Marblehead calls itself the Yachting Capital of the World, which sounds impossibly over the top, until you realize how seriously they take sailing here. This town of fewer than 20,000 residents is home to five yacht clubs and has produced a slew of world-class sailors, including America’s Cup winners Ted Hood and Robbie Doyle. How much do they love this sport? So much, they do it even in winter. It’s not uncommon to see sailors out in Marblehead Harbor, tacking and jibing in a biting February wind, in dinky two-person boats. They call it “frostbiting.” If this doesn’t sound like your idea of a grand time, no worries. This postcard-perfect seaport, just 25 miles north of Boston, offers landlubber pleasures, including boutique shopping, good restaurants, and pretty seaside strolls. And dress is preppy-casual.
A Tank Away