Best for Boating
Helly Hansen 5.5 M WI WO
If you're going to wear boat shoes on an actual boat, get a pair that brings more than just looks on board. The WI WO has drainage holes down below that make quick work of errant waves, while the rubber outsole provides grip without scuffing up the deck and ensures that you and your drink stay planted, even if the water gets choppy. [$110; hellyhansen.com]
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