Leonardo DiCaprio, Kim Kardashian, Kylie Jenner, Serena Williams, and a slew of other A-listers celebrated Art Basel Miami’s 20th anniversary with a star-studded private party on Friday night at Wayne and Cynthia Boich’s waterfront mansion.
“Everyone who was anyone was there,” one well-dressed partygoer said of the annual “After Dark” party, which began with a nearly one-hour performance by 50 Cent.
Around 11 p.m., the legendary rapper took the stage to perform his biggest hits, including “Candy Shop,” “Just a Lil Bit,” “P.I.M.P.,” “In Da Club,” and “Disco Inferno.”
Meanwhile, DiCaprio, who has been making the rounds on the Art Basel party circuit, arrived by boat and wearing his trademark baseball cap.
During 50 Cent’s performance, the actor, 48, was seen enjoying himself on the crowded dance floor with close pal Tobey Maguire before making their way to a VIP table.
According to reports, DiCaprio, who was seen dancing among a sea of models, was approached by a fan who attempted to say “hi,” but the person walked into a pool of water and splashed the “Wolf of Wall Street” star.
“This poor guy completely de.stroyed his shoes for Leo,” a spy remarked, adding, “It was probably worth it.”
Kim, 42, and her sister Khloé Kardashian, 38, were seen partying at their own VIP table with Venus and Serena Williams across the crowd.
According to one insider, the Kardashian sisters arrived at the party as 50 Cent was leaving and convinced him to return to the stage for a second set.
“Kim and Khloé Kardashian walked into the mansion to be escorted to their friend’s table and, as they were walking, they saw Wayne Boich, 50 Cent, and Serena Williams talking,” according to the source.
“50 said he was leaving, and [Kim and Khloé] asked, ‘Did we miss your set?,’ prompting the rapper to ask, ‘Do you want to see it?'” ‘All right, let’s go.'”
50 Cent then returned to the stage for a surprise encore with Kim, Khloé, Jonathan “Foodgod” Cheban, and restaurateur David Grutman.
However, the special performances did not end there. Travis Scott arrived with Kylie Jenner and took photos together before taking the stage to perform at the opu.lent event.
“Just before Travis Scott took the stage, Kylie Jenner joined her sisters and good friend Hailey Bieber to take tequila sh.ots,” a source said. “During his set, he summoned Wayne Boich and Dwyane Wade to share a sh.ot of Don Julio 1942 with him.”
In the DJ booth, the “Si.cko Mode” rapper was seen ma.king out with Jenner, with whom he shares two children. Many of his biggest hits were also performed, including “Goos.ebumps,” “Hig.hest in the Room,” and “No By.standers.”
Venus, 42, was spotted grabbing cocktails at one of the “normal attendees” bars before heading to Kim’s VIP section.
Cuba Gooding Jr. appeared to be having the time of his life at the party, approaching random guests to strike up a conversation.
He surprised guests at one point by taking over the stage for a ki.ller karaoke set, during which he belted out Journey’s “Don’t Stop Believing.”
“That was for you Travis!” the 54-year-old “Jerry Maguire” star exclaimed into the mic before exiting the stage and dancing with Scott and Zack Bia to Chase B beats.
When DJ duo Soffi Tukker took the stage to spin beats, Khloé and Diddy were seen sa.lsa dancing inside the Boich’s stu.nning waterfront estate’s living room.
“It was honestly the most ep.ic party of Art Basel,” a delighted visitor exclaimed to a friend.
Jared Leto, Anastasia Karanikolaou, Bobby Shmurda, Michael Bay, Dave Portnoy, Karolina Kurkova, Shane Battier, Rande Gerber, Justine Skye, Matt Barnes, The Chai.nsmokers, Daymond John, Floyd Mayweather, Hannah Bronfmon, Brendan Fallis, Skepta, Dwyane Wade, Gabrielle Union, and artist Hebru Brantley were among the other celebrities who attended the Art Week.
Prior to the exclusive event, Related Group’s Bruce Beal, Equinox’s Harvey Spevak, Shuttersh.ock CEO Jon Oringer, Marc Packer, Casamigos Co-Founder Rande Gerber, Catch Co-Founders Eugene Remm and Mark Birnbaum, Orlando Bravo, Andrew Mathia of SL Green, Josh Wander, Michael and Nikki Simkins, and La Fete Wine Company owner Donae Burston enjoyed a private dinner with Wayne and Cynthia.
The decadent meal was paired with cocktails by Haig Club, Don Julio, and Armand de Brignac Champagne.
Kim and Khloé were spotted earlier in the day at the Art Basel fair before heading to Nylon’s party at Grutman’s Strawberry Moon.