A hike along Mashomack Preserve's 20 miles of trails circumventing the coastline is a perfect precursor to an indulgent dinner at Terry and Lisa Harwood's nearby Vine Street Café
. Pack a picnic from a not-so-secret spot in Sag Harbor: Cavaniola's Gourmet
, where Michael and Tracey Cavaniola sell artichoke-and-Asiago panini, freshly fried potato chips, and bread pudding in a jelly jar.
In Sag Harbor, Bay Burger owners Joe and Liza Tremblay bake their own buns and grind their own beef. They even make their own ice cream, in flavors like Cookie Jar, Mud Pie, and Black Cherry. Each pint comes with the perfect tag line: "It's from the Hamptons, so you know it's rich."