Join me on an unforgettable journey to the South Fork of Long Island as I venture through the East End, venturing through the Hamptons, Montauk, and beyond. This coveted coastal destination, renowned for its picturesque villages, pristine sandy beaches, and exquisite dining experiences, unfolds a world of discovery. Spend a day with me, traversing must-see sights, exploring hidden local gems, and indulging in delectable food.
Welcoming Dawn at Indian Wells Beach (Amagansett)
The first stop of the day was at Indian Wells Beach in Amagansett. This peaceful spot is steeped in a rich history. Did you know that it was once a significant fishing location for the Montaukett native tribe? Even today, Indian Wells retains its reputation for being a prime location for surfcasting, so don't forget to bring your fishing gear (if you're into that).
Family-friendly Beach with Amenities
Indian Wells Beach is known for its family-friendly ambiance, attracting locals and tourists alike. During the busy summer season, from the last weekend in June through Labor Day, lifeguard services are available daily from 10 AM to 5 PM. Conveniently, restrooms are also accessible during the same period for beachgoers.
Getting to the Beach
While parking at Indian Wells Beach is predominantly reserved for local residents with permits (as is the case with most beaches in the area), visitors have alternative means to access this beautiful location. One popular strategy involves parking along main roads where public parking is permitted, then using local taxi services or rideshare apps like Uber or Lyft for the final leg of the journey to the beach. I've found the rideshare method to be the best. I've seen many cars get towed and ticketed.
Planning and Respect for Local Ordinances
You'll need to plan ahead to navigate this logistical aspect efficiently and ensure a smooth beach day experience. Remember to respect local ordinances when visiting. The beach is open for everyone to enjoy, but alcohol consumption is strictly prohibited to maintain the peaceful atmosphere of Indian Wells Beach (as is the case with all New York public spaces, which includes beaches).
Sunrise at Indian Wells
In the early morning hours, the beach is particularly magical. As I stood on the sand, the rising sun bathed the beach in soft shades of peach and gold as the waves lapped the shore. This serene beginning set the perfect tone for the day. If you're planning a visit, make sure to set your alarm early; there's nothing quite like a sunrise on the South Fork to start your day off right.
Savor Brunch Bliss at Carissa's: East Hampton's Beloved Bakery
My journey through East Hampton wouldn't have been complete without brunch at Carissa's, a spot revered by food lovers. Carissa's is much more than a bakery. This charming spot has become integral to the Hamptons' food scene. Both locals and tourists are drawn to the delicate and delightful pastries, each as visually appealing as they are mouthwateringly delicious. And don't worry if you're not an early riser: while breakfast is served until 11 AM, a diverse lunch menu lasts until 3 PM. A visit to Carissa's is always one of my Hamptons highlights.
Once inside Carissa's, you can't help but be drawn in by the welcoming atmosphere. The fusion of rustic elements and modern sophistication creates a truly unique space. But the intricate pastries, displayed like edible works of art, truly capture your attention.
Selecting a pastry becomes a joy, each looking more tempting than the last. On this visit, I got to try two of their famous pastries that I had yet to be able to get on previous visits. The flourless chocolate cake with meringue was a melt-in-your-mouth experience. The cake, often sold as a whole, can sometimes be savored by the slice on lucky days. The monkey bread, with glazed croissant pieces baked to golden perfection, was another highlight. Every bite was a delightful fusion of flaky pastry and sweet glaze. I also ordered their phenomenal beet and kimchi Reuben from the lunch menu, an innovative twist on a classic that is as delicious as it sounds. I have yet to tire of this sandwich; I get it almost every time.
Brunch at Carissa's isn't simply a meal; it's an immersion into the creative culinary tapestry of the Hamptons. This beloved spot, brimming with charm and delicious offerings, is a popular choice for many, especially during the sun-soaked summer months. Remember to arrive early to claim your spot, as seating can fill up rather quickly. Additional seating is available under the open sky on those beautiful weather days for an alfresco dining experience (if you don't mind the bees!). Parking might require a touch of patience, with extra spaces available at the rear of the establishment. But take it from me: the anticipation only adds to the charm of the experience, which is, without a doubt, well worth the wait!
Echoes of the Past: Hook Windmill (East Hampton)
My East End journey led me next to the revered Hook Windmill, also fondly known as Old Hook Mill. Proudly standing on North Main Street, this historic windmill has been part of East Hampton's skyline since 1806. It served as a grist mill until 1908, leaving an indelible imprint on the rich agricultural narrative of the Hamptons.
Visiting the Mill
The mill is a portal to a bygone era and is open to the public from mid-June until Labor Day, Monday through Saturday, between 10 AM and 5 PM. Step inside to discover its well-preserved interiors, view the old milling machinery and learn about such mills' crucial role in shaping early American settlements.
Shopping Extravaganza and Boutique Experiences (East Hampton)
A visit to the East End would be incomplete without exploring the quaint boutiques and luxury shopping experiences East Hampton offers. This charming town is a hub for retail therapy, featuring a mix of high-end designer stores, independent boutiques, and art galleries, each adding to the vibrant local scene.
One lovely part of town is Newtown Lane. Here, one finds a harmonious blend of renowned names like Ralph Lauren, Chanel, Gucci, Prada, Louis Vuitton, and more. It's also interspersed with boutique stores offering unique local and artisanal items. It's not uncommon to stumble upon exclusive finds, from designer apparel to home décor, gourmet foods, and original artwork.
Additionally, BookHampton, an independent bookstore on Main Street, is a cozy spot for bibliophiles. The selection is eclectic, with a generous array of books on local history and culture. It's a perfect place to pick up a good beach read or a souvenir to remember your East End adventure.
For art enthusiasts, a stop at Guild Hall or a stroll through the various art galleries scattered throughout town can't be missed. These hubs regularly host local and international artists, offering a glimpse into the Hamptons' dynamic art scene.
Remember to look out for seasonal farmers' markets and pop-up boutiques, hidden gems where local artisans and farmers display their wares. Here, you can unearth everything from farm-fresh produce to meticulously handcrafted jewelry and home décor.
A Toast to the Past and Present: Wölffer Estate Vineyard (Sagaponack)
The next stop of the journey was Wölffer Estate Vineyard. Located in Sagaponack, this expansive 55-acre vineyard boasts a reputation for its premium wines. Founded by Christian Wölffer in 1987, the vineyard embodies a delightful fusion of traditional Hamptons' elegance and rustic countryside charm.
Over the years, the vineyard has maintained a steadfast commitment to sustainable farming. This dedication culminates in a selection of elegant wines, each telling the story of the distinct terroir from which they originate. As a visitor, you're invited to wander the lush vineyards, unwind in the picturesque wine stand or welcoming tasting room, and embark on a sensory exploration of Wölffer Estate's diverse wine offerings through thoughtfully assembled tastings.
A highlight of our visit was savoring the vineyard's offerings amidst the lush greenery. The experience perfectly encapsulated the fusion of tradition and innovation that makes the Hamptons a unique travel destination. We recommend reserving your tasting in advance, as this popular spot tends to get busy, especially on weekend
Don't have enough time for the full winery experience? Try stopping by The Wine Stand right around the corner for a quick bite or glass of wine.
The Montauk Point Lighthouse: A Historic Beacon (Montauk)
After shopping, I headed to the historic Montauk Point Lighthouse, a cherished testament to Long Island's maritime past. Commissioned by President George Washington in 1796, this lighthouse isn't just New York State's oldest, but also the fourth oldest active lighthouse in the U.S. Its importance extends beyond guiding sailors—it was a critical marker in America's initial naval defense.
Visiting the Lighthouse
A visit to the lighthouse and its adjacent museum is akin to stepping into a time capsule. It's open daily from 10:30 AM to 6 PM from May through October and operates on weekends from 10:30 AM to 4 PM from November to April. A modest entry fee—$15 for adults, and $5 for children under 12, with discounts for seniors and military personnel—contributes to preserving this significant historical landmark. At an $8 fee, parking is conveniently located across from the lighthouse. Check the lighthouse's website for up-to-date information.
The heart of the lighthouse experience lies in ascending the 137-step staircase. The climb is worth every step for the grand spectacle that awaits—spectacular aerial views where the Block Island Sound merges with the expansive Atlantic Ocean. This is a must-do for nature enthusiasts and photographers, offering breathtaking scenes.
If time allows, Montauk Point State Park in the lighthouse's vicinity is a natural wonderland that begs exploration. It's a hub of outdoor adventures with hiking trails, fishing spots, and picnic areas. An extra special treat from December to April is the Seal Haulout Site Trail, where you can observe seals in their natural surroundings. To cap off your visit, head to the nearby Montauk Point State Park Refreshment Stand, affectionately referred to by locals as "The End."
Dining at an Icon: The Lobster Roll (Amagansett)
For dinner, I couldn't pass up dining at The Lobster Roll. Locally, it's known by its nickname "Lunch" due to its iconic road sign. This classic eatery was established by Fred Terry Sr. and his dad Richard Terry Sr. in 1965. In 1978 and 1981, Andrea Anthony and Paul DeAngelis joined the team, and they still manage and maintain Lunch's tradition of quality today.
Located on Montauk Highway, The Lobster Roll has achieved legendary status thanks to its iconic namesake dish. The lobster roll, prepared in the traditional cold style with chunks of fresh lobster lightly tossed in mayo and served in a buttery, slightly crisp roll, is a veritable tribute to the region's deep-seated seafood tradition. But that's not all they have to offer.
I tried the buffalo calamari and hot buttered lobster as an appetizer. The calamari was perfectly fried, its spicy coating complimenting the tender seafood inside, while the hot, buttered lobster was an indulgent taste of luxury. For my main course, I ordered the daily special: a plate of perfectly cooked halibut served alongside roasted potatoes. Paired with a refreshing local brew, this dinner celebrated the quintessential Hamptons culinary experience. Every bite was a testament to the fresh, high-quality ingredients The Lobster Roll is known for, reflecting the vibrant local culi
Beachside Bonfire at Kirk Beach (Montauk)
In the Hamptons, the nights are just as exciting as the days. Nightlife is an elegant mix of sophistication and laid-back fun, perfect for all tastes. After a long day of exploration, I chose to wind down at Kirk Beach. Known for its laid-back vibe, this beach was the perfect backdrop for a cozy bonfire (read the East Hampton fire regulations for bonfire rules).
Making s'mores under the starry sky, with the Atlantic waves as the soundtrack, was a magical end to an unforgettable day. On this night, the moon's rise over the ocean was particularly stunning. The final highlight of the day was a brilliant fireworks display, a vibrant celebration mirrored in the calm ocean surface.
Kirk Beach Tips
While there is parking available at Kirk Beach for $35 if you don't have a town parking permit, I've found that the lot isn't open at night (even though the official site says parking is available 7 days a week). Additionally, after 5 PM, you can park at the nearby IGA for free. Here, you can pick up snacks, or head across to the 7-11 for snacks and a restroom.
In conclusion...
A day in the Hamptons is a remarkable experience, a journey filled with sights, tastes, and experiences. The Hamptons have something for everyone, from the pristine beaches and historical monuments to the wonderful food and nightlife. Whether you're a history enthusiast, a food lover, or an adventure seeker, a day in the Hamptons will undoubtedly be well spent.
Whether you're planning your Hamptons itinerary or dreaming of future travels, I hope my adventure inspires you to explore this beautiful part of Long Island. When are you planning your day in the Hamptons?
Until next time,
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