Memorial in Montauk

Lost at Sea Memorial

Visitors to the Montauk Lighthouse may not immediately notice a smaller 15ft structure at the far east end of the park, where the 60ft cliffs fall off into the sea, but for local fishers it’s a daily reminder of the…
Island in South Shore

Fire Island National Seashore

Federally protected, this island offers sand dunes, forests, clean beaches, camping (dune-camping permits $20), hiking trails, inns, restaurants, 15 hamlets and two villages. Its scenery range from car-free areas of…
Museum in East Hampton

East Hampton Town Marine Museum

One of your last outposts before you drive on to Montauk, this small museum dedicated to the fishing and whaling industries is as interesting as its counterpart in Sag Harbor, full of old harpoons, boats half the si…
Museum in Southampton

Parrish Art Museum

In a sleek long barn designed by Herzog & de Meuron, this institution spotlights local artists such as Jackson Pollock, Willem de Kooning and Chuck Close.
Winery in North Fork & Shelter Island

Pugliese Vineyards

Producing wine since 1980, Pugliese does especially nice sparkling varieties. The winery is pleasantly family-run (with some vintages named after favorite aunts) and small scale, unlike some of its more corporate-fe…
Museum in Sag Harbor

Sag Harbor Whaling & Historical Museum

The cool collection here includes actual artifacts from 19th-century whaling ships: sharp flensing knives, battered pots for rendering blubber, delicate scrimshaw and more. It's a bit surreal to see photos of the gi…
Nature Reserve in North Fork & Shelter Island

Mashomack Nature Preserve

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 precautions against ticks, an ever-present problem on the is…
Winery in North Fork & Shelter Island

Lenz Winery

Established in 1978, this is one of the oldest North Fork wineries, and still one of the more eclectic, focusing on European-style wines. The sparkling wines and Gewürztraminer are especially good. Flights from $12.
Arts Center in East Hampton

Pollock-Krasner House

Tour the home of husband-and-wife art stars Jackson Pollock and Lee Krasner – worth it just to see the paint-spattered floor of Pollock's studio. Reservations required for guided tour at noon.
Forest in South Shore

Sunken Forest

This 300-year-old forest, a surprisingly dense stretch of trees behind the dunes, is easily accessible via a 1.5-mile boardwalk trail looping through. It's pleasantly shady in summer, and vividly colored when the le…