Curator’s statement
Escape to the sun-soaked shores of Montauk and the sophisticated allure of the Hamptons for an unforgettable summer weekend. From sandy beaches to upscale experiences, immerse yourself in the quintessential coastal charm that defines this region during the summer season.
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Day 1: Southampton
On your way to the end of long island, we recommend making a pit stop in Southampton before reaching Montauk, to get a true taste of old money.
Start your day with a sophisticated breakfast at Sant Ambroeus, a renowned Italian eatery known for its elegant ambiance and delectable menu.
After breakfast, take a leisurely stroll around downtown Southampton's Main Steet, exploring boutique shops and enjoying the charming atmosphere. Once you've wrapped up here, take the scenic drive to Montauk, where the sun-kissed beaches await.
For dinner, opt for a spot with a breathtaking view of the sunset. We recommend Clam and Chowder House at Salivar's Dock for some of the freshest lobster, in a casual setting.
End your evening at Bounce Beach, a vibrant beach bar perfect for enjoying cocktails and the lively atmosphere, before turning in for the night at your beachfront resort.
Day 2: Montauk
Kick off your day with a delightful breakfast at The Montauk Bake Shoppe, a local favorite known for its fresh pastries and breakfast delights.
Spend the day basking in the sun at South Edison Beach right in front of your resort, a popular surf spot with a relaxed vibe.
For dinner, savor seafood at its finest at Duryea's, a waterfront restaurant offering stunning views of Fort Pond Bay in a modern setting.
As the night unfolds, head to The Surf Lodge for a laid-back bar experience with live music (and potentially a celebrity sighting)."
Day 3: East Hampton
Begin your day with a hike around Shadmoor State Park for cliffside panoramic views of the ocean, or to Montauk Point Lighthouse for the stunning "end of the word" view.
Next, head over to East Hampton at visit Wölffer Estate Vineyard, where you can enjoy a classic Hamptons wine tastings amidst picturesque vineyards.
Take a stroll around downtown East Hampton Main Street, exploring boutique stores and immersing yourself in the charming atmosphere.
For dinner, indulge in a delightful meal at Moby's, a waterfront restaurant known for its seafood and Mediterranean-inspired cuisine.
After dinner, end your weekend on a sweet note, savoring the last moments of your summer getaway in the Hamptons before heading back home.
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Travel Advisor
Kendal Brock
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Looking for more travel inspiration? Check out my itinerary, Discover The Algarve, Portugal.
This itinerary is part of our ongoing series on travel to New York.