Mike Tyson, Dave Portnoy, Diplo, and Winnie Harlow dazzle at the 2025 Pegasus World Cup

Mike Tyson, Dave Portnoy, Diplo, and Winnie Harlow dazzle at the 2025 Pegasus World Cup

The 2025 Pegasus World Cup has once again proven why it’s the hottest ticket in town.

Gulfstream Park was buzzing with excitement on January 25, as a glittering array of celebrities, thrilling horse races, and unforgettable entertainment took over South Florida.

The Pegasus World Cup is an American Thoroughbred horse race, which saw many celebrities visit across the weekend, including boxing legend Mike Tyson, rapper JaRule, Barstool Sports founder Dave Portnoy, DJ superstars Diplo and Black Coffee, fashion icon Winnie Harlow, French footballer Paul Labile Pogba, TV personality Carson Kressley and pop-country sensation Dasha.

Before the event kicked off, Mike Tyson and JaRule stopped to speak exclusively with DailyMail.com on the star-studded Pink Carpet, sharing their excitement for the day ahead.

Tyson reflected on his now-viral moment with Jake Paul at the inauguration of President Trump, while JaRule opened up by giving tips to upcoming artists about the balance of family life and a musical career – as well as revealing who he was betting on for the big race.

From the moment guests arrived, it was clear this was no ordinary day at the races.

The crowd was treated to an electrifying headline performance by Black Coffee and Diplo, who kept the energy soaring as the Florida sun was setting over the racetrack, while Dasha wowed everyone with her stunning live set, broadcast nationwide on NBC/Peacock.

The racing action itself was just as exhilarating, with the $3 million Pegasus World Cup Championship Invitational, the $1 million Pegasus World Cup Championship Turf Invitational, and the $500,000 Pegasus World Cup Filly & Mare Turf Invitational delivering edge-of-the-seat moments.

The Pegasus World Cup is an American Thoroughbred horse race, which saw many celebrities during the weekend

The Pegasus World Cup is an American Thoroughbred horse race, which saw many celebrities during the weekend

JaRule opened up by giving tips to upcoming artist about the balance of family life and a musical career - as well as revealing who he was betting on for the big race

JaRule opened up by giving tips to upcoming artist about the balance of family life and a musical career – as well as revealing who he was betting on for the big race

Tyson reflected on his viral moment with Jake Paul at the inauguration of President Trump

Tyson reflected on his viral moment with Jake Paul at the inauguration of President Trump

The exclusive Carousel Club, presented by LIV and Palm Tree Crew, was the ultimate VIP hotspot.

From delectable bites by Groot Hospitality’s finest restaurants to endless pours of Whispering Angel rosé, the trackside experience was pure indulgence.

With celebs mingling and the music pumping, it felt more like a chic Miami beach party than a horse racing event.

For those looking for a touch of opulence, the ultra-exclusive Flamingo Room delivered in spades.

With culinary delights from hotspots like Gekkō, Komodo, and Papi Steak, the vibe was as luxurious as it gets. A-listers were spotted toasting and laughing as they enjoyed unbeatable views of the track.

David Grutman, Founder of Groot Hospitality, summed up the day perfectly: ‘The Pegasus World Cup is always the highlight of the season, and this year, we brought even more excitement, luxury, and unforgettable moments to South Florida.’

Past Pegasus World Cup events have attracted major stars like Jennifer Lopez, Lenny Kravitz, Usher, and Venus Williams, and this year was no different, with Tyson, JaRule, Portnoy, and Harlow adding to the glitz and glamour.

Dasha wowed everyone with her stunning live set, broadcast nationwide on NBC/Peacock

Dasha wowed everyone with her stunning live set, broadcast nationwide on NBC/Peacock

Real Housewives of Miami star Alexia Nepola stunned on the red carpet at the Pegasus World Cup

Real Housewives of Miami star Alexia Nepola stunned on the red carpet at the Pegasus World Cup

Spectators cheered on the world's best Thoroughbred racehorses and jockeys under the dazzling Miami sun, including Carson Kressley and John Guerrera

Spectators cheered on the world’s best Thoroughbred racehorses and jockeys under the dazzling Miami sun, including Carson Kressley and John Guerrera

Model Winnie Harlow also attended the grand event, as fellow A-listers were spotted toasting and laughing as they enjoyed unbeatable views of the track

Model Winnie Harlow also attended the grand event, as fellow A-listers were spotted toasting and laughing as they enjoyed unbeatable views of the track

Tickets for the event ranged from $125 to $1,619, and those who splurged on VIP packages were treated to an experience like no other

Tickets for the event ranged from $125 to $1,619, and those who splurged on VIP packages were treated to an experience like no other

Private suites and premium tables offered the ultimate race-day luxury with impeccable service and stunning views

Private suites and premium tables offered the ultimate race-day luxury with impeccable service and stunning views

Past Pegasus World Cup events have attracted major stars like Jennifer Lopez, Lenny Kravitz, Usher, and Venus Williams, and this year was no different, with Tyson, JaRule, Portnoy, and Harlow adding to the glitz and glamour

Past Pegasus World Cup events have attracted major stars like Jennifer Lopez, Lenny Kravitz, Usher, and Venus Williams, and this year was no different, with Tyson, JaRule, Portnoy, and Harlow adding to the glitz and glamour

Meanwhile, Barstool Sports founder Dave Portnoy took to Instagram to share his heartbreak after losing on his bets.

Rather than joining the party outside, he opted to stay in his luxurious suite, enjoying the upscale ambiance and gourmet bites while fans speculated on his next big wager.

Tickets for the event ranged from $125 to $1,619, and those who splurged on VIP packages were treated to an experience like no other.

Private suites and premium tables offered the ultimate race-day luxury with impeccable service and stunning views.

The 2025 Pegasus World Cup delivered an unforgettable day of celebs, style, sports, and celebration — and it hoping to be even bigger and better next year.

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