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Hamptons.com
April 1, 2019

The Magic Found On Shelter Island

T.J. Clementeby T.J. Clemente
in Community
Home Community

Fifty years ago I thought I’d live on Shelter Island one day. That never happened but I do sail around it almost eight months a year. Therefore the island the locals call “The Rock” has a special place in my heart. I remember my first ride on a South Ferry and the excitement I had as a young teen getting out to feel the breeze as we went from North Haven to South Ferry. I still feel like a kid every time I ride that ferry to this day.

For a while (three years) I actually had a Friday weekly delivery route all over Shelter Island. I recall being the only vehicle on the South Ferry as it was snowing heavily in the winter and yes, I have experienced the horror of arriving and seeing a long line of cars in peak summer. But once on the ferry I feel like I am going to someplace special because it is. I always find solace of spirit when I am on “The Rock.” There is a real magical shelter for one’s soul on Shelter Island.

The highest spot on Shelter Island is only 56′ above sea level. The island is all of a total of 29.11 sq. milesou of which more than half is water (16.92 sq. miles). The views along its coast include Bug Lighthouse, Greenport/Orient/Southold/Sag Harbor/North Haven/Cedar Point/East Hampton and Gardiner’s Island. The beauty of any one of these views is compounded by the beauty of its unique historic and quaint harbors, such as West Neck Harbor, Coecles Harbor and Dering Harbor.

What I found amazing are these facts. Within the roughly less than 2,500 full time population of Shelter Island are still reportedly “numerous” Shelter Island residents with family roots dating to families on Shelter Island during the American Revolution. Even more amazing is there are actually some summer residents who are “5th generation seasonal visitors!”

My favorite tourist thing on Shelter Island is a Saturday night at Sunset Beach, the trendy outdoor bohemian resort/restaurant/bar/nightspot. Very pricey with $17 mixed drinks but what a place to spend at least one summer weekend evening having fun kicking back. For more of a blue-collar experience there is the Dory on Route 114 in Dering Harbor. This place is as real a watering hole as one can be. The burgers are good and the place is affordable. There are many wonderful restaurants in season on the island, and my favorite is the Ram’s Head Inn. It has amazing space with atmosphere, grace along with great views of Coecles Harbor. I think the Marie Eiffel Market (Dering Harbor) produces the best lobster roll on the East End, and yes, I have run in many of the Shelter Island Runs, now celebrating their 40th year. In fact, I may have the overall worst career time record for a person who ran in eight or more events over two decades. I still have a few of the tee-shirts!

What I love to do is drive to Shelter Island via the ferries (North Ferry) from Greenport or (South Ferry) from North Haven. I used to drive out of my way to take my children on the ferries to experience that short ride! Now I actually sail to Shelter Island. I sometimes dock at the town dock in Dering Harbor or tie on to the Rams Head Inn dock in Coecles Harbor, and occasionally I throw out the anchor at Crescent Beach and swim to the Sunset Beach Resort for a cocktail.

I believe the most romantic spot in all the Hamptons is a long walk down Ram Island Drive between Upper Beach and Lower Beach looking out at the historic Bug Lighthouse separating Gardiner’s Bay from Orient Harbor. With no artificial lighting, the sky on clear nights is a star gazer’s dream where you can see the Milky Way and even galaxies with the naked eye. I love experiencing the thrill of a shooting star there. I rarely walk there on a clear night and not see one. In September that “Harvest Moon” rise is worth catching once in your life time from that spot.

If you haven’t been on “The Rock” in the off season, it’s really quiet, peaceful and provides a nice shelter from the craziness life throws at folks. I love the place, no man may be an island, but Shelter Island is the place for this man to go when he seeks some unique shelter and solace.

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LOCAL EVENTS

Events

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Focaccia Garden Art

May 28 @ 11:00 AM - May 28 @ 12:30 PM
Chabad of the Hamptons 13 Woods Ln
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May
28
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28
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Upon This Ground: An Artist Talk with Joshua Obawole Allen and Jasmine Webster presented by BHM and Ma’s House

May 28 @ 05:00 PM - May 28 @ 06:00 PM
2539 Montauk Highway, Bridgehampton, NY 11932
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American Ballet Theatre Spring Gala

May 28 @ 06:30 PM - May 28 @ 10:00 PM
Cipriani South Street
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31
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Aperitivo Cocktails (Thursday, Friday & Saturday)

May 29 @ 05:00 PM - May 31 @ 08:00 PM
The Baker House 1650
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SAG HARBOR IN FOCUS – Photography Exhibiton: Opening Reception, Fashion Show, and Award Ceremony

May 29 @ 05:00 PM - May 29 @ 07:00 PM
The Church, 48 Madison St, Sag Harbor, NY 11963
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Hamptons-Based Artists Banding Together For “Hybrid Resonance” Benefit Exhibition

Hamptons-Based Artists Banding Together For "Hybrid Resonance" Benefit Exhibition

  • NAMIRO made its Southampton debut in style on May 17 with a ribbon-cutting ceremony and VIP cocktail preview, joined by Mayor Manger. Guests enjoyed signature bites and high-energy vibes at this invite-only event.⁠
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Conceptualized by music and hospitality heavyweights, NAMIRO Sushi is more than a restaurant—it’s where sleek design, elevated Asian cuisine, and nightly celebration collide. Located at 76C Jobs Lane in Southampton, NAMIRO opened its doors to the public on May 21 and is open seven days a week, year-round.⁠
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📸: Rob Rich/SocietyAllure.com ©2025 ⁠
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Check out the gallery at Hamptons.com (Link in Bio)⁠
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#namirosushi #hamptons #southampton ⁠
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  • It’s Memorial Day Weekend in The Hamptons! 

So many pop-ups, collaborations, and more! 

🎶 Chloe Caillet & Kaytranada at The Surf Lodge
📍 183 Edgemere St, Montauk, NY
📅 Saturday, May 24 | 🕓 Doors at 4PM

🔥 SlowFires NYC x Ruschmeyers Pizza Pop-Up
📍 Ruschmeyers, 161 2nd House Rd, Montauk, NY
📅 Fri, May 23 – Sat, May 24 | 🕓 4–9PM

🎨 Dolce Vita Pop-Up in Southampton
📍 95 Main Street, Southampton, NY
📅 Fri, May 23 – Sun, May 25 | 🕚 11AM–3PM
Dolce Vita x Down the Street’s Summer Art Series: view new art drops, shop, and enjoy seasonal treats.

👜 Lands’ End x Round Swamp Farm
📍 Round Swamp MTK – 71 S Elmwood Ave, Montauk
📍 Round Swamp BH – 97 School Street, Bridgehampton, NY
📅 Fri, May 23 – Sat, May 24 | 🕣 8:30AM–6PM
Get a custom tote with any $200+ purchase—1 per customer.
📸 AD: Ryan Woehler | 📷: Chris Klinge | 👗: Jenny Huebner | 📸 Asst: Dan Kleinschmidt

🎤 Hello Brooklyn at The Stephen Talkhouse
📍 161 Main St, Amagansett, NY
📅 Saturday, May 24 | 🕥 10:30PM
It’s not a true Hamptons weekend without a night at Talkhouse! Dance the night away with Hello Brooklyn.

🍪 Levain Bakery X John’s Drive-In
📍 Levain Bakery, 354 Montauk Hwy, Wainscott, NY
📅 Starts May 23 | 🕗 8AM–5PM
Thick, gooey Levain cookies + classic scoops from John’s = summer magic.

🪩 Silent Disco Dance Party at Guild Hall
📍 158 Main St, East Hampton, NY
📅 Sunday, May 25 | 🕗 8–11PM
Dance in the garden!

🪁 Kites for Kids Benefit at Main Beach
📍 101 Ocean Ave, East Hampton, NY
📅 Saturday, May 24 | 🕑 2–5PM
Decorate & fly a kite—all proceeds benefit the Eleanor Whitmore Early Childhood Center.
📸 Photo Credit: John Musnicki

🍻 Jon Divello at Kidd Squid
📍 11 Spring St, Sag Harbor, NY
📅 Sunday, May 25 | 🕔 5–7PM
Live music + fresh brews = perfect weekend vibes.

🌸 Garden Club of East Hampton’s Garden Party
📍 Mulford Farm, 10 James Lane, East Hampton, NY
📅 Friday, May 23 | 🕕 6–8PM
Enjoy hors d’oeuvres, drinks, and a Silent Auction featuring art, books, and more.

🌿 Jenni Kayne’s Hamptons Kickoff
Celebrate summer with in-store events all weekend long at the Amagansett Store and the Southampton Store!
📸 Photo Credit: Holly Sarah Burgess

Tap the link in bio for info!
  • My curiosity piqued when I saw the new, shovel-ready plans at 28 Pepperidge Lane in Amagansett. Included with this nearly two-acre property, are sophisticated and luxurious plans by the firm Resolution: 4 Architecture (RES4). New construction in the Hamptons isn’t easy—but what if your dream home could be architect-designed and delivered directly to you? What is the latest in prefab architecture in 2025?⁠
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To explore this intriguing approach further, Scott connected me directly with Robert Luntz, the co-founder of RES4. See our conversation on redefining luxury through modern modular design, its growing relevance in the Hamptons, and the future of high-end prefabrication.⁠
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For more information about the plans in place at 28 Pepperidge Lane, Amagansett, contact Scott Bradley.⁠
⁠
RES4 has been a pioneer in modern prefab architecture. What inspired you to focus on this method of construction?⁠
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We’ve spent over two decades innovating ways to deliver exceptional, modern homes efficiently and affordably. Our modular methodology uniquely allows us to combine luxury, precision, and accessibility, transforming the landscape of high-end housing by delivering refined design to a broader market.⁠
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@resolution4architecture @hamptons_waterman_lifestyle @hamptonsrealestate⁠
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Read the full interview at Hamptons.com. (Link in Bio)⁠
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#architecture #hamptons #hamptonsrealestate #luxury⁠
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  • NYC Second Chance Rescue hosted its 5th Annual Rescue Ball Gala — a dazzling evening of compassion, community, and celebration — at Pier Sixty in New York City.⁠
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The event honored two inspiring individuals for their outstanding advocacy and dedication to animal welfare: Martha Stewart, iconic lifestyle entrepreneur and lifelong animal champion, and Dr. Dan Belkin, leading dermatologist and passionate rescue animal advocate.⁠
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Set against the stunning waterfront views of Pier Sixty, the gala brought together philanthropists, celebrities and compassionate supporters to champion NYC Second Chance Rescue’s mission. The night featured a special live performance by Rob Thomas, a special appearance by Georgina Bloomberg, a lively auction led by celebrity host Elvis Duran, host of Elvis Duran and the Morning Show on Z100, surprise guest Alexandra Daddario, and a high-energy DJ set by GEO ROC that kept guests dancing for a cause.⁠
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📸: Sylvain Gaboury/PMC⁠
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#secondchancerescue #nyc #marthastewart #robthomas ⁠
  • The 14th Annual Montauk Music Festival is back! ⁠
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Check out the top Hamptons events this weekend!⁠
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🎶 Montauk Music Festival⁠
📅 Fri, May 16 – Sun, May 18⁠
📍 Multiple venues, Montauk, NY⁠
A volunteer-run, grassroots celebration of Montauk’s vibrant live music scene.⁠
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🐾 ARF’s Pet Celebration Day⁠
📅 Sat, May 17 | 📍 124 Daniel Hole Rd, East Hampton⁠
A tail-wagging good time! ⁠
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🧵 Airing of the Quilts⁠
📅 Sat, May 17 | 12–5PM⁠
📍 The Art Center at Duck Creek, East Hampton⁠
A beloved outdoor tradition! Bring a quilt, share your story, and explore the beauty of the log cabin pattern.⁠
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🌴 Jimmy Buffett Day at Clubhouse Hamptons⁠
📅 Sat, May 17 | 1–5PM⁠
📍 174 Daniels Hole Rd, East Hampton⁠
Tropical attire encouraged! Live music, raffles, and good vibes—all for a great cause.⁠
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🎉 Hampton Library’s Family Fest Fundraiser⁠
📅 Sat, May 17 | 2–5PM⁠
📍 Channing Daughters Winery, Bridgehampton⁠
Games, music, food trucks, and “The Sled” mobile tech library—family fun with a local flair!⁠
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🎸 Jackie Greene at The Stephen Talkhouse⁠
📅 Fri, May 16 | 7PM⁠
📍 161 Main St, Amagansett⁠
Roots rocker Jackie Greene takes the stage. Don’t miss this intimate performance!⁠
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🚲 Springs Bike Ride⁠
📅 Sat, May 17 | 10AM–12PM⁠
📍 Start: Bridge Lane over Sag Pond⁠
Ride through historic Springs after a quick tour of the local library and historical society.⁠
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😂 Comedy in The Hamptons: Joe DeVito⁠
📅 Sat, May 17 | 7–10:30PM⁠
📍 Canoe Place Inn, Hampton Bays⁠
Catch NYC comedy favorite Joe DeVito for a night of nonstop laughs.⁠
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💿 Hamptons Vinyl Record Fair⁠
📅 Sun, May 18 | 12–6PM⁠
📍 LTV Studios, Wainscott⁠
Dig through crates, catch live sets, and vibe with fellow music lovers.⁠
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🎬 Now Playing at Sunset Theater: Sinners⁠
📅 Fri, May 16 – Mon, May 19⁠
📍 2 Brook Rd, Westhampton Beach⁠
A chilling new horror film starring Michael B. Jordan and Hailee Steinfeld.⁠
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📷 Anthony Lombardo Photography Exhibition⁠
📅 Sat, May 17 | 12–4PM⁠
📍 Southampton Cultural Center⁠
A showcase of stunning visuals from a standout local photographer.⁠
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📲 Head to Hamptons.com for more events!⁠
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#hamptonsweekend #montaukmusicfestival #weekend⁠
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  • On Tuesday, April 29th, Kenneth Cole and co-hosts led a special launch event at the Core Club in New York City in partnership with the Mental Health Coalition ahead of Mental Health Awareness Month.⁠
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The evening began with an intimate reception, allowing guests to mingle and connect over cocktails. It was followed by an elegant seated dinner and a special performance from multi-platinum recording artist Rachel Platten.⁠
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Check out the full gallery at Hamptons.com (Link In Bio)⁠
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📸: Photography Courtesy of BFA: Yvonne Tnt⁠
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#kennethcole #rachelplatten #rachelrosnahan #nyc
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