A series of villages strung along the eastern tip of Long Island, the Hamptons are a beloved summer escape for chic New Yorkers. With a combination of glammed up farmland and miles of gorgeous beaches, this summer colony continues to evolve each year with hot spot restaurants, stylish shops and charming boutique inns.

  • Perfect for
    Families | Foodies | Romantics | Style Mavens
  • When to go
    June-August | September-November
  • Ideal length of stay
    3-5 Nights

Designing Your Journey

Work with Indagare to design the perfect itinerary for an immersive journey. Our travel experts know the destination inside and out, and they can make recommendations based on your travel needs and preferences.

  • EssentialHamptons-LP

    Essential Hamptons

    Experience the best of the Hamptons with a customized itinerary that includes special access, touring and exclusive reservations. Here is just one example of what our travel specialists can arrange for you.

    • Day 1: Southampton

      Southampton is often considered the first village in the Hamptons and with its elegant, tree-lined streets, chic boutiques and excellent dining, it is the perfect introduction to the summer enclave. Spend the day perusing stylish beach wear and home design on Main Street and Jobs Lane, and then relax in the afternoon at Cooper’s Beach, a pristine stretch of sand and surf a few minute’s drive from town. Afterwards, dine at one of Indagare’s favorite restaurants in the village.

    • Day 2: Sag Harbor and Shelter Island

      Sag Harbor, a former whaling village, lies on the inside of the fork, facing the Great Peconic Bay. The town is lined with quaint Victorian homes as well as excellent shopping and dining. Before sunset, take the nearby car ferry to Shelter Island, a quiet haven of waterfront estates and a few restaurants and dine at Sunset Beach, a buzzy alfresco spot that brings a little St. Barth’s flair to the crescent-shaped beach.

    • Day 3: East Hampton, Amagansett and Montauk

      The largest and glitziest of the villages, East Hampton is naturally beautiful with a peaceful pond leading into the charming downtown and sprawling estates lining Lily Pond Lane. There are great boutiques in town and in nearby Amagansett, but don’t miss time at the Main Beach. Surfers can head east to Montauk for big breaks and surf scene. Afterwards, enjoy dinner at one of Montauk’s buzzy restaurants or return to East Hampton.

Where To Stay

We only feature hotels that we can vouch for first-hand. At many of them, Indagare members receive special amenities, including upgrades, early check-in, breakfast, spa credits and more. Look for the Indagare Plus logo in the reviews.

  • Member Stories

    “We think Sag Harbor is more down to earth and a little bit cooler than the rest of the Hamptons, which is more our speed. We'd like to return there and maybe bring the kids sometime.”
    An Indagare member since 2014
Indagare's Mary Elizabeth Moore
“Even after the summer crowds dwindle post-Labor Day, the Hamptons remains an ideal spot to escape the city’s hustle and bustle. In early autumn, the beaches also feel much quieter, and it’s easier to secure reservations at the year’s must-try restaurants.”
Ready to go and in need of expert trip planning? Contact us today.

What To Read

Everything we recommend is sourced first-hand by our well-traveled team and incredible network of insiders and resources around the world. Here are some the latest articles, interviews, and book and film recommendations not to be missed.

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