Footwear for roaming in style.
SeaVees Legend ($78)
Want a sneaker that you can throw on for a quick errand or dress up for a night at the water’s edge? There’s no wrong way to wear this minimalist, with its stripped-down style, white piping reminiscent of eighties running shorts, and lightweight, breathable poplin-twill upper.
Nisolo Alejandro ($178)
Hand-woven in León, Mexico, this classic leather espadrille has been a staple of experienced travelers since the days when Ernest Hemingway chased toreadors through Europe. It’s snug at first but breaks in nicely and feels tailor-made after only about a week of wear.
Wolverine Kaden ($240)
This Michigan heritage brand has been making durable footwear for 135 years. Thanks to a stacked leather heel and textured Goodyear outsole, the Kaden is perfect for tromping around rugged locales like Michigan’s Sleeping Bear Dunes National Lakeshore. Plus, the welt-sole construction means that when the grip goes, your boot can be resoled for a comfortable new lease on life.
Vans UltraRange Gore ($85)
Last year’s UltraRange was our go-to for globe-trotting. This year, Vans expands the line with two new offerings, including the UltraRange Gore, which ditches shoelaces for three elastic bands. The bands hug your foot and make the shoe perfect for throwing on in a hurry, but stable enough for an impromptu hike.
Timberland Naples Trail ($120)
The stylish, textured upper and sporty, running-shoe-inspired foam midsole may be the strangest combination of any shoe on this page, but we fell in love with the Naples as soon as we laced it up. It’s soft and superlight—we seriously doubt there’s a more comfortable (or nimble) dress shoe on the planet.
Sperry Gold Cup Suede Crepe Chukka ($220)
Combining the comfort of a light and flexible crepe sole and buttery lambskin lining with the buttoned-down good looks of a suede upper and square toe makes this Australian-inspired desert boot the ideal footwear for style-conscious adventurers, sand or no sand.