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Go wine tasting on the North Fork
Take a tour over the bay to the North Fork of Long Island, a more rustic area that’s been called the “un-Hamptons,” and tour its dozens of vineyards, wineries, and tasting rooms. At many of them, you can work your way through a flight of wines while taking in prime views of the Long Island Sound. Two we like are Croteaux and Corey Creek, or check out our map for more. (Or, if you want to limit your wine-tasting to the South Fork, try Duck Walk or Channing Daughters.)
For the Summer People
Going to the Hamptons means more than partying and going to the beach. Of course it means those things, too but more activities to enjoy during your Long Island sojourn, such as gorgeous nature preserves to explore, antique shops worth sniffing around in, and where to go if you want to spot a windmill—or a winged creature.
Hang out at Cooper’s Beach
Cooper’s Beach has great waves, immaculate white quartz sand, and grass-covered dunes—all reasons why Florida International University coastal science professor Stephen Leatherman (aka Dr. Beach) continually puts it on his annual list of best public beaches, which he ranks by sand and water quality.
Marvel at the Parrish Art Museum
The museum was originally built in 1987 in Southampton as a home for prominent Quaker Samuel Parrish’s growing collection of Italian Renaissance art and reproductions of classical Greek and Roman statuary. in 2012, the museum moved to 14 acres in Water Mill, into a Herzog & de Meuron-designed building with a stunning white corrugated metal roof.
Take a day trip to Greenport
Greenport, a centuries-old fishing village, is the most bustling town in the North Fork, the more low-key area across the bay from the Hamptons. There you can eat local oysters at Claudio’s Clambar, stroll or bike along the country roads, ride the village’s 100-year-old carousel, or browse the antiques at Beale & Bell or the model ships and other nautical gear at Preston’s.
Go antiquing in Sag Harbor
The must-hit cluster of antique shops in Sag Harbor includes Black Swan (26 Main Street) for nautical wares such as ship paintings and wooden mermaids; Sage Street Antiques (114 Division Street), which is open only on weekends, but worth the wait; La Maisonette (34 Bay Street) for its stock of French and Belgian antiques; and Ruby Beets (25 Washington Street), which is set up in a former silent movie theater.
Tour the Wölffer Estate Vineyards
In total, the Wölffer Estate includes 470 acres, but only 52 of them are in the Hamptons (the rest is spread around Mendoza, Argentina; Mallorca, Spain; and Long Island’s North Fork). In Sagaponack, New York, you can reserve a tour of the vineyard and the wine cellar, which includes a four-wine tasting. Plus, Wölffer also makes dry cider and gin. On Fridays and Saturdays in the summer, the estate’s Wine Stand is open, and it’s become a popular post-beach spot for drinking wine and watching the sun sink behind the vineyard.
Walk around the LongHouse Reserve
This 16-acre, immaculately landscaped garden includes a pond teeming with water lilies, lotus plants, and bullfrogs; a house inspired by a seventh-century Shinto shrine in Ise, Japan; and a sculpture garden that’s anchored by large pieces, like Buckminster Fuller’s Fly’s Eye Dome, Yoko Ono’s Play It By Trust, and Willem de Kooning’s Reclining Figure.
Gurney’s Montauk Resort and Seawater Spa
Getting into Gurney’s Spa requires booking an $85 treatment (at minimum) and a $30 facility fee, but doing so will also get you access to all of its European amenities, including a Roman bath, Finnish rock sauna, Russian steam room, Swiss shower, and—the best part—an indoor, ocean-fed seawater pool with panoramic views of the Atlantic Ocean, the only one of its kind in North America.
Spend the day in Montauk
The town at the easternmost end of the island has become one of the trendiest in the area, but there are still low-key spots there. John’s Pancake House serves a no-frills breakfast, but does have some fancy customers, like comedian Jerry Seinfeld—or grab a pastry at the Bake Shoppe. Many of the beaches don’t offer parking for visitors (like beloved surf spot Ditch Plains), but Hither Hills State Park has beach access and day parking for $10 a car per day, or try the area by the seafood restaurant Gosman’s Dock. Finish the day at Montauket, a dive bar with great views of the sunset over Fort Pond.
See a show at Stephen Talkhouse
This bar on Main Street in Amagansett, in an old house with an American flag draped over the entrance, is also a tiny music venue that has hosted big names, such as Jimmy Buffett, Billy Joel, and Bon Jovi, as well as beloved hometown acts. All styles of music are welcome, from reggae to electronica to pop, and the party goes until 3:30 a.m.