Start your day off at Delicious (24375 Main Rd., Orient; 631-477-3223), an aptly named restaurant that shares digs with the Orient Gas Service Center (whose sign you’ll more easily spot from Route 114). The crazy-strong Danesi coffee is imported from Rome, and the house-made apple strudel, bread pudding, and to-go cups of thick chocolate mousse are worth the ten-minute drive (or twenty-minute bicycle ride) from Greenport.
Pretty, white-tiled Love Lane Kitchen (240 Love Ln.; 631-298-8989) on Mattituck’s storybook-quaint main street also does a mean breakfast, with homemade rolled-oat granola. For lunch, pick from a stack of under-$10 sandwiches with ingredients like prosciutto di Parma, grilled hangar steak, and local goat cheese.
The open kitchen in Greenport’s the Fifth Season churns out an aromatic bounty of local products, like duck from Aquebogue’s Crescent Farm and organic veggies from Satur Farms in Cutchogue. The beers all hail from New York, and the wine list is exclusively local.
A few storefronts away on Front Street is the deliciously quirky Frisky Oyster, made chic with bright-red flowering-vine walls and a cultural-immersion menu that sails through the Mediterranean, Asia, and back. Parents should call ahead for a sitter—kids under 6 are not allowed.