The Hamptons are well-known for his or her gorgeous seashores, fancy homes, and people attribute laid-back vibes that may solely be present in beachy locations. This, on high of an incredible culinary scene and a touch of luxurious, makes it the proper place to go for an incredible vacation, even when it’s only for just a few days. Whether or not you’re into purchasing, consuming, beach-hopping, or simply chilling with a glass of wine, this place has one thing for everybody. And guess what? I’ve put collectively the proper 5-day itinerary that will help you profit from your summer season journey.
Planning a five-day summer season 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 set of villages and hamlets, providing unbelievable seashores, meals, and a possibility to join with each artwork and nature.
Day 1: Arrival and Seashore Time
First issues first: attending to the Hamptons. For those who’re coming from New York Metropolis, you may hop on the Lengthy Island Rail Street from Penn Station or take the Hampton Jitney bus, which drops you off proper within the heart of the town. When you arrive, test into your lodging. For those who’re on the lookout for one thing additional particular, contemplate a luxurious villa rental within the Hamptons, the place firms like Dusk Group provide superb locations to remain, like The Westwood Villa in East Hampton, which has 7 bedrooms, 10 loos, and a stunning inside with a zen backyard and a surprising front room with 25-foot ceilings.
After you’ve dropped your luggage, it’s time to hit the seashore! The Hamptons are well-known for his or her pristine shores, and Cooper’s Seashore in Southampton is likely one of the finest. With its rolling dunes and calm waves, it’s the proper spot to chill out. For those who’re staying in East Hampton, Primary Seashore is one other nice choice. It’s persistently ranked as one in every of America’s high seashores, so you may’t go fallacious right here.
For dinner, head to a neighborhood spot like Lobster Roll (also called Lunch) for, you guessed it, an incredible lobster roll. These sandwiches are a summer season 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: Exploring East Hampton and Amagansett
Begin your day with breakfast at Carissa’s Bakery. Their baked items will not be solely scrumptious but additionally Instagram-worthy. When you’re performed, exit and discover the boutiques in East Hampton. From designer shops like Ralph Lauren to native outlets, there’s lots to see right here. Don’t neglect to take a look at East Hampton Marine Museum in Amagansett for a novel view of the marine historical past of the realm.
Within the afternoon, head to Amagansett, a laid-back village with a cool, relaxed vibe. Spend a while at Indian Wells Seashore, or discover the wetlands and dunes of Napeague State Park. For those who’re feeling energetic, you may lease bikes and trip via the neighborhoods.
Because the solar is hiding, make your option to Stephen Talkhouse, which is a legendary bar with dwell music and a enjoyable, energetic crowd. It’s the proper place to let unfastened and luxuriate in some good music. For dinner, strive Nick & Toni’s, an East Hampton staple recognized for its rustic Italian dishes and regionally sourced elements.
Day 3: Wine Tasting and Scenic Views
Take it straightforward within the morning. Seize bagels from Goldberg’s or take pleasure in breakfast at your villa. For those who’re staying at a luxurious rental like The Westwood Villa, reap the benefits of the facilities and the concierge providers, so go for a dip within the pool or simply chill out across the space.
No journey to the Hamptons is full with out wine tasting! And for that, you should head to Wölffer Property Winery in Sagaponack for a tasting session. Their glowing rosé cider is a fan favourite, and the winery itself is completely gorgeous. For those who desire a extra informal expertise, go to The Wine Stand for a picnic.
Within the late afternoon, drive out to Montauk to see the long-lasting Montauk Lighthouse. It’s a historic landmark with gorgeous views of the ocean, which is ideal for photographs! Afterward, seize dinner at Crow’s Nest, which presents lovely sundown views and a relaxed ambiance.
Day 4: Out of doors Adventures and Tradition
Time to get energetic! The Hamptons have loads of outside actions to supply, and the primary one you should try is Quogue Wildlife Refuge, the place you may hike trails and see rescued animals like owls, bobcats, and foxes. Then again, you may head to Hither Hills State Park for climbing, fishing, and even tenting.
For those who’re within the temper for some tradition, go to the Parrish Artwork Museum in Water Mill. It has 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 dwell music.
For dinner, go to Scarpetta Seashore at Gurney’s Montauk. It’s proper on the water, so you may take pleasure in scrumptious meals with an incredible view.
For those who’re on the lookout for one thing extra low-key, then go and seize a chunk at The Clam Bar, which presents contemporary oysters and lobster rolls.
Day 5: Procuring and Farewell Enjoyable
In your final day, you MUST go to a native farmers market to choose up contemporary produce, baked items, and different goodies to take again with you (consider me, you gained’t remorse this). Not solely is it scrumptious, nevertheless it’s additionally an effective way to help native farmers. Additionally, be sure you cease by BookHampton in East Hampton for a novel guide or memento. Maintain your eyes open right here since there’s at all times one thing happening, a pop-up efficiency, guide signings, and so forth.
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 selected seashore or a selected place, simply go there and luxuriate in your time. Perhaps it’s one final seashore day, or maybe you need to discover Sag Harbor’s streets. Then again, when you’re into spas, then you may deal with your self to a session at Gurney’s Seawater Spa, which is a widely known native rest heart.
Now, to finish your journey, you should do it particularly! And there’s nothing extra particular than a dinner at Il Buco Al Mare in Amagansett. It’s a comfy spot with superb meals. After you may seize ice cream from BuddhaBerry or Tate’s Bake Store. However when you’re within the temper for a drink, head to Lynn’s Hula Hut in Montauk.
Conclusion
A five-day summer season journey to the Hamptons is the proper probability to craft you’re personal set of days that mix rest, exploration, and a little bit of indulgence. From the second your ft hit the sand at Cooper’s Seashore, 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
Whereas having a automotive is at all times the best choice, and the one that provides essentially the most flexibility, it isn’t necessary. You may strive providers like The Hampton Hopper, which is a neighborhood shuttle service that connects many key areas.
Completely. Past the seashores, that are an enormous draw for households, there are a ton of child-friendly points of interest. For instance, the Kids’s Museum and the Quogue Wildlife Refuge.
Is it essential to make restaurant reservations upfront?
Sure, through the summer season months, that is extremely really useful. The Hamptons is a seasonal vacation spot, and widespread eating places get booked early, particularly for dinner on weekends.
The 2 hottest choices are the Lengthy Island Rail Street (LIRR), which runs to a number of Hamptons stations, and the Hampton Jitney bus service.
Whereas it’s recognized for luxurious, a Hamptons journey will be tailor-made to any finances. All you want to do is go for lodging like a guesthouse or a rental away from the village heart
Final Up to date on September 6, 2025
