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A Spring Break Weekend in the Hamptons

Boutique shopping street in the Hamptons, Long Island Boutique shopping street in the Hamptons, Long Island

a 3-Day Spring Break in the Hamptons

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

cupsogue beach county park

Cupsogue Beach County Park

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.

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tiki boat long island

Tiki Boat Long Island

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.

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Calissa Hamptons

Calissa Hamptons

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.

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the southampton inn

Southampton Inn

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.

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Day 2

coopers beach

Coopers Beach

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.

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Parrish Art Museum

Parrish Art Museum

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.

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Wölffer Estate Vineyard

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, and wine.

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Biscotti Company

The Biscotti Company

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.

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maidstone hotel

The Maidstone Hotel

The Maidstone, an iconic boutique hotel nestled within the historic district of East Hampton, has been a beloved institution in the community for more than 150 years. In Summer 2024, The Maidstone reopened under the vision and stewardship of LDV Hospitality, bringing a touch of la dolce vita.

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Day 3

The Baker House 1650

The Baker House 1650

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.

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duryea's orient point

Duryea's

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.

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montauk point lighthouse museum

Montauk Point Lighthouse Museum

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.

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gurneys resort

Gurney’s Resort

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.

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Things To Do

Things To Do

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Where To Stay

Where To Stay

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Walkable Downtowns

Walkable Downtowns

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