Nantucket is good, old-fashioned American summering. Our house is a 1920's cedar-shingled cottage that overlooks the harbor and Jettie's Beach—"on the cliff," as they say. It's an easy walk into town. My wife's store, the Children's Shop, is on Centre Street.

July agenda: Take our dogs—Oliver, a Lab, and Sally, a Westie—to the beach; go surf-casting for bluefish; water-ski behind our old mahogany Hacker Craft.
Eating out: My kids love Congdon's Pharmacy, an old soda fountain, for milk shakes and tuna melts. When my wife and I are out alone we go to 21 Federal or the Summer House.
Most romantic spot: Great Point at sundown.
For the local look: Murray's Toggery. They make Nantucket Reds, those pink canvas trousers everyone here has worn for years and years. (They also sell my clothes.) I get a lot of inspiration on the island. The fishermen in their hip waders, chambray shirts, and weathered Reds are classic.

—Interviewed by Elizabeth Garnsey