Left: When Eddy Merckx dominated cycling, he wore a short-sleeved wool jersey just like the Molteni Arcore ($138; vintagevelos.com). To honor the best surfer in the world, Arbor created the Kelly Slater Series of special-edition skateboards (from $230; arborsports.com). You'll find renowned American landscape photographer Frank Gohlke's most arresting images in Accommodating Nature: The Photographs of Frank Gohlke ($35; press.uchicago.edu). Roll up the Mulholland Brothers Travel Backgammon Set's leather board and take it on the road ($78; mulhollandbrothers.com). Hand-forged in Sweden, the Gränsfors Bruks Small Forest Axe is the perfect size (19 inches long) for car-camping or canoeing trips ($93; gransfors.us). Simple's Toekyo shoes are made mostly from bamboo and organic cotton ($90; simpleshoes.com).
Right: Westcomb's merino Pinnacle Pullover does double duty: The midlayer wicks moisture like a champ in the field but won't blow your cover on a first date ($140; westcomb.com). Carhartt's winterized Cordura Front Work Dungarees are reinforced with virtually indestructible Cordura nylon ($60; carhartt.com). The midwesterner on your list will love the lumberjack plaid of Columbia's Rogue Plaid Fleece Jacket ($80; columbia.com). Invented in 1903 by the company's namesake, a locomotive engineer tired of having his hat blow off in high winds, Stormy Kromer's snug-fitting woolen Original Cap has a funky, pull-down-earflap design ($30; stormykromer.com). Take aim: The classic Sling Shot from bag maker Jack Spade has a Wisconsin-pine handle, suede pouch, and sturdy rubber bands ($50; jackspade.com).