First Timer’s Guide to Sag Harbor: Where to Eat, Sip, and Stroll in This Iconic Hamptons Village

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.

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First Timer’s Guide to Springs, East Hampton

Where art meets nature, and every detail feels like a hidden gem

If you’ve never been to Springs, East Hampton—you’re in for something special. Tucked just far enough away from the main bustle of East Hampton Village, Springs offers a slower, quieter side of the Hamptons that locals hold close to their hearts. It’s where artists came to paint, families come to play, and visitors come to unwind, inspired by the water, the woods, and the rhythm of bay life.

Whether you’re visiting for a day, a weekend, or longer, here’s your go-to guide for where to eat, what to do, and how to take it all in.

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New to the Hamptons: What’s New (and What’s Back) for Summer 2025

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.

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Shelter Island Mini Guide: The Perfect Day Trip from the Hamptons

Shelter Island Mini Guide: The Perfect Day Trip from the Hamptons

Not quite the Hamptons… but just close enough.

Shelter Island sits quietly between the North and South Forks of Long Island, just a quick ferry ride from Sag Harbor or Greenport. While it’s technically not part of the Hamptons (depending who you ask), its charm, ease, and salty magic make it one of my favorite summer escapes.

Whether you’re heading over for a laid-back day trip or planning a weekend getaway, this guide covers where to eat, what to do, and how to soak up all the little things that make Shelter Island special.

Best Restaurants on Shelter Island

Shelter Island might be small, but its food scene is mighty. These are the places I find myself coming back to again and again:

Vine Street Cafe

A beloved favorite for refined comfort food in a cozy, cottage-like setting. Seasonal, fresh, and consistently delicious.

SALT Waterfront Bar & Grill

A go-to for seafood and cocktails on the dock. Come by boat or drive over—either way, stay for the view.

Sunset Beach Restaurant

If you want a side of glamour with your rosé, this beachside spot delivers. Great for people-watching, French fare, and a fun afternoon.

Leon 1909

Chic and intimate with a European twist. The vibe is romantic, and the food never misses.

Marie Eiffel Market

A charming café and market where you can grab a great sandwich, coffee, or snacks for the beach.

The Terrace at The Pridwin

Come for dinner and stay for the sunset. The setting is elegant but relaxed—perfect for a golden-hour meal.

The Ram’s Head Inn

A timeless Shelter Island classic with Adirondack chairs, lawn games, and a menu that keeps it simple and satisfying.

Top Things to Do on Shelter Island

When you’re not eating (or sipping something chilled), here are my favorite ways to spend the day:

Beach Day at Crescent Beach

Calm water, soft sand, and a casual vibe that’s perfect for families or a relaxed swim.

Bike Around the Island

There’s no better way to explore. Rent bikes and discover winding back roads, shaded lanes, and secret water views.

Go Antiquing

Check out Marika’s Eclectic Boutique or Dworkin & Daughter for vintage treasures with soul.

Watch the Sunset at The Pridwin

Nothing beats a Shelter Island sunset. Grab a drink and settle into one of the lawn chairs—you’ll never want to leave.

Go on a Sailing Trip

Whether you charter a boat or bring your own, a day on the water is the ultimate Shelter Island experience.

Play a Round at Shelter Island Country Club

Nicknamed “Goat Hill,” this relaxed nine-hole course has sweeping views and just the right amount of nostalgia.

 

Shelter Island isn’t about doing more—it’s about slowing down and savoring the moment. With its mix of waterfront dining, nature preserves, historic charm, and breezy energy, it’s a destination that feels like a secret… but one that’s worth sharing.

Save this guide for your next summer escape, and if you have a Shelter Island favorite I missed, drop it in the comments—I’m always looking for an excuse to go back.

A Mini Guide to Gourmet Markets in the Hamptons

One of my favorite things about life in the Hamptons is how even the most routine errands — like grocery shopping — can feel like an experience. Whether you’re prepping for a beach picnic, hosting a last-minute dinner party, or just stocking your weekend fridge, the right market makes all the difference.

Here are some of my go-to gourmet markets across the East End — from iconic institutions to local gems — each one offering something a little special.

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Where to Buy the Best Flowers in the Hamptons This Spring

There’s something magical about flower season on the East End. Whether you’re setting the scene for an alfresco dinner, picking up a bouquet to brighten your kitchen, or snapping photos in a field of sunflowers, the Hamptons are almost in full bloom—and we’re here for it.

From chic florist boutiques to low-key roadside stands and beloved farm markets, here are our favorite places to pick up fresh flowers in the Hamptons this spring and summer. Consider this your petal-powered roadmap for weekends ahead.

Amber Waves Farm — Amagansett

A true East End favorite, Amber Waves grows organic blooms alongside their farm-fresh produce and offers some of the most beautifully untamed bouquets around. Stop by the market early for the best picks, and check their calendar for floral arranging workshops and seasonal events.

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Balsam Farms — Amagansett & Montauk

Known for their sweet corn and heirloom tomatoes, Balsam also keeps buckets of fresh-cut flowers right by the farmstand entrance. Expect zinnias, snapdragons, cosmos, and whatever’s in peak season. It’s a one-stop shop for your weekend dinner table or beach house centerpiece.

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Seven Ponds Orchard — Water Mill

If you’re dreaming of armfuls of sunflowers, this is your spot. Seven Ponds offers a pick-your-own sunflower field in late summer that’s picture-perfect and family-friendly. Grab some fresh fruit while you’re there and don’t forget your camera—golden hour here is everything.

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Osborngirls Flower Stand — East Hampton

Tucked along a quiet back road, this honor-system flower stand is as charming as it gets. Bouquets are usually displayed in mason jars, and it’s cash-only, so come prepared. It’s a favorite for locals who know that some of the best blooms don’t come from a storefront.

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Sag Harbor Florist — Sag Harbor

Right in the heart of town, Sag Harbor Florist creates elegant, artfully arranged bouquets perfect for everything from hostess gifts to weekend weddings. The shop is also a great place to pop into while browsing Main Street—you’ll leave with something beautiful every time.

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Arthur Golabek Flowers — Bridgehampton

Looking for something bold and luxurious? Arthur Golabek Flowers is known for lush, dramatic arrangements that bring serious wow factor. Their shop feels like a blend of European flower market and modern Hamptons style—ideal for special events or unforgettable gifting.

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Pierpont Blossom Farm — Multiple Locations

For farm-fresh, pesticide-free flowers grown right here on the East End, don’t miss Pierpont Blossom Farm. You can find them at the Sag Harbor, East Hampton, and Southampton farmers markets throughout the season. Their bouquets are pollinator-friendly and full of texture—often featuring heirloom varieties you won’t find anywhere else.

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Whether you’re curating the perfect weekend table or just want to make your morning coffee feel a little more magical, these bloom stops never miss. Tag your flower friend, make space in your trunk, and let the farmstand season begin.

10 Family-Friendly Spots in the Hamptons You Need to Know

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.

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A Guide to Early Spring in the Hamptons: Where to Go & What to Do 🌿✨

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.

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Luxury Waterfront Escapes: Stunning Hamptons Rentals with Breathtaking Views

If you’ve ever dreamed of waking up to the sound of waves, sipping your morning coffee while overlooking a serene bay, or hosting sunset dinners with the water as your backdrop, these six Hamptons rentals are exactly what you’re looking for. Whether you prefer a beachfront retreat, a peaceful pondside sanctuary, or an estate with panoramic water views, these properties offer the ultimate in luxury, style, and tranquility.

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A Waterfront Oasis in Southampton: 84 Inlet Road

Southampton is synonymous with coastal elegance, where pristine beaches meet rich history and a sophisticated yet relaxed way of life. Tucked between the Atlantic Ocean and Peconic Bay, this sought-after enclave offers the perfect blend of natural beauty, world-class dining, and an effortless connection to the water. Now, a rare opportunity awaits—84 Inlet Road, a stunning waterfront retreat that embodies the very best of Hamptons living.

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Why Now is the Perfect Time to Secure Your Hamptons Summer Rental

The Hamptons summer rental season may seem far away, but if you’re dreaming of beach days, sunset cocktails, and weekends spent soaking up the best of the East End, now is the time to act. Each year, demand for Hamptons rentals skyrockets, and the best properties—whether oceanfront estates, charming cottages, or homes with private pools—get booked months in advance.

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