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undefined Itinerary

Last updated: 2024 Jun 14

Morning

Wake up early and take a stroll along Main Beach in East Hampton, one of the most beautiful beaches in the world. Get your caffeine fix at Hampton Coffee Company and then head to the Montauk Lighthouse for a stunning view of the Atlantic Ocean.

Afternoon

Spend the afternoon exploring the charming town of Sag Harbor. Visit the Whaling Museum and learn about the history of the town, then head to the Sag Harbor Brewing Company for some locally brewed beer. End the afternoon with a seafood feast at Dock House.

Evening

Enjoy a sunset cocktail at The Surf Lodge in Montauk, one of the hottest spots in the Hamptons. Stay for dinner and listen to live music while enjoying fresh seafood.

Bedtime

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Morning

Take a yoga class at Yoga Shanti in Sag Harbor to start your day off right. Next, head to the Parrish Art Museum in Water Mill to explore their impressive collection of American art.

Afternoon

Visit the Wolffer Estate Vineyard for a wine tasting and tour of the beautiful property. Afterward, head to Lunch in Southampton for delicious sandwiches and salads.

Evening

Catch a movie at the historic Southampton Cinema, then enjoy a dinner at the 1770 House, a charming inn and restaurant with a farm-to-table menu.

Bedtime

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Morning

Rent a bike and explore the scenic back roads of the Hamptons. Stop at Round Swamp Farm in East Hampton for fresh produce and baked goods.

Afternoon

Visit the Pollock-Krasner House and Study Center in Springs, the former home and studio of artists Jackson Pollock and Lee Krasner. Take a tour of the property and see where some of their most famous works were created.

Evening

Enjoy dinner at Nick & Toni's, a Hamptons institution known for its Mediterranean-inspired cuisine.

Bedtime

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Morning

Take a surf lesson at Ditch Plains Beach in Montauk, one of the best surf spots on the East Coast. Afterward, head to Joni's Kitchen in Montauk for a healthy breakfast or lunch.

Afternoon

Visit the Madoo Conservancy in Sagaponack, a beautiful garden sanctuary that features a collection of rare and unusual plants. End the afternoon with a visit to the Channing Daughters Winery for a wine tasting.

Evening

Have dinner at The Crow's Nest in Montauk, a laid-back restaurant with a beachy vibe and fresh seafood.

Bedtime

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Morning

Take a hike through the beautiful Hither Hills State Park in Montauk. Afterward, head to Estia's Little Kitchen in Sag Harbor for a hearty breakfast or lunch.

Afternoon

Visit the LongHouse Reserve in East Hampton, a stunning 16-acre sculpture garden and art museum. End the day with a sunset sail on the Madeline, a classic sailboat that offers scenic tours of the Hamptons coastline.

Evening

Enjoy dinner at Tutto il Giorno in Sag Harbor, a chic Italian restaurant known for its homemade pasta and fresh seafood.

Bedtime

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