Find beaches, wine and historic sites within easy reach of New York City.
Long Island might seem like a simple stopover outside of New York City, but there’s much to explore: oceanfront views, best-in-class wineries and some of New York’s richest history. With miles of sandy beaches, stellar restaurants, grand estates and hundred-year-old lighthouses, Long Island is a lush, peaceful getaway spot. Whether you head to the Hamptons, the North Fork or Nassau County, you can see the best of it in a long weekend.
Explore Long Island
- North Fork
- North Nassau County
- South Shore
- The Hamptons
Montauk is located on the easternmost point of Long Island, where upscale but easygoing resorts and spas charm those craving a calming beach escape without the glitzy scene of the Hamptons. You’ll still find high-end shops and great dining, but with a laid-back, barefoot feel.
Beaches, State Parks, Nightlife
The bucolic North Fork of Long Island is where visitors can find most of the island’s 50-plus wineries. Nearby, the town of Greenport is a small village on the water with restaurants and shopping, perfect for a quick intermission between tasting stops.
North Nassau County
Whether you are indulging in Oyster Bay’s local seafood or exploring classical gardens and historic mansions, the stately houses and quaint towns on the north end of Long Island will fit the bill.
History, Golfing, Nature
The South Shore of Long Island is an expansive stretch of idyllic towns and beachy communities, including the famed Fire Island and Long Beach boardwalk. Camp out in Robert Moses State Park, or simply stroll along the beach of these barrier islands packed with ocean amenities.
The Hamptons are a glitzy celebrity haven with multimillion-dollar mansions lining the shore. But there’s more to explore, including some of the best beaches in the area. And along with designer boutiques, fine dining and bars, there’s also a thriving arts scene.
Shopping, Fine Dining, Luxury Homes, Beaches
Stay in The Center of it All
Immerse yourself in your destination at these centrally located hotels.
Experience a Long Weekend on Long Island, New York
Beat the Weekend Crowds to the South Shore Beaches
Beat the weekend crowds to the beaches by exploring everything the South Shore has to offer. Whether you decide to stroll the boardwalk in Long Beach or check out the pristine sandy shore around Fire Island, these beaches are only a short train ride or drive from New York City, and a great spot to start your weekend.
Unwind in the Hamptons
Head farther east to take a bite out of some of Long Island’s best dining, shopping and more in the Hamptons and Montauk. Beautiful beaches and relaxing resorts dot the shoreline in this luxurious area of the island known for high-end experiences.
Wrap Up the Weekend Wine-Tasting in the North Fork
A trip to Long Island would be incomplete without visiting the North Fork wineries. Hop on a tour or create your own self-guided exploration of all of the expansive vineyards that cement Long Island’s spot on any wine connoisseur’s must-visit list.