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East Hampton Point is not only the most expensive restaurant in the Springs, but in all of East Hampton. Top-notch meat and seafood dishes and a picturesque marina are its draws. The harborside haunt comes with its own cottages, hotel, and a more casual patio dining spot (referred to as the deck). The building that houses the restaurant was constructed around the Jade, a wooden racing sloop—but the cost of docking and maintaining it became too much, so the boat sits, sunk into the floor with sails up, thereby separating the dining room from the bar. Between evocative 1930s-era flourishes and boat crews docking at the Point, you can’t help thinking you’re on a set. Old-fashioned touches extend to the menu distinguished by a surprising stalwart—Wiener schnitzel. Modern options run to a very good tuna tataki with star-anise ponzu. But the Point is still a meat-and-potatoes place, as evidenced by the content faces dining on braised lamb shank or dry-aged strip, then washing them down with martinis. — John Capone

Sailboats and yachts docked along the pier—and the harbor glittering beyond the windows—make this airy restaurant a perfect beachside spot. The seven suites and thirteen cottages can house the wedding party for the weekend. Prices start at $130 per person for catering.