The Perfect Hamptons Weekend

The Perfect Hamptons Weekend

We are all about spending as many summer weekends in the Hamptons as possible so we have created a couple weekend itineraries for different kind of Hampton explorers.


The Newby

The Hampton beaches are known for being high tourist attractions. This is understandable considering they have pristine beaches, top notch restaurants, and various activities suitable for any type of vacationer. First off, it is important to know that the ‘Hamptons’ includes dozens of towns and beaches that are sometimes a few hours away from each other. Our idea of a perfect first time in the Hamptons is to visit the quaint sea town of Sag Harbor:

First and foremost, breakfast. If you’ve never been, Estia’s Little Kitchen is one of Sag Harbors best breakfast/brunch spot. Enjoy a bite to eat then head to the beach! The Sag Harbor Charter trips with Captain Hagen and his wife are all the rage, and for good reason. They provide life jackets, a spacious boat, and an excursion specific to your wants.When your journey over the ocean is finished, who wouldn’t crave seafood? Lunch at the Dock House would definitely satisfy that craving. The mixed seafood platter is suggested.

What better way to work off that filling lunch than with shopping on Main Street! This historic street is full of charming boutiques and stores that can captivate you for hours.If you can tear yourself away from shopping, the Beacon restaurant is an excellent dinner location. It offers an outstanding view of the marina and is full of vibrant yet intimate energy.


The Veteran

For those of you that have been to the Hamptons every summer weekend since who knows when, we understand you are looking to avoid the tourist locations. Here is what we suggest for spots to try that may not be on your radar:

Breakfast at the Hampton Maid in Hampton Bays is always a good way to start the day. It gives a homey environment with excellent food. If you’re looking for something other than shopping and spending your days at the beaches, a drive to Montauk and a boat rental can set you up for an excellent early afternoon. If you make it up there be sure to stop at Gosman’s Dock for clams and lobster. For fellow lovers of wine, the Duck Walk Vineyard is an awesome place for a wine tasting. Be sure to call ahead!

Dinner in Southampton can be overwhelming. So many options, yet so many seem to be full of tourists. Sant Ambroeus in Southampton is a way to avoid the hustle and bustle. Although you should definitely call and reserve your spot, the restaurant is upscale and serves exceptional courses.


Hampton Sun’s Favs

Our favorite spots in the Hamptons are somewhat a mixture of tourist attractions and trendy local areas in each different town, so we’ve got you covered wherever you are.

  • Coopers Beach in South Hampton is a perfect get away spot for the newcomer OR the experienced Hamptonite looking for a lively beach day, and we sure love it. You can rent beach chairs and umbrellas, enjoy concession food, and spend the day swimming and relaxing on a clean beach.
  • Farm Stands. Our CEO’s love to cook, which makes these opportunities for fresh produce and baked goods a must-go. Their favorites are Green Thumb in Water Mill, Babinski’s in Bridgehampton, and Round Swap Farm in East Hampton, but if you do a little digging you’ll find them all over the place.
  • Another thing we love is waterside dining. We suggest Coast Grill in Southampton and Dockers in East Quogue, but please remember to plan ahead as these places can be tough to get a table at. For those looking for a more exclusive and exciting dinner excursion, Salt and Sunset Beach on Shelter Island are restaurants best reached by boat.