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8 Days Exploring The Hamptons Itinerary

Last updated: 2024 Jun 14

Arrival and Beach Relaxation

Morning

Start your day with a delicious breakfast at Hampton Coffee Company, known for its freshly brewed coffee and delightful pastries. After breakfast, head to Coopers Beach in Southampton to soak up the sun and enjoy the pristine sands.

Afternoon

For lunch, visit Lobster Roll Restaurant, a local favorite for seafood lovers. Afterward, explore the Southampton Historical Museum to get a sense of the rich history of the area.

Evening

Dine at East Hampton Grill for a sophisticated evening meal. After dinner, take a leisurely stroll along Main Beach in East Hampton to enjoy the sunset.

Bedtime

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Art and Nature Day

Morning

Begin your day with breakfast at Golden Pear Cafe, offering a variety of healthy options. Then visit the Parrish Art Museum in Water Mill to admire contemporary art.

Afternoon

Have lunch at Southampton Social Club, known for its vibrant atmosphere and delicious dishes. Spend your afternoon exploring LongHouse Reserve, an art-filled garden that combines nature and creativity.

Evening

Enjoy dinner at The 1770 House Restaurant & Inn, which offers an intimate dining experience. End your evening with a visit to Guild Hall in East Hampton for some live performances or exhibitions.

Bedtime

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Historical Exploration

Morning

Kick off your morning with breakfast at Caffé Monte, famous for its European-style coffee and pastries. Visit the Montauk Point Lighthouse Museum to learn about maritime history.

Afternoon

For lunch, head over to Inlet Seafood Restaurant which offers stunning views and fresh seafood. Spend your afternoon hiking through Camp Hero State Park for some outdoor adventure.

Evening

Dine at Nick & Toni's in East Hampton, renowned for its farm-to-table cuisine. Conclude your day with a relaxing evening walk along Ditch Plains Beach.

Bedtime

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Shopping and Wine Tasting

Morning

Start your day with breakfast at Tate's Bake Shop, known for its scrumptious baked goods. Spend your morning shopping in the charming boutiques of Sag Harbor.

Afternoon

Enjoy lunch at Bay Kitchen Bar overlooking Three Mile Harbor. In the afternoon, go wine tasting at Wölffer Estate Vineyard in Sagaponack.

Evening

Have dinner at The Palm East Hampton which offers classic American fare. End your evening with cocktails at The Surf Lodge in Montauk.

Bedtime

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Outdoor Adventures

Morning

Begin with breakfast at Jack's Stir Brew Coffee, popular for its organic coffee and vegan treats. Head out to Shinnecock East County Park for some fishing or bird watching.

Afternoon

Lunch will be served at Estia's Little Kitchen, known for its cozy atmosphere and delicious menu. Spend your afternoon kayaking on Georgica Pond or paddleboarding on Mecox Bay.

Evening

Dine at The American Hotel Restaurant in Sag Harbor which offers an elegant dining experience. Finish off with stargazing on Foster Memorial Beach.

Bedtime

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Cultural Immersion Day

Morning

Breakfast will be enjoyed at Pierre's Bridgehampton, famous for its French-inspired cuisine. Visit Bridgehampton Museum to delve into local culture and history.

Afternoon

Have lunch at Page At 63 Main offering farm-to-table dishes made from locally sourced ingredients. Explore Madoo Conservancy’s beautiful gardens afterward.

Evening

Dinner will be served at The Bell & Anchor where you can savor fresh seafood dishes while enjoying waterfront views.

Bedtime

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Relaxation & Spa Day

Morning

Start off with breakfast from{ R-Harbor Market & Kitchen }, known for their organic offerings before heading over to Gurney’s Montauk Resort & Seawater Spa.

Afternoon

Lunch will be enjoyed from{ R-Scarpetta Beach } within Gurney’s Resort followed by more relaxation time by their private beach.

Evening

End this relaxing day dining back within Gurney’s Resort enjoying fine Italian cuisine from{ R-Il Buco Al Mare }

Bedtime

Find amazing hotels in The Hamptons, New York.