Top choice
Stop by the graceful Tuscan-villa-style tasting room of Wölffer Estate, the whitewashed walls and massive wooden beams of which set the scene for cheese-paired crisp whites and earthy reds Wölffer is renowned for. The setting, from the expansive stone patio, is phenomenal.
Experiment with some of the vineyard's more unusual offerings, including ciders, gin, rosés and Rieslings. Its nearby Wine Stand also hops on Friday and Saturday nights.
5.27 MILES
In a sleek, long barn designed by Herzog & de Meuron, this institution spotlights local artists such as Jackson Pollock, Willem de Kooning, Chuck Close…
14.13 MILES
This restored 1880s farmhouse and winery lures oenophiles in the know not only for its excellent, age-worthy wines often touted as Long Island's best …
23.71 MILES
Visitors to the Montauk Lighthouse may not immediately notice a smaller 15ft structure at the eastern end of the park, where the 60ft cliffs fall off into…
26.3 MILES
Though not off the beaten path by any means, the two full miles of flat, sandy beach at Hammonasset Beach State Park handily accommodate summer crowds…
29.77 MILES
Done up in a Greek Revival style replete with a sculpture garden, a mural plaza, fountains and a large performance area, this not-for-profit art space…
11.55 MILES
This estate prides itself on sustainable production practices. A gorgeous tasting room is a repurposed potato barn and serves charcuterie and artisanal…
6.97 MILES
The 2000 acres of this Shelter Island reserve, shot through with creeks and marshes, are great for kayaking, birding and hiking (no cycling allowed). Take…
22.44 MILES
Covering the eastern tip of the South Fork is Montauk Point State Park, with its impressive lighthouse. A good place for windswept walks, surfing, surf…
1.94 MILES
This vineyard has 30 acres of vine trellises and grape plants. Step across the wide brick patio that looks out onto the property, and keep your eyes…
2. Sag Harbor Whaling & Historical Museum
3.79 MILES
The cool collection here includes actual artifacts from 19th-century whaling ships: sharp flensing knives, battered pots for rendering blubber, delicate…
3. Thomas & Mary Nimmo Moran Studio
4.45 MILES
Built in 1884, the National Historic Landmark was the first artist studio built in East Hampton, making its beginning as an artist colony. The Queen Anne…
5.27 MILES
In a sleek, long barn designed by Herzog & de Meuron, this institution spotlights local artists such as Jackson Pollock, Willem de Kooning, Chuck Close…
6.97 MILES
The 2000 acres of this Shelter Island reserve, shot through with creeks and marshes, are great for kayaking, birding and hiking (no cycling allowed). Take…
7.12 MILES
Before the Hamptons were the Hamptons, there was this clutch of buildings, now nicely maintained and spread around Southampton. The main museum is Rogers…
7.21 MILES
A well-appointed space in a pretty brick building, the gallery features local artists, while the performance space has concerts, films and other events…
7.77 MILES
A lovely stretch of Shelter Island sand that is popular with families. There are a few picnic tables as well as a roped-off swimming area that's calm and…