What is the best time to visit the Hamptons?

Summer — roughly June to September, peaking in July and August. September's "second season" is a local favourite: warm ocean, golden light, fewer crowds and easier reservations. Outside summer, the Hamptons are serene and quiet.

Why is September a good time in the Hamptons?

It's the "second season" — the ocean is still warm, the light is golden, the crowds have thinned and the best tables and beaches are easier to enjoy. Many regulars consider it the finest time.

Can you arrange a private estate with chef and staff?

Yes — a hedged, fully staffed private estate with pool and ocean or bay access, a private chef and dedicated team is the heart of a luxury Hamptons stay, and exactly what we secure.

How much does a luxury Hamptons trip cost?

As an indicative guide, a luxury stay starts from around US$2,000 per night, with peak-season (July–August) private estates far higher. We give a clear from-price and never quote a final total until it's designed around you — it depends on the home, staffing and dates.

What is there to do in the Hamptons?

Atlantic beaches from Southampton to Montauk, the North Fork's vineyards and farm stands, celebrated restaurants, tennis and golf, galleries and the social season. We curate the days to your pace and secure the access and tables.

How do you get to the Hamptons from New York City?

A short helicopter or seaplane hop, or a scenic drive — we arrange the transfer end-to-end, making the Hamptons an easy summer base or a pairing with a few days in Manhattan.

Are the Hamptons good for families?

Yes — beaches, a private estate with pool, gentle activities and farm-country charm suit families, and we arrange vetted childcare and private experiences. The calmer June and September weeks suit families especially.

How far ahead should I book the Hamptons?

Six to twelve months for the finest private estates in July–August, which are limited and book a year out. June and September can be arranged on somewhat shorter notice, but the best homes still go early.

Luxury Hamptons Guide — When to Go and What It Starts From

America's most storied summer shore — ocean dunes, hedged estates and a season of its own. How to experience the Hamptons in private luxury, when to go, and what it starts from.

Curated by Juan David· Travel Agent, Forest Travel· Updated June 2026

Key takeaways

The season is summer — roughly June to September, peaking July–August; September's "second season" is warm, quieter and a local favourite.
The heart of a Hamptons trip is a private estate — hedged, staffed, with pool and ocean access.
From the Atlantic beaches to Montauk, vineyards, farm stands and celebrated tables define the days.
Close to New York City — an easy helicopter or drive, ideal as a summer base or a city pairing.
As an indicative guide, a luxury Hamptons stay starts from around US$2,000 per night — peak-season estates are far higher; the final cost depends on the home and dates.
We secure the estate, private chef and staff, and the access and tables that define a Hamptons summer.

A season of its own

The Hamptons run on summer. The season is roughly June to September, peaking in July and August when the social calendar, the beaches and the tables are at full tilt. September — the local "second season" — is a quiet secret: warm ocean, golden light, fewer crowds and easier reservations. Outside summer, the Hamptons wind down to a serene off-season.

The private estate

The heart of a Hamptons trip is a private estate — hedged for privacy, fully staffed, with a pool and ocean or bay access. We secure the home, a private chef and the staff, turning a summer stay into something effortless and entirely your own.

The days

From the Atlantic dunes of East Hampton and Southampton to the surf and lighthouse of Montauk, the days move between beach, the North Fork's vineyards and farm stands, celebrated restaurants, tennis and golf, and the gallery-and-social season. We curate it to your pace.

Close to the city

The Hamptons sit a short helicopter hop (or scenic drive) from New York City — ideal as a summer base, a weekend escape or paired with a few days in Manhattan. We arrange the seaplane or helicopter and seamless transfers.

What a luxury Hamptons stay starts from

As a luxury advisory we quote a from-price, not a final one. Indicatively, a luxury stay starts from around US$2,000 per night, with peak-season private estates far higher; the real figure depends on the home, the staffing and the dates. We share the starting point candidly and design the rest — chef, staff, access and tables — around you.

Common Questions

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Photograph: Clay LeConey / Unsplash