Easy methods to Spend 5 Days within the Hamptons Throughout the Summer season

The Hamptons are well-known for his or her beautiful seashores, fancy homes, and an unique ambiance that fully defines what a summer time vacation on the East Coast is. This, on prime of an incredible culinary scene and its dedication to the finer issues, makes it the proper place to go for a really elevated vacation, even when it’s only for just a few days. Whether or not you’re into luxurious purchasing, Michelin-starred eating, yacht-filled harbors, or simply chilling with a glass of wine, the Hamptons positive ship a complicated expertise. And guess what? I’ve put collectively the proper 5-day itinerary that will help you take advantage of your summer time journey.

Planning a five-day summer time journey to the Hamptons is about discovering that good mixture of rest and exploration. This well-known stretch of Lengthy Island is greater than only a playground for the elite; it’s a group of villages and hamlets, providing unimaginable seashores, meals, and a chance to attach with each artwork and nature. Right here, discretion and luxurious are paramount.

Day 1: Arrival in Fashion and Seaside Indulgence

First issues first: attending to the Hamptons. Should you’re coming from New York Metropolis, your Hamptons expertise begins not with a automobile trip, however with a personal helicopter switch from Manhattan. You’ll land straight in East Hampton inside minutes, avoiding all summer time visitors, making it the most suitable choice to get there. When you arrive, examine into your lodging. Should you’re on the lookout for one thing further particular, think about a luxurious villa rental within the Hamptons, the place corporations like Dusk Group provide superb locations to remain, like The Westwood Villa in East Hampton, which has 7 bedrooms, 10 loos, and a beautiful inside with a zen backyard and a surprising front room with 25-foot ceilings.

After settling in, your first afternoon is reserved for the seashore, however not simply any seashore. You possibly can attempt a personal cabana on the unique Atlantic Golf Membership in Bridgehampton or prepare for a secluded stretch of sand accessible solely by non-public entry.

Alternatively, you’ll be able to hit Cooper’s Seaside in Southampton, which is without doubt one of the greatest seashores within the space. With its dunes and calm waves, it’s the proper spot to chill out. Should you’re staying in East Hampton, Fundamental Seaside is one other nice possibility. It’s persistently ranked as certainly one of America’s prime seashores, so you’ll be able to’t go mistaken right here.

For dinner, head to an area spot like Lobster Roll (also referred to as Lunch) for, you guessed it, an incredible lobster roll. These sandwiches are a summer time must-have within the Hamptons, and this place does them proper. After that, take a stroll via East Hampton Village, the place the streets are lined with boutiques and high-end outlets.

Day 2: Curated Buying and Unique Leisure

You can begin your second day with a personal chef making ready breakfast in your villa. Many concierge providers can prepare this for you, however if you’d like a unique begin, then you’ll be able to head to Carissa’s Bakery and have breakfast there. Their baked items usually are not solely scrumptious but in addition Instagram-worthy.

When you’re carried out, exit and discover the boutiques in East Hampton, store round, and get a deal with on the world. Right here you’ll discover something from designer shops like Ralph Lauren to native outlets; there’s loads to see right here. Or you’ll be able to simply interact a private shopper to navigate the place and assist you to with the purchasing.

After that, head to Sag Harbor and shift the tempo aboard a privately chartered yacht whereas cruising the shoreline with a relaxing bottle of Dom Pérignon in hand. You possibly can pair this with a go to to the East Hampton Marine Museum in Amagansett for a singular view of the marine historical past of the world.

Within the afternoon, head to Amagansett, a laid-back village with a cool, relaxed vibe. Spend a while at Indian Wells Seaside, or discover the wetlands and dunes of Napeague State Park. Should you’re feeling lively, you’ll be able to hire bikes and trip via the neighborhoods.

Because the solar is hiding, your night is reserved for an intimate ceremonial dinner. Moderately than a public restaurant, have your villa’s employees, or a employed Michelin-starred chef, put together a multi-course meal utilizing domestically sourced caviar and truffles. Or if you wish to attempt native restaurant,s then make your option to Stephen Talkhouse, which is a legendary bar with stay music and a enjoyable, energetic crowd. It’s the proper place to let free and luxuriate in some good music. For dinner, attempt Nick & Toni’s, an East Hampton staple identified for its rustic Italian dishes and domestically sourced components.

Day 3: Personal Winery Excursions and Monumental Views

Take it straightforward within the morning, and begin to take pleasure in your villa’s facilities and the concierge providers, take a dip within the infinity pool, schedule a personal yoga session within the backyard, stroll across the space or simply chill out across the villa. Should you get jungry go and seize bagels from Goldberg’s or take pleasure in a breakfast at your villa.

Later, you’ll be able to head to to Wölffer Property Winery in Sagaponack for a wine tasting session or you’ll be able to elevate the usual wine tasting with a personal, after-hours tour. This isn’t a public occasion; it’s an unique alternative to style limited-edition reserves straight from the barrel with the winemaker. Their glowing rosé cider is a fan favourite, and the winery itself is completely beautiful. Should you want a extra informal expertise, go to The Wine Stand for a picnic.

Within the late afternoon, a chauffeur will drive you to the Montauk Lighthouse for a personal viewing organized simply earlier than closing, providing unobstructed, breathtaking view of the Atlantic. Afterward, seize dinner at Crow’s Nest, which gives stunning sundown views and a relaxed ambiance .

Day 4: Bespoke Adventures and Cultural Entry

Right now is for tailor-made experiences and a time to get lively! If you wish to take pleasure in a extra upscale day, then a privately guided deep-sea fishing constitution, or a reserved tee-time at one of many space’s golf programs will swimsuit you completely. The Hamptons have loads of out of doors actions to supply, and the primary one you should try is Quogue Wildlife Refuge, the place you’ll be able to hike trails and see rescued animals like owls, bobcats, and foxes. Alternatively, you’ll be able to head to Hither Hills State Park for mountain climbing, fishing, and even tenting.

Should you’re within the temper for some tradition, go to the Parrish Artwork Museum in Water Mill. It have works by American artists like William Merritt Chase and Fairfield Porter. One other great place is Guild Corridor in East Hampton, which hosts artwork exhibitions, theater performances, and stay music.

For dinner, go to Scarpetta Seaside at Gurney’s Montauk. It’s proper on the water, so you’ll be able to take pleasure in scrumptious meals with an incredible view. Should you’re on the lookout for one thing extra low-key, thn go and seize a chew at The Clam Bar, which gives contemporary oysters and lobster rolls.

Day 5: Concierge-Stage Buying and a Grand Finale

In your final day, you MUST go to an area farmers market to select up contemporary produce, baked items, and some other goodies to take again with you (belive me you gained’t remorse this). Alternatively you will get your concierge to get you the best artisanal cheeses, uncommon wines, and custom-made linens straight from the native distributors and delivered to your villa for curation. Additionally, whilst you wait to your goodies you’ll be able to cease by BookHampton in East Hampton for a singular e-book or memento, maintain you eyes open right here since there’s all the time one thing happening, a pop-up efficiency, e-book signings, and many others.

The remainder of the afternoon and till dinner attempt to simply do no matter you really liked most throughout your journey, if it was a specific seashore or a specific place, simply go there and luxuriate in your time. Alternatively if you happen to’re into spas, then you’ll be able to deal with your self to a session at Gurney’s Seawater Spa, which is a well known native rest middle.

Now, to finish your journey, you should do it specifically! And there’s nothing extra particular than with a dinner at Il Buco Al Mare in Amagansett. It’s a comfy spot with superb meals. After you’ll be able to seize ice cream from BuddhaBerry or Tate’s Bake Store. However if you happen to’re on the temper for a drink head to Lynns hula hut in Montauk.

Then departure is as seamless as arrival, along with your helicopter ready to whisk you again to actuality.

Conclusion

A five-day summer time journey to the Hamptons, when executed at this degree, is a masterclass in luxurious residing. It’s about remodeling each second from arrival to departure into a personalised, unique, and profoundly luxurious expertise. From the second your ft hit the sand at Cooper’s Seaside, the expertise is about immersing your self on this distinctive ambiance. Whether or not you select a comfy inn or a spectacular luxurious villa rental like The Westwood Villa, you’re setting the stage for an incredible getaway, and this itinerary provides you a roadmap to expertise the perfect of what this iconic vacation spot has to supply.

FAQs

Final Up to date on September 7, 2025