Long Island
This Greenport legend was the nation’s oldest restaurant continuously owned by the same family (the Portuguese Claudio clan; since 1870) until 2018 when it was sold to three Greenport loyalist families who have carried on its mostly seafood-heavy traditions with a modern upgrade. Dishes include swordfish ragù, spaghetti with clams, fresh oysters and dry-aged steaks (from Kansas).
For a more casual meal and an epic outdoor bar, hit Claudio's Waterfront on the nearby pier (mains $17 to $26).
27.21 MILES
More than a museum, Mystic Seaport is a re-creation of an entire New England whaling village spread over 17 acres of the former George Greenman & Co…
11.64 MILES
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…
13.6 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…
10.88 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 …
28.84 MILES
For a unique take on East Haven's shoreline, take a ride on this open-sided antique trolley – the oldest continuously running suburban trolley line in the…
29.63 MILES
Housed in a striking 1930s aluminum airport hangar, Saltwater Farm is one of the newest vineyards in Connecticut. Surrounded by tidal marshes and cooled…
29.01 MILES
This community arts center hosts a weekend farmers market (10am to 1pm Saturday, October to May) and an artisan/vendor market (10am to 4pm Saturday and…
26.31 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…
1.25 MILES
One of the newer kids on the North Fork wine block, yet already producing award-winning vintages. You'll be as wowed by the scenery – it's the only local…
1.97 MILES
A half-mile of sun-kissed sands with numerous picnic tables, lifeguards on duty and at least two hotels with restaurant and bar services. It's known as…
3.87 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…
4.67 MILES
Perhaps a poorer sister to the famous Montauk lighthouse, Horton Point was also commissioned by President Washington, but finally built 60 years later by…
5.14 MILES
A sandy slip of land at the end of the North Fork, where you can swim in the calm ocean water (July and August only; 10:30am to 6pm) or rent kayaks to…
5.22 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…
7.18 MILES
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…
7.37 MILES
Iconic Pindar retains the original flavor of North Fork wine, for it was here that the island's boutique industry began back in the 1970s. What was once a…