There’s something magnetic about Sag Harbor.

Maybe it’s the way the boats bob in the harbor just steps from Main Street. Or how a historic whaling village somehow became one of the chicest spots on the East End. Whether you’re visiting for the first time or just looking to fall in love with Sag all over again, this guide is your go-to for making the most of your day.

Here’s everything I’d do if I had one perfect Sag Harbor day—from the best restaurants to the most charming things to do.

Your ultimate cheat sheet to the hottest restaurant openings, pop-ups, and comebacks out East

If you’re new to the Hamptons—or even if you’ve been coming for years—you know that every summer brings a fresh wave of excitement. New restaurants, revived classics, and pop-up concepts make the food scene one of the most dynamic parts of East End living. This year is no exception.

Whether you’re planning a weekend escape or setting up for a full season, here’s your insider’s guide to what’s new and noteworthy for Summer 2025.

There’s something about spring in the Hamptons—everything begins to bloom, the days stretch longer, and the pull to get outside is undeniable. Whether you’re a local or just visiting for the weekend, there are so many ways to soak up the season that don’t require much planning—just a good pair of walking shoes, some snacks, and a little curiosity.

As the Hamptons awaken to the vibrant hues of spring, it’s the perfect time to plan a delightful day trip to the nearby Waterdrinker Family Farm’s Tulip Festival in Manorville, New York. Just a scenic drive away, this festival offers a captivating experience for all ages, making it an ideal getaway from the Hamptons.

The Hamptons may be famous for luxury, stunning beaches, and fine dining, but it’s also a fantastic destination for families looking for fun activities, great food, and outdoor adventures. Whether you’re a local or visiting for the summer, there are plenty of hidden gems that kids and parents alike will love—from whimsical gardens to casual seafood spots where little ones can run around while you relax.

Spring in the Hamptons arrives in slow, beautiful waves—longer days, budding trees, and the first warm breezes hinting at summer’s approach. While the beaches are still quiet and some seasonal spots remain closed, there’s a special magic to experiencing the Hamptons before the summer rush. Whether you’re looking for a peaceful nature walk, fresh farm-to-table eats, or the first flowers of the season, here’s a guide to making the most of early spring out east.

Spring in the Hamptons is one of the best-kept secrets. While summer gets all the attention, the East End in spring has its own kind of magic—blooming landscapes, quieter beaches, and a sense of calm before the high season begins. Whether you’re a local looking for weekend plans or planning an early-season visit, here are five things you won’t want to miss.

There’s nothing quite like a perfect slice of pizza—crispy crust, melty cheese, and just the right balance of sauce. Whether you’re spending a summer weekend in the Hamptons or you’re a local looking for your next go-to spot, there’s no shortage of excellent pizzerias. From classic institutions that have been around for decades to trendy newcomers with artisanal techniques, here’s a rundown of some of the best pizza spots in the Hamptons.

Looking for the best bakeries in the Hamptons? Whether you’re picking up pastries for a weekend brunch, indulging in a decadent dessert, or searching for the perfect Valentine’s Day treat, the East End has no shortage of amazing bakeries. From classic chocolate chip cookies to artisan breads and handcrafted donuts, here’s where to find the best baked goods in the Hamptons.

Explore the parallels between Montauk's legendary conspiracy theories and the hit show Severance. Discover why Montauk's mysterious allure continues to capture imaginations—perfect for lovers of its history and those considering its real estate charm.

Winter in the Hamptons has its own unique charm—quiet streets, a cozy atmosphere, and the lure of hearty meals by a roaring fire. If you think the culinary scene winds down after the summer crowds leave, think again! Plenty of incredible restaurants remain open during the off-season, serving up everything from casual bites to elevated dining experiences.

Winter in Sag Harbor is nothing short of magical, and the HarborFrost Festival is the perfect way to celebrate the season. On Saturday, February 8th, the charming village will transform into a vibrant hub of entertainment, creativity, and community spirit. Whether you’re a local or just visiting for the weekend, #HarborFrost25 is a can’t-miss event that promises fun for all ages. Here’s what to know before you go!

We're thrilled to announce the launch of our brand-new YouTube channel, The Hamptons with Jenna and Joe! If you’ve ever dreamed of experiencing the magic of the Hamptons—from stunning estates and pristine beaches to the trendiest boutiques and must-visit restaurants—this channel is for YOU.

The Hamptons, synonymous with luxury and tranquility, is home to some of the finest spas where relaxation and rejuvenation take center stage. Whether you're looking to indulge in a signature treatment, bask in the serene ambiance, or escape the stresses of everyday life, the Hamptons’ spa scene offers unparalleled experiences. Here’s a curated list of the top five luxury spas in this idyllic destination, perfect for your next relaxing getaway.

The Hamptons may shine brightest in the summer, but winter reveals a side of this iconic destination that’s equally captivating. The crisp air, serene landscapes, and cozy indoor experiences create the perfect setting for a magical getaway. Whether you’re an outdoor enthusiast or someone who prefers to indulge in luxurious relaxation by the fireplace, the Hamptons in winter offers plenty to enjoy. Here’s your ultimate guide to making the most of the season in this enchanting locale.

Celebrate the magic of Christmas Eve in style with world-class dining at some of the Hamptons' finest restaurants. Whether you're a local, a holiday traveler, or simply someone looking to indulge in a luxurious meal, these top spots deliver festive menus, elegant interiors, and unforgettable dining experiences. Here's where to enjoy a truly special Christmas Eve dinner in the Hamptons this year.

This inspiring episode, titled "Blooms of Legacy with Nikki Wilson," covers the heartwarming story of how a simple lemonade stand in 2017 blossomed into a community favorite. What began as a fun project with her daughters quickly evolved into something much more meaningful—especially during 2020 when the world needed positivity more than ever. Nikki shares how her daughters spread joy with their sidewalk chalk messages and filled the flower stand with vibrant blooms, turning it into a beloved staple of Wainscott Main Street.

When the summer crowds subside, the Hamptons reveal a quieter, more intimate charm. Winter transforms this coastal haven into a serene escape, perfect for cozy retreats, scenic adventures, and luxurious indulgence. Whether you're a local or planning a getaway, the Hamptons in the chillier months offer a unique blend of tranquility and sophistication. Here are some of the best activities to enjoy during this magical season.

The holidays in the Hamptons are a time of magic and indulgence, where cozy restaurants and inns set the stage for unforgettable dining experiences. Whether you're craving a festive brunch, an elegant Christmas Eve dinner, or simply a warm spot to enjoy seasonal pastries by the fire, the Hamptons has it all. Here’s a roundup of the top festive dining destinations to make your holiday season extra special.

The holidays in the Hamptons are filled with charm—quaint storefronts decked in lights, bustling local markets, and the joy of finding that perfect gift for your loved ones. This season, why not skip the mass-produced items and discover one-of-a-kind treasures from local shops, artisans, and markets? From home decor to artisanal foods and art pieces, shopping local not only helps you find meaningful gifts—it also supports the vibrant, creative community that makes the Hamptons so special.

Looking for the perfect way to kick off the holiday season? East Hampton Village has you covered with SantaFest—a magical, family-friendly celebration packed with festive activities, delicious treats, and unforgettable memories! On December 7th, join locals and visitors alike for a full day of holiday cheer that you won’t want to miss.

This cocktail is a cozy yet refined twist on the traditional apple cider and rum combination. The rosemary simple syrup adds a herbal depth, bringing warmth and sophistication to every sip. Perfect for your Thanksgiving celebrations!

Thanksgiving in the Hamptons is more than just a meal—it’s an opportunity to bask in the beauty of the season, enjoy cozy gatherings, and indulge in some of the region’s finest wines and brews. If you’re heading to the Hamptons for the holiday weekend, we’ve crafted a curated itinerary that blends the charm of Thanksgiving with the best wineries, breweries, and seasonal experiences the area has to offer.