-Porter; Blowfish Casita, $49, available at Piperlime; Alexis Hudson Chelsea Leather Hobo, $495, available at Bloomingdales; BDG New Slub Shawl Collar Cardigan, $48, available at Urban Outfitters.
Above, from left: Topshop Contrast Zip Holdall, $80, available at Topshop; Maison Martin Margiela Cutout Wedge Leather Ankle Boot, $885, available at Net-A-Porter; 3.1 Phillip Lim Hooded Poncho w/ Cascade Hem, $425, available at La Garconne; Free People 'Fridas' Cargo Pants, $98, available at Nordstrom.
Above, from left: Forever 21 Sublimated Brushstroke Top, $17.80, available at Forever 21; AllSaints Lecco Scarf, $115, available at AllSaints; Bloch Miranda Leather Peep-Toe Flats, $120, available at Net-A-Porter; Which We Want These Denim, $58, available at Need Supply.