Most crew sweatshirts get a lot of action and many look terrible – all the more reason to find a good one. True to the brand's roots as an urban beachfront art and gear shop on the edge of San Francisco's Outer Sunset neighborhood, Mollusk's garment-dyed, faded-indigo version ably shifts from sun to fog, surf to street. This easygoing basic looks great solo or over a button-down on brisk days.[Mollusk Raglan Crew, $60; mollusksurfshop.com]
Mad Men's Charming Rogue
The man who played Roger Sterling, is moving on – surfing in Montauk, hanging with his son, and directing a feature film.
Plus: Greenpeace's High-Seas Avenger
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