On Friday, May 26, Justin Timberlake stopped by Poxabogue Golf Center in Sagaponack to work on his golf swing. Later in the weekend, Timberlake and Jimmy Fallon took their bromance to the streets – of the Hamptons – as they impressively rode a tandem bike on Sunday. The Can’t Stop the Feeling singer took to Instagram to share their holiday weekend hijinks with The Tonight Show Starring Jimmy Fallon host. The comical video begins with commentary from Timberlake who shares, “God! Just biking through the Hamptons. It’s so beautiful.” Timberlake really makes use of the bike’s bell before it’s time for a Fallon cameo, which leads to the buds shouting “bro-biking!” Boy do we really wish we had seen this hilarious scene in person.
Supermodel Karlie Kloss and boyfriend Joshua Kushner arrived in the Hamptons in style on Friday via a private jet.
Bethenny Frankel attended the WorkEatPlay launch party at Ruschmeyer’s in Montauk on Friday with friends. The Real Housewives of New York City star had a great time playing lifesize Jenga and other games, while enjoying skinny margaritas, of course.
After his Friday night concert at the Stephen Talkhouse in Amagansett, Kiefer Sutherland dropped by Indian Wells Tavern with a group for a late night meal. Sutherland sipped on water and noshed on a prime rib sandwich.
On Saturday afternoon, Cynthia Rowley, photographer Michael Halsband, and actor John Slattery were among guests at the crowded opening of the Boo-Hooray Summer Rental gallery in Montauk. Owner and counter-culture curator Johan Kugelberg also showed (and sold) vintage surf posters and ephemera to Grammy winner Jesse Harris, The Surf Lodge’s Jayma Cardoso, and sculptor Rogan Gregory.
The Surf Lodge in Montauk, which is celebrating its 10th season, kicked off Memorial Day weekend with a Saturday night concert featuring singer Cole Ramstad, who surprised the audience that included Jack Brinkley-Cook and Sailor Brinkley-Cook, Barron Hilton, Princess Maria-Olympia of Greece, Peter Brant Jr., Public School’s Maxwell Osbourne, and Rumble trainer Noah Douglas Neiman, by bringing Ghostface Killah to the stage for a surprise performance. Later in the evening, Justin Bieber, who was incognito in a cowboy hat, with an entourage of 12, found himself in the center of it all at the Montauk hotspot. “He was in a good mood,” shared a partygoer. “He was all smiles.”
The next day, Bieber was spotted hanging out with Patrick Schwarzenegger and Schwarzenegger’s girlfriend at Wölffer Estate Winery in Sagaponack on Saturday where Bieber enjoyed some rosé and mingled with fans. CNN entertainment reporter Chloe Melas, who is expecting her first child with husband Brian Mazza, shared on social media that the I’m the One singer sweetly congratulated her about her impending bundle of joy and she even managed to snag a picture of Bieber. “@justinbieber hugged tons of fans and was super sweet. Even congratulated me on my pregnancy – he was with Patrick Schwarzenegger,” she captioned the post.
On Saturday, to the delight of Bay Street Theater audience members, before Colin Quinn cracked up the crowd, Jerry Seinfeld made a surprise appearance at the Sag Harbor theater.
Jazmin Grace Grimaldi, the granddaughter of Grace Kelly, was spotted hanging out at The Montauk Beach House listening to the sounds of boyfriend DJ/model/singer Ian Mellencamp during The MBH’s MDW Saturday pool social. Later in the evening, Grimaldi hosted a birthday bash for her beau at Centro Trattoria & Bar in Hampton Bays. After the celebratory meal, the duo headed to AM Southampton for drinks. EJNYC star EJ Johnson and actor/producer Rayan Lawrence from the upcoming Tupac Bio-pic, All Eyez On Me, were also spotted at AM Southampton over the holiday weekend.
Bob Balaban ended the holiday weekend by dining with a friend in the front room of Nick & Toni’s in East Hampton on Monday night.
Brooke Shields stopped by Union Cantina in Southampton over Memorial Day weekend.
Detroit Pistons’ Tobias Harris and Andre Drummond were spotted at Gurney’s Montauk Resort & Seawater Spa over the holiday weekend.