The classic hiking boot never grows old, but sometimes a bit of fashion-driven change is welcomed. After all, you sport most of your woodsy fashion flair at the coffee shop, dontcha? Less a couple inches of leather than your standard hiking boot, the Olukai Mauna Lalo ($225) hiking shoe is just the right combination of rough and humble.

The low cut (“mauna lalo” translates to “low mountain” in Hawaiian) hiking boot makes use of waxed full-grain leather from one of the most environmentally friendly tanneries in the world (imaginably nasty leather byproducts and refuse are recycled and reused extensively, we’re told). An antimicrobial Merino wool lining prevents foot stank — your loved ones will thank you — and the 200g Thinsulate keeps your dogs toasty. The decorative metal work on the outsole, along with Polynesisan Moko art-influenced treads, add a unique touch. We just hope it doesn’t come with beach sand already in the shoe — our island-yearning hearts couldn’t take it.

Buy Now: $225