
Offshore yacht racing may seem like a gentleman’s sport, but underestimate it at your peril. Strong winds, big swells and lots of hard corners and sharp objects mean you’re going to get wet and beat up. So leave the polo shirt and leather boat shoes in your shore bag for the yacht club after-party. Offshore gear has become as specialized and technical as mountaineering or cycling gear, borrowing features from both while adding those specific to the rigors of jumping halyards and trimming the sails. Here’s the kit Jason Heaton used for the Rolex Big Boat Series while crewing for Escapade Racing.
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Helly Hansen Skagen Jacket

Perhaps the most important piece of gear is your foul weather jacket, even though some days you might never pull it on. Full waterproof protection with breathability, in addition to bombproof (and rustproof) zippers, easy access pockets and a damn good hood are key. Helly Hansen has a lot of experience with both sailing and foul weather, having made clothing for Norwegian fisherman going back to the 19th century. The Skagen jacket is a full-on foulie with a full complement of well-placed pockets inside and out, a storm flap-covered zipper and a stowed hood, which is bright green for visibility when things go really bad; rubber seals at the wrists and a fold-over fleece-lined velcro neck closure further ensure security. Oh, and there are also reflective patches on front and back so you’re more likely to be found if you happen to go overboard in the Roaring Forties. The only issues I had were that the high collar snagged on lifelines while hiking out and the zipper was a little too finicky for quick deployment.
Helly Hansen Crew Coastal Trousers

In San Francisco Bay, you’ll be wearing these bib pants regardless of the weather. Aside from their obvious waterproof protection, the abrasion-resistant knee and butt surfaces keep you from getting too dinged up while crawling around on deck. The well-placed single-thigh pocket was perfect for stowing gloves. Even after full days of ducking spray and a near capsize during which I was dragged chest-deep in the Bay, I came home to dry base layers. One gripe: I wished the ankle openings cinched up tighter.