1. Loafer
The Sperry Subterranean Maritime Slip On ($70; www.sperrytopsider.com) has technical "wave- siping," or bevels, on the outsoles to ensure that your feet won't slip, wet or dry. Think casual boat shoe with serious traction.
2. Lace-Up
As comfy as a sneaker yet formal enough for work, the leather-and-suede Ecco 2nd Nature Tie ($175; www.eccousa.com) has a split, flexible outsole that rolls smoothly with each step.
3. Slip-On
A single, wide strap hides beneath the bowling-shoe styling of the Teva Ryley ($70; www.teva.com) to keep your foot in place. Bonus: Thirty percent of the Ryley is constructed from recycled parts.
4. Wallabee
A little bit desert boot and a wee off-kilter, the Giro Mockery ($115; www.giro.com) has the flat, crepe rubber outsole of a skate shoe. In other words, it will give you great grip without tripping you up.
5. High-Top
The Camper Locus Barcelona ($190; www.camper.com) blends a street-savvy boot with 1950s-inspired basketball kicks. It provides good ankle support with a dose of originality that skirts the line between Euro-boldness and American hardwood sensibility.
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