A Spring Break Weekend in the Hamptons

3 Days

Long Island beaches are world-renowned for their fine white sand, spectacular waves, miles of boardwalks, beach trails, shore-side restaurants, public picnic areas, and beautiful sunrises & sunsets. The celebrity-famed resort areas of the Hamptons & Montauk on Long Island’s South Fork offers an array of year-round activities. Head to the Hamptons for glitz, glam, and luxury, and visit “the end” of Long Island’s South Fork in Montauk for an immersion into the surf culture and beachside charm.

LIRR INFO

Take the Long Island Railroad East on the Montauk branch to head to Westhampton, Hampton Bays, Southampton, East Hampton, and Montauk.

Day 1

  • 906 Dune Road
  • (631) 852-8111

This 296 acre barrier beach park offers lifeguard supervised Atlantic Ocean swimming, sun bathing on white sand beaches, and some of the finest saltwater bass fishing on the Island. A snack bar, rest rooms, first aid center, shower, and changing rooms are all situated at Cupsogues pavilion. This…

  • 445 Vanderbilt Blvd
  • (631) 648-8055

Welcome aboard the Tiki Boat “Enchanted”! This brand-new vessel is designed as a bar/nightclub on the water! With a capacity up to 30 guests, this custom-built masterpiece is crafted with meticulous attention to detail. It features a unique u-shaped bar with 12 mounted bar stools, where you can…

Shopping Info

Shop in Downtown Southampton for luxury brands, modern art, unique finds, and more. Don’t forget to stop at Tates Bake Shop, home of the famous Tate’s Cookies.

  • 17 Meeting House Lane
  • (631) 283-2494

The Southampton History Museum was organized in 1898 and incorporated in 1910. In its early days, the Museum collected and exhibited historical objects and documents relating to the history and development of Southampton, organized pageants and gave lectures on antiques. By 1960 the Rogers Mansion…

Pair land and sea with a selection of meats, sushi and fish. This fine dining spot offers lively nightlife and outdoor open space.

  • 91 Hill Street
  • (631) 283-6500

The Southampton Inn's 90 luxury rooms are set on 5 manicured acres in Southampton village, within walking distance to village restaurants, boutiques, museums, galleries and nightlife. Claude's Restaurant is open year round for Daily Breakfast and Weekend Brunch. You can dine in Claude's Cafe, or…

Day 2

  • 268 Meadow Lane
  • (631) 283-0247

Coopers Beach in Southampton is often rated among the Top Ten Beaches in America according to Dr. Beach, and is consistently named on the listing of America’s Top Ten Beaches. Visitors can enjoy the white sandy shores with the backdrop of nature and historic mansions. Located on Dune Rd., the beach…

Stop for Tea

Have a cup of tea at Plain-T (Tea Room)

French bistro serving up seasonal dishes in a historic building with a hand carved bar. Almond often welcomes artists and writers for open mic nights.

  • 279 Montauk Highway
  • (631) 283-2118

The Parrish Art Museum celebrates the artistic legacy of Long Island’s East End, one of America’s most vital creative centers. Since the mid 1950s the Museum has grown from a small village art gallery into an important art museum with a collection of more than 2,600 works of art by contemporary…

Wölffer is Long Island’s premier South Fork winery, operating since 1988. Insider Trip: try the Summer in a Bottle Rosé. The 55 acres of estate provide a picturesque background and private experience. The Private Pergola Experience includes a tour, pergola table reservation with small plates, wine…

Classic American fare and comfort food paired with hand-picked wines and local produce.

  • 207 Main Street
  • (631) 324-5006

The Maidstone Hotel & Restaurant is open everyday, all year round for breakfast, brunch, lunch, cocktails, dinner, cocktails again and late night snacks. The hotel is right on East Hampton Main street, by the pond, just a short walk from the beach.

Day 3

  • 181 Main Street
  • (631) 324-4081

Nestled in the beautiful, historic Village of East Hampton, NY, The Baker House 1650 is a masterpiece of 17th Century Cotswold-inspired architecture. While possessing the homey, yet majestic aura of a superb English manor, The Baker House 1650 caters to its guests with the utmost in beautiful…

  • 2000 Montauk Highway
  • (631) 668-2544

National Maritime Historic Landmark. Museum, tower and gift shop. Admission price includes museum, gift shop and tower climb as well as a 28 minute video. This is the oldest lighthouse on Long Island, and also the oldest in New York State, completed in 1796 on a spot where the Royal Navy had…

Insider Tip

Most beaches have a daily or seasonal fee between Memorial Day and Labor Day. GET MORE INFORMATION

  • PO BOX 2648
  • (631) 668-9283

Whether it is your first time out or you are an experienced rider, we can guide you down the path to becoming a better surfer. CoreysWave specializes in private and group surf lessons, stand-up paddling, personal surf training, kids' surf classes, winter surfing and surfing in exotic locations.

MTK Lobster House’s original location is a staple in the local community of Montauk. Take part in their popular program “You Hook’Em, We Cook’Em.”

Shopping Info

Shop for souvenirs in the Plaza Sports building.

Montauk Brewing Company, Long Island’s easternmost brewery, is housed in a red barn with the taproom, tiny outdoor patio and picnic tables reflecting the mellow Montauk mentality and, come summer, you’ll find people drinking blue cans of Montauk Summer Ale on the local beaches. The brewery produces…

Visit the oldest working ranch in the USA and go horseback riding on the beach.

The oldest restaurant in Montauk. This trendy eatery with LED lights and white-walled exterior is a reboot of a longtime American eatery which features an outdoor patio and live music.

Gurney’s has two properties in Montauk, Gurney’s Star Island Resort & Marina and Gurney’s Montauk Resort & Seawater Spa. At Gurney’s Star Island, there are 84 elegantly appointed guestrooms, all with outdoor terraces, and 23 select hideaway villa rooms offer a tranquil relaxing getaway. At Gurney’s…

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