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Hamptons.com
November 19, 2024

“Masquerade”: A 1988 Mystery Film Shot in the Hamptons

T.J. Clementeby T.J. Clemente
in Community, Trending
Home Community
“Masquerade”: A 1988 Mystery Film Shot in the Hamptons I Photo Credit: © MGM/UA Communications Co

With the sun setting well before 5 p.m. now that Daylight Savings Time has ended, East Enders are spending more time indoors. Some escape their computers and smartphones by watching classic films on television. Many locals enjoy movies filmed in the area where they live. One such film, Masquerade, was shot exclusively on the East End in 1988, particularly in Sag Harbor, Southampton Village, Shelter Island, Riverhead, and at the Dennistoun M. Bell estate in Amagansett.

 

For locals and summer visitors alike, it’s a thrill to see the Hamptons as they were in 1988. The scenes in Southampton Village are mesmerizing, and Shelter Island looks almost the same today as it did nearly forty years ago. Watching Masquerade, you’ll likely find yourself thinking, “I know that spot, that location, that beach.” There will be plenty of those moments.

 

This romantic thriller with a surprising twist stars Rob Lowe (in his twenties), Kim Cattrall (31 years old), Meg Tilly, Doug Savant, Dana Delaney, and even Boz Scaggs, who plays a police officer. The movie was written by Dick Wolf (best known for Law & Order) and directed by Bob Swaim. The cinematography is exceptional, capturing the bright beauty of summer on the East End.

 

Rob Lowe plays a hired racing yacht captain for a wealthy sailboat enthusiast who doesn’t realize his wife (played by Kim Cattrall) is having an affair with Lowe. Enter Meg Tilly, a wealthy orphan who sparks a romance with Lowe, and the drama unfolds, full of posh parties, beautiful people, and the high society of the Hamptons. There are also plenty of moments with the locals—doing what locals do and say. On top of that, the movie showcases the stunning reality of summer in the Hamptons, including exciting sailing scenes. The racing yacht scenes in Shelter Island’s Dering Harbor are particularly well done, and the Shelter Island Yacht Club plays a prominent role in the film. After watching it, you’ll never look at that facility the same way again.

 

Masquerade earned $15,855,828 at the U.S. box office, and Rob Lowe himself has said in his autobiography that the movie “bombed.” According to a Variety article, Lowe recalls Dick Wolf’s frustration at the time: “I remember him saying to me how frustrated he was in the movie business, that he was going to write a pilot, and he wrote Law & Order. And the rest is history. You’re welcome. Yeah, I’m happy to provide the bomb that powers your rise to dominance.”

 

The movie features many of the twists and turns that would later make Law & Order so successful. There are several theories about why Masquerade didn’t resonate with audiences. One theory is that it contained too many explicit sex scenes, which were frowned upon by some critics. The movie was released during the Reagan era, amidst cultural battles that affected the reception of films. It was rated R in the U.S., which likely didn’t help its popularity. Additionally, in the 1980s, the Hamptons were not as widely known as they are today. Back then, large summer homes could be rented for just $10,000 for the entire season.

 

At the time, Rob Lowe was tabloid fodder as part of a new “young rat pack,” something that elite critics dismissed as eye candy, not the serious acting of stars like Dustin Hoffman or Paul Newman. Still, renowned film critic Roger Ebert gave the film three stars, praising Meg Tilly’s performance: “…the right choice for the movie: Her dreaminess, which at first seems distracting, becomes an important part of the suspense. While she drifts in her romantic reverie, a sweet smile on her face, we’re mentally screaming at her to wake up and smell the coffee.”

 

So why should you watch Masquerade? First, it’s a great who-done-it mystery movie. Second, it offers a nostalgic glimpse of the Hamptons in 1988 (you might even recognize some of the extras!). Lastly, it’s fun to see Rob Lowe and Kim Cattrall in their younger days, before they became icons in The West Wing and Sex and the City.

 

Next time you’re wondering, “Maybe a movie tonight?” head over to Amazon Prime Video and give Masquerade a shot. It’s well worth the effort.

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LOCAL EVENTS

Events

07
Aug
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07
Aug

DanceBody at The HUB

August 7 @ 09:00 AM - August 7 @ 11:00 AM
The HUB 2183 Montauk Highway Bridgehampton, NY 11932
07
Aug
07
Aug
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07
Aug

Toddler & Teeny Tumbling (ages 18mos – 3yrs)

August 7 @ 09:15 AM - August 7 @ 10:00 AM
44 Meadow Way East Hampton, NY 11937
07
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07
Aug
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07
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UJA-Federation of New York’s Annual Hamptons Trunk Show

August 7 @ 10:00 AM - August 7 @ 03:00 PM
Bridgehampton Historical Society Museum
07
Aug
07
Aug
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10
Aug

Dooz Pop-Up Shop

August 7 @ 11:00 AM - August 10 @ 06:00 PM
LDV at The Maidstone, Garden Retail Cottage | 207 Main Street, East Hampton NY
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East Hampton Historical Society to Host 9th Annual Summer Design Luncheon Benefit

August 7 @ 11:00 AM - August 7 @ 12:30 PM
Maidstone Club 50 Old Beach Lane, East Hampton NY 11937
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Romany Kramoris Gallery Presents the Annual Small Works Holiday Invitational

Romany Kramoris Gallery Presents the Annual Small Works Holiday Invitational

  • On Tuesday, July 22nd, Olympic gold medalist Kerri Walsh Jennings hosted a charity Hampton Volley Tournament at Kirk Park Beach in Montauk. The tournament featured eight dynamic teams, uniting elite professional athletes, local lifeguards, and community members. Net proceeds from the tournament will go to the Hampton Lifeguard Association and P1440 Foundation, aiming to unite, empower, and inspire through the transformative sport of beach volleyball. ⁠
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Simultaneously, a VIP gifting suite and lounge at Hero Beach Club in Montauk kept the momentum going with music by Rachel Winters and Ana Boo. To mark the special occasion, guests were treated to Hammitt bags with Montauk Tattoo personalized leather bag tags. In true VIP fashion, drinks flowed all throughout the day, compliments of Tito’s, Saint Spritz, Avaline, and Montauk Brewing Company. ⁠
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Check out the complete gallery at Hamptons.com (Link in Bio)⁠
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📸: Photography by Daniel Rahal⁠
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@kerrileewalsh  @hamptonlifeguardassociation @p1440foundation⁠
@herobeachclub @hammittla @montauktattoo @titosvodka @saintspritz @drinkavaline @montaukbrewco⁠
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#kerriwalshjennings #volley #hamptons #montauk #lifeguards
  • Montauk has a new hospitality gem: Mary Lou’s Montauk. The high-energy, design-forward concept that blends coastal dining with a sense of playful excess. Mary Lou’s offers nightly dinner service, a full cocktail lounge and weekend music programming that blends nostalgic vibes with fresh energy.⁠
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After launching in Palm Beach, the team behind Mary Lou’s, Alex Melillo, Joe Cervasio, and Topher Grubb, are bringing the vibe north, teaming up with NDT Development to open a new outpost at 474 West Lake Drive.⁠
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Alex Melillo, co-founder of Mary Lou’s, shared about the origins of the concept, why Montauk was the next natural step and what guests can expect from this summer’s new venue.⁠
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Can you walk us through the journey of how the idea for Mary Lou’s came to life?⁠
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The idea for Mary Lou’s was born out of a genuine love for creating lasting memories and shared experiences. We’ve always admired the golden era of New York’s nightlife – when people went out to truly let go, to dance without restraint, and to enjoy the moment without ego. There was a certain magic back then, a raw energy that felt authentic and uninhibited.⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#marylousmontauk #marylous #dining #montauk #hamptons
  • “Tonight is our most successful benefit ever!” said Louis Bradbury, LongHouse Reserve Board President, “We’re grateful for our co-chairs Gael Towey and Raisa Lopez-Rhoden, for their incredible leadership in bringing tonight to life.” For this special evening, themed, “LUMINOSITY’, the 16-acre sculpture garden and nature sanctuary lit up with vibrant colors, live music, community love, and lots of laughter. “With 100% board participation, our benefit sold out before invitations were ever sent!“, continued Bradbury, “How many of you have come to LongHouse more than once in a year? Have you seen the four seasons here? Daffodils, cherry blossoms, and azaleas in Spring; lush green of Summer; brilliant Autumn leaves, and spectacular snowdrops and witch hazel in Winter. Tonight, we come together in gratitude for all of it.”⁠
⁠ 
Check out the full gallery at Hamptons.com

📸: BFA, Patrick McMullan/PMC/PMC, Alex Marcano⁠
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#hamptons #longhousereserve #benefit #luminosity #sculpture #music #garden #nature #easthampton #longhouse #thehamptons #summer #celebration #hamptonsummer #longisland
  • Classes are offered all summer long. Sign up on the Wolffer website to enjoy yoga or Pilates.

#wölffer #yoga #winestand #vineyard #hamptonsstyle
  • Can’t Forget Your QUAYS @quayaustralia @montaukyachtclub⁠
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(It’s pronounced “key”—and just as essential.)⁠
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As summer hits its stride, QUAY Eyewear brought the heat to Montauk Yacht Club with a picture-perfect Hamptons weekend – step-and-repeat hosted by the @tiffbaira, DJ, Caviar + Oyster Bars, cocktails, and of course exclusive giveaways from the Montauk Edit. The event celebrated QUAY’s summer-long collaboration at Montauk Yacht Club and cemented the brand’s place as a rising staple on the East End.⁠
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Simply, QUAY makes trend-forward designer eyewear for any moment or mood, and at a price that encourages adventures.⁠
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If the Hamptons are the capital of Laidback Luxury, QUAY shades pair perfectly with the aesthetic and vibe. The price range starts at surprisingly affordable ($39!) and ranges entirely reasonable ($105) – we’re here for it, QUAY!⁠
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The Montauk Edit is fantastic. I love my “Fast Lane” and am 100% considering grabbing a pair of the “ANYWAYS.” The styles are Gen-Z and Millennial-approved—no small feat.⁠
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In the Hamptons, great sunglasses are as important as your keys. Leave your gas station glasses at home, but remember, you’re in the Hamptons to have fun, so maybe don’t bring sunglasses that need an insurance policy. ⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#quay #montauk #hamptons #sunglasses #eyewear
  • Check out the Top Hamptons Events This Weekend:⁠
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🎒 Rebecca Minkoff Pop-Up⁠
📍 Sole East, Montauk⁠
🕘 Aug 1–10, 9am–7pm⁠
Shop signature bags & style a new summer look!⁠
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🍷 Dinner in the Vines⁠
📍 Wölffer Estate Vineyard, Sagaponack⁠
🕠 Fri, Aug 1 | 6:30–9pm⁠
A farm-to-table evening supporting the Feed Foundation.⁠
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🎤 Rosebud Baker Live⁠
📍 WHBPAC, Westhampton Beach⁠
🕗 Fri, Aug 1 | 8–9:30pm⁠
A Friday night of laughs with the comedy star.⁠
The first 3 people who Dm us ”Rosebuds” will get a pair of tickets 🙂‍↔️
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🎶 Cimafunk at Talkhouse⁠
📍 Stephen Talkhouse, Amagansett⁠
🕗 Fri, Aug 1 | 8pm⁠
Get ready to dance—Cimafunk brings the energy!⁠
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🖼️ Liaigre Summer Exhibition⁠
📍 The Barn, Bridgehampton⁠
🕚 Aug 1–25 | 11am–5pm⁠
Design meets art in this exclusive gallery experience.⁠
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🎨 Guild Hall Summer Gala⁠
📍 Guild Hall, East Hampton⁠
🕕 Fri, Aug 1 | 6–11pm⁠
Celebrating new exhibitions by Mary Heilmann & Joel Mesler.⁠
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🛶 Mecox Bay Paddle⁠
📍 Water Mill⁠
🕙 Sat, Aug 2 | 10am–12pm⁠
Explore creeks and coves with STPS.⁠
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🌊 Heart of Springs Gala⁠
📍 Ashawagh Hall, East Hampton⁠
🕛 Sat, Aug 2 | 12–8pm⁠
An afternoon celebrating the spirit of Springs.⁠
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🎓 Hetrick-Martin “School’s Out” Benefit⁠
📍 Sagaponack⁠
🕔 Sat, Aug 2 | 5pm⁠
Taste of the Hamptons + a good cause.⁠
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🎭 Joy Behar: “My First Ex-Husband”⁠
📍 WHBPAC, Westhampton Beach⁠
🕗 Sat, Aug 2 | 8pm⁠
A bold & hilarious one-woman show.⁠
⁠
📚 Friday at Five: Rue Matthiessen⁠
📍 Hampton Library, Bridgehampton⁠
🕔 Fri, Aug 1 | 5pm⁠
Meet the Pushcart Prize nominee!⁠
⁠
🐶 Mutts & Mimosas⁠
📍 Calissa, Water Mill⁠
🕛 Sun, Aug 3 | 12–4pm⁠
Brunch + adoptable pups = perfect Sunday 🐾⁠
⁠
✨ Tap the link in bio for details & tickets! ✨⁠
⁠
#rebeccaminkoff #cimafunk #hamptons #weekend #wolffer #montauk #hamptonsstyle
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