Things to do
It would be impossible to visit The Hamptons without a trip (or several) to the beach. Rub shoulders with the in-crowd at Main Beach in East Hampton – or head to somewhere like Atlantic Avenue Beach for family fun. Ditch Plains in Montauk is one of Long Island’s best surfing spots. Catch a wave here before checking out the historic Montauk Point Lighthouse.
A stay in The Hamptons puts you only a short drive from world-class wineries. Feel the Atlantic breeze while sipping a zesty Pinot Grigio at the Channing Daughters Winery. If rosé is more your thing, make sure you stop at the Wölffer Estate Vineyard in Sagaponack. Or quench your thirst after a long day at the beach with a craft ale at the no-frills Montauk Brewing Company.
The Great Gatsby has done wonders for Long Island’s glitzy reputation. You can tour many of the lavish mansions that came out of the Golden Age, including Eagle’s Nest or the Tudor-style Hempstead House. Art lovers will be intrigued by the Pollock-Krasner House, once home to Jackson Pollock. And for a glimpse of the island’s gritty relationship with the high seas, make a stop at the Sag Harbor Whaling & Historical Museum.