A Spring Break Weekend in the Hamptons

3 Days

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.

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…

  • 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…

  • 1020 Montauk Hwy
  • (631) 500-9292

Calissa is Mykonos in the Hamptons. Our menu focuses on seafood and Greek dishes such as salt baked fish, seafood pasta and Mediterranean mezze. Our wine list has been awarded The Award of Excellence from Wine Spectator and boasts the largest selection of rosé in the Hamptons. The name Calissa is…

  • 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…

  • 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…

  • 4603 Middle Country Road
  • (800) 977-8390

The Biscotti Company is a bakery founded by Bruno LoGreco, a passionate baker with a strong family history of biscotti making. Bruno grew up learning to bake biscotti from his grandmother, who was from Sicily, and has since put his own spin on the traditional recipe, creating a crispy, crunchy…

  • 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…

  • 40200 Main Rd
  • (631) 668-2410

Our restaurants embrace their iconic reputation as casual seaside gems while embodying a chic and festive ambiance fueled by long, lazy rosé-filled days and nights. The Duryea's experience embraces a time-honored tradition of clipboard orders placed at a cashier window. The captivating nature of our…

  • 2000 Montauk Highway
  • (631) 668-2544

The Montauk Point Lighthouse Museum is a delightful day trip for anyone on Long Island. This National Historic Landmark boasts a 110-foot tower that visitors are encouraged to climb, a 360 degree vista of Montauk Point, an engaging museum detailing the maritime history of Long Island and the…

  • 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.

  • 24 East 2nd Street

Every great memory begins at "The End!" Come stop by Montauk Distilling Company in Riverhead to experience their fully operational distillery and tasting room open to the public! Come for the tastings, and then leave with some of the amazing locally-made, award winning spirits from the shop as well.

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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