Aerosoles ($59) provide 360 degrees of comfort with their flexible bottoms, memory foam insoles, and suede lining.
Save precious suitcase space with a shoe that can take you from day to night. This style from Clarks ($90) pairs well with jeans, skirts, and beyond.
Just what the doctor ordered: a timeless loafer with a memory foam insole from Dr. Scholl’s ($65)—it’s as comfortable as it is classic.
Adidas’s Stan Smith ($75), the sneaker du jour, gets major points for being cool and cushy. Plus, the versatile all-white style pairs well with jeans, skirts, or shorts.
The supportive rubber outsole and ABS—a really strong synthetic rubber—heel on this Born Khate sandal ($55) is perfect for pounding the pavement in style.
Cole Haan’s ZERØGRAND slide sandal ($150) touts the same cushioning technology as the brand’s popular loafers. It’s a chic option for warm-weather destinations.
This leather loafer from Naturalizer ($89) touts multiple elements of comfort—extra cushioning, a flexible non-slip sole, and breathable lining— for a full day on your feet.
Forget walking; try pirouetting through your trip in Repetto’s ballerina flats ($295), which are made with the same stitching technique as the brand’s ballet shoes, making them ultra-flexible.
Asics, known for running shoes, brings dependable support to a lightweight sneaker ($65).
This Bernardo suede ballet flat ($159) has a no-slip leather outsole, padded insole, and crisscrossed elastic strap for active ankles.
A seamless neoprene upper makes Reebok’s Skyscape ($20) easy to wear and even easier to pack.
Before your toes hit the sand, pamper your feet in gel-and-foam-padded leather sandals from Pikolino ($160).
Teva’s super-packable crossover strap sandals ($90) have an ample footbed and featherlight foam soles that are still durable.
For the ultimate cheeky weekend accessory, see cult espadrille brand Soludos’s collaboration with quirky artist Jason Polan. The limited-edition shoes come in both black and sand, and are embroidered with a pair of winking eyes ($75).
Summer strolls call for a breathable espadrille. Reef’s version ($70) provides arch support and a soft footbed.
Despite the classic aesthetic of this Rockport shoe ($67), the style is surprisingly rich with features. Built-in sport technology provides shock-absorption, ample cushioning, and lots of support.
All-American brand Keds ($35) puts fun, colorful prints onto rubber-soled, lace-up sneakers.
Pebbled driving soles soften the step while pale pink leather raises the trend quotient on this Tod’s moccasin ($445).
This slip-on from TOMS ($59) will take you from seaside to sidewalk with a rubber outsole, breathable linen upper, and comfortable insole.
You will forever find well-made flats from Tomas Maier, the designer who vows to never make a heel. Here, his take on sleek leather sneakers ($480).