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Hamptons.com
August 6, 2022

Sixty-Something: The Fleeting Whirlwind and Frantic Days of August

26
VIEWS
T.J. Clementeby T.J. Clemente
in Community, Trending
Home Community

It’s almost mid-August and I feel elated. Then I also feel that summer is now quickly coming to an end. Eventually in August one does start counting the days to Labor Day. Over the six decades of my lifetime many amazing things have happened in August. Some out in the Hamptons. When I say August, I always just smile.


It is the high point, the apogee of every summer season for everyone, but especially on the east end. My wife believes that every month has a few days of weather of the previous month and a few days of weather of the next coming month. This means the temperatures in August on the east end can be in the nineties and in the fifties. However, usually they are sunny and in the mid-eighties.


It’s time for sailing, outdoor dining at fancy restaurants, tennis matches, bike rides, surf lessons, and nice walks. I remember my first summer in the Hamptons that included attending my first “polo match,” and then being invited to the Hampton Classic for the first time. As Dorothy said in the Wizard of Oz, I wasn’t in Kansas anymore!


For me there has always been a crazy fascination with watching folks who are in the Hamptons for the first time. I fondly remember my first full-time August in 2003. I was stunned by seeing so many people everywhere walking around in an array of various summer fashions. Back then the big thing was walking through town with a flip phone talking into the earplugs connected to the phone by a wire. People held the cellphone in their hands and had a pager attached to them as they walked around talking out loud about deals, law cases, or when they will be back in the office. There was no texting or getting emails on phones yet except for those expensive yet primitive BlackBerry phones.


Being a lifelong people watcher, I remember thinking there are just so many different affluent type people walking around. It was surreal, as if I was walking through a live movie scene being shot. There were kids with ice cream, women with fancy shopping bags and men looking at their expensive watches. It was always fun watching the kids exploding with energy and always in a hurry. There was lots of cigarette smoking on the sidewalks then. Nowadays not so much.


I have been in both California and the French Riviera in August; the Hamptons is the best of both. Now I nostalgically look at locations and remember where a favorite restaurant or friend’s house once occupied those places. Change comes to the Hamptons every year but it’s funny how the feeling in August remains the same. There is always a frantic whirlwind of activity happening both during the days and nights as if the clock is ticking down like on a TV game show. The clothes become more “high” fashion oriented as the calendar moves toward September 1st.


I truly hope that the magic of Hamptons summers goes on forever. Twenty years ago, I reveled in dancing at the Stephen Talkhouse in Amagansett until closing time. After the Talkhouse closed I used go (at 2:30 a.m.) to buy the bagels actually being baked at the now closed East Hampton Bagels on North Main Street.


At the end of August, it was always sad to say goodbye to new summer friends who rented for the season and now were going back to where they came from. It was like a yearly “rite of passage,” amazingly I have watched some return to buy homes decades later.


My favorite August in the Hamptons memory has to be in 2010 on the night I went to an Oceania “Splash Party,” in Mecox Bay as a guest of hamptons.com. Sam Waterston presided and the entertainment was provided by Jackson Browne. He actually sang next to the pool with a very small amp and sound system for his guitar and electric piano. It was on this special August night that I dropped to one knee and asked Cindi Sansone-Braff to marry me. Luckily, she said yes. The amazing thing is the party still has two YouTube links and Cindi and I appear in both YouTube videos walking around before I proposed and afterwards.

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TRENDING

For decades, Brooke Shields has remained one of fashion and entertainment’s most recognizable faces—from iconic fashion campaigns and unforgettable red carpet moments to defining generations of beauty and style. But beyond the flashbulbs, Shields has always been fueled by something more lasting: community. After spending her childhood in the Hamptons, she still resides most of the year Out East today, where the quieter moments continue to shape her life. These days, she’s launching a clean haircare brand inspired by real conversations with women in her audience, and starring in and executive-producing a new TV series. Through it all, Shields is embracing reinvention with the same spark that first made her a household name.

The Evolution of an American ICON

For decades, Brooke Shields has remained one of fashion and entertainment’s most recognizable faces—from iconic fashion campaigns and unforgettable red carpet moments to defining generations of beauty and style. But beyond the flashbulbs, Shields has always been fueled by something more lasting: community. After spending her childhood in the Hamptons, she still resides most of the year Out East today, where the quieter moments continue to shape her life. These days, she’s launching a clean haircare brand inspired by real conversations with women in her audience, and starring in and executive-producing a new TV series. Through it all, Shields is embracing reinvention with the same spark that first made her a household name.

Read more
If you blinked while driving down Main Street in East Hampton this week, you might have missed it. Tucked behind a white-shingled cottage draped in ivy at The Maidstone Hotel, Stuart Weitzman quietly opened its first-ever Hamptons summer shopping installation, and it is exactly the kind of discovery that makes a summer out here feel special.

Stuart Weitzman Just Opened the Chicest Little Shop in the Hamptons

If you blinked while driving down Main Street in East Hampton this week, you might have missed it. Tucked behind a white-shingled cottage draped in ivy at The Maidstone Hotel, Stuart Weitzman quietly opened its first-ever Hamptons summer shopping installation, and it is exactly the kind of discovery that makes a summer out here feel special.

Read more
There are a few places in the Hamptons where you can feel the entire summer happening at once. But, standing on the deck at the Surf Lodge, sunlight and bass bouncing across the waters of Fort Pond in Montauk, the solstice may need to be reconsidered.

Hamptons Summer 2026 Starts at the Surf Lodge

There are a few places in the Hamptons where you can feel the entire summer happening at once. But, standing on the deck at the Surf Lodge, sunlight and bass bouncing across the waters of Fort Pond in Montauk, the solstice may need to be reconsidered.

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  • Where coastal elegance meets high fashion. ✨
East Hampton continues to attract some of the world’s most coveted brands, transforming its charming streets into a summer destination for luxury shopping. From Chanel, Prada, and Louis Vuitton to Brunello Cucinelli, Loro Piana, Loewe, and Ralph Lauren, Main Street and Newtown Lane are lined with iconic fashion houses, blending coastal charm with world-class style. Which store front will you be walking into first? 👀 #hamptons #fashion #luxury #easthampton #shopping
  • Check Out The Top Hamptons Events This Weekend!

🌴 Palm Tree Music Festival
📅 Saturday, June 27 | 3 PM–11 PM
📍 Shinnecock Nation, Southampton
Experience an unforgettable day featuring Kygo, The Chainsmokers, Disco Lines, activations, food, and more.

🎤 Fetty Wap at The Surf Lodge
📅 Saturday, June 27 | 4 PM
📍 Montauk
Enjoy sunset views, cocktails, and a live performance from Fetty Wap at one of the East End’s most iconic venues.

🍕 2nd Annual Feed Family Fête
📅 Saturday, June 27 | 4:30 PM–7:30 PM
📍 Amber Waves Farm, Amagansett
Support Amber Waves Farm and the Feed Foundation with wood-fired pizza, farm-fresh fare, live music, and family fun.

🕺 Saturday Night Fever Disco Series
📅 Saturday, June 27 | 9 PM–1 AM
📍 The Clubhouse, East Hampton
Dance the night away with music from CK Beats and Chris Bachmann.

🥂 Eleanor Whitmore Early Childhood Center Summer Benefit
📅 Friday, June 26 | 5:30 PM–7:30 PM
📍 Mulford Farm, East Hampton
Celebrate the organization’s impact and honor community leaders during this annual summer kickoff event.

🌱 Sylvester Manor Farm to Table Benefit
📅 Saturday, June 27 | 6 PM–10:30 PM
📍 Shelter Island
Enjoy cocktails, dinner, dancing, and support one of Shelter Island’s most cherished institutions.

📚 An Evening with Pulitzer Prize-Winning Poet Philip Schultz
📅 Friday, June 26 | 6 PM
📍 BookHampton, East Hampton
Join Philip Schultz and Grace Schulman for an inspiring literary conversation.

🎆 Southampton Fresh Air Home’s American Picnic
📅 Saturday, June 27 | 7 PM–10 PM
📍 Southampton
A beloved family event featuring a carnival, barbecue, food trucks, and an incredible drone show.

🌸 Project MOST Summer Benefit
📅 Sunday, June 28 | 4 PM–6 PM
📍 Moby’s, East Hampton
Enjoy live jazz, cocktails, hors d’oeuvres, and a silent auction in support of local youth programs.

🎭 WHBPAC Presents: Improv With My Friends From Work
📅 Sunday, June 28 | 8 PM–10 PM
📍 Westhampton Beach Performing Arts Center
An evening of long-form improv featuring performers and writers from Saturday Night Live.

Which event are you heading to this weekend? 👇

#palmtreemusicfestival #hamptons #whbpac #surflodge #montauk
  • Delicious lunch, great atmosphere, and the perfect spot to slow down and enjoy a meal. 🍽️✨#sunsetbeach #lunch #shelterisland #dining
  • A Montauk sunset, endless summer energy, and Guy Gerber setting the soundtrack at The Surf Lodge. 🌊☀️ #guygerber #thesurflodge #montauk
  • Rounds at the U.S. Open ⛳️

Following Ryuichi Oiwa, Robbie Higgins, and Cooper Dossey as they tee it up on one of golf’s biggest stages.

#usopen #golf #shinnecockhills #southampton #golfclub
  • Check Out The Top Hamptons Events this Weekend

⛳ 126th U.S. Open Championship
📅 Now through Sunday, June 21
📍 Shinnecock Hills Golf Club, Southampton
The world’s top golfers return to historic Shinnecock Hills for one of golf’s most prestigious championships.

📚 Stirring the Pot: Padma Lakshmi
📅 Sunday, June 21 | 11 AM
📍 Guild Hall, East Hampton
Join Padma Lakshmi for a conversation about her new cookbook, All America: Tales, Travels and Recipes from Taste the Nation and Beyond.

🍷 Sunset at Wölffer with the Hoodoo Loungers
📅 Saturday, June 20 | 5 PM
📍 Wölffer Wine Stand, Sagaponack
Enjoy rosé, live music, vineyard views, and a stunning Hamptons sunset.

😂 Elon Gold Live
📅 Sunday, June 21 | 8 PM
📍 Westhampton Beach Performing Arts Center
Spend an evening laughing with acclaimed comedian Elon Gold.

🏌️ Mini Open at CMEE
📅 Friday, June 19 | 9 AM–5 PM
📍 CMEE, Bridgehampton
Kids can join the U.S. Open excitement with a golf-themed scavenger hunt and prizes.

💃 Lloyd Knight at Guild Hall
📅 Saturday, June 20 | 7 PM
📍 Guild Hall, East Hampton
An immersive performance combining dance, spoken word, sound, and video.

🎨 Closing Party for “Uncharted Waters”
📅 Friday, June 19 | 6–8 PM
📍 The Corwith House, Bridgehampton
Celebrate the closing of artist Mark Seidenfeld’s solo exhibition.

🧘 Yoga with Victoria Gibbs
📅 Saturday, June 20 | 9:30–10:30 AM
📍 WAVE Social Wellness, Southampton
Start your weekend with an energizing yoga session led by NYC instructor Victoria Gibbs.

🛍️ Shop & Sip at Ramy Brook
📅 Saturday, June 20 | 12–3 PM
📍 Ramy Brook, Southampton
Shop the latest collection while supporting the Southampton Animal Shelter Foundation.

🍽️ Artists’ Table
📅 Saturday, June 20 | 12–2:30 PM
📍 The Watermill Center, Water Mill
Enjoy a unique farm-to-table dining experience paired with inspiring artistic conversation.

🏃 Beacon of Hope 5K
📅 Saturday, June 20 | 8–10 AM
📍 Montauk Point Lighthouse, Montauk
Run or walk through Camp Hero to support local women’s cancer organizations.

Check out more events at Hamptons.com (Link in Bio)
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