Top 5 Hollywood stars who love gambling: their passion for casinos
30 october 2025 в 21:37
Imagine that you are a top Hollywood celebrity. You have millions of fans and enough money to do practically anything. From buying the most expensive cars to living in luxurious mansions, every whim of yours is fulfilled. And if you enjoy playing casino games, you’re in luck. Hollywood is full of casino enthusiasts who have become famous and gained an amazing reputation thanks to their adventures in casinos.
Whether it’s movie stars trying to become professionals in poker or sports stars spending millions of dollars at the gaming table, there are several casino enthusiasts in Hollywood who regularly spend money on gambling. Their love for the game is closely followed by many fans who visit physical establishments or find alternatives in online casinos. As for the celebrities themselves, here are a few names of top casino enthusiasts in Hollywood.
As a professional boxer, Floyd Mayweather knows all about people betting on the outcomes of his fights. He certainly doesn’t shy away from spending large sums on gambling. In fact, he is known for his bets. His preference seems to be making large bets on sporting events. For example, he has spent millions on bets on NFL and NBA games, as well as on more unusual things like Justin Bieber concerts. To his credit, he has both won and lost large sums, many of which he showcases on social media. Just from 2010 to 2012, he made $ 4 million in profit and famously earned $ 42,500 on a bet on the Bivol vs. Canelo fight.
Fans of Matt Damon may know about his famous role in the 1998 film «Rounders», - where he played Mike McDermott, a man immersed in the world of high-stakes underground poker. But in researching the role, he developed a real passion for poker that almost led his career in a different direction. He started playing poker professionally and even achieved some success in the game. He participated in the 1998 World Series of Poker (WSOP) and was knocked out of the game by Pro Doyle Brunson. Not giving up, his love for poker continued, and even in recent years, in 2010, he participated in World Series of Poker events. Although acting clearly remained his true passion, he stands out as one of the most productive poker players in Hollywood.
The list of top casino enthusiasts in Hollywood would not be complete without mentioning Tobey Maguire, a man so legendary that his adventures were immortalized on screen. It all started in 2004 when Maguire, fresh off his fame from the movie «Spider-Man», - began playing poker at a tournament level. He received top-notch training from professional Daniel Negreanu and really did well, attending several World Series of Poker (WSOP) events. But what really made him stand out was his participation in underground Hollywood poker tournaments organized by Molly Bloom in the 2000s. These tournaments were not entirely legal, and the participation of big names like Leonardo DiCaprio and Maguire meant that some drama was inevitable. Reports say he made Bloom bark like a seal after winning a game. This was depicted in the film «Molly's Game», - which delved into the world of Hollywood poker and cemented his place in the history of Hollywood gambling.
George Clooney’s legendary love for gambling was evident both on screen and off. On screen, he is famous for his role as Danny Ocean in the «Ocean's» films, a con artist trying to pull off a high-stakes heist in a luxurious casino. In real life, his gambling exploits were widely known. He is known for making bets with fellow acting colleagues Michelle Pfeiffer and Nicole Kidman that he would be unmarried and childless by the age of 40, a bet he won. He reportedly participated in high-stakes private games with Hollywood colleagues and even tried to get into the business himself.
In 2005, he teamed up with business partner Rande Gerber for what was supposed to be a $ 3 billion casino-hotel project called «Las Ramblas» in Las Vegas. Unfortunately, this project was canceled the following year due to market conditions
Whether it’s movie stars trying to become professionals in poker or sports stars spending millions of dollars at the gaming table, there are several casino enthusiasts in Hollywood who regularly spend money on gambling. Their love for the game is closely followed by many fans who visit physical establishments or find alternatives in online casinos. As for the celebrities themselves, here are a few names of top casino enthusiasts in Hollywood.
As a professional boxer, Floyd Mayweather knows all about people betting on the outcomes of his fights. He certainly doesn’t shy away from spending large sums on gambling. In fact, he is known for his bets. His preference seems to be making large bets on sporting events. For example, he has spent millions on bets on NFL and NBA games, as well as on more unusual things like Justin Bieber concerts. To his credit, he has both won and lost large sums, many of which he showcases on social media. Just from 2010 to 2012, he made $ 4 million in profit and famously earned $ 42,500 on a bet on the Bivol vs. Canelo fight.
Fans of Matt Damon may know about his famous role in the 1998 film «Rounders», - where he played Mike McDermott, a man immersed in the world of high-stakes underground poker. But in researching the role, he developed a real passion for poker that almost led his career in a different direction. He started playing poker professionally and even achieved some success in the game. He participated in the 1998 World Series of Poker (WSOP) and was knocked out of the game by Pro Doyle Brunson. Not giving up, his love for poker continued, and even in recent years, in 2010, he participated in World Series of Poker events. Although acting clearly remained his true passion, he stands out as one of the most productive poker players in Hollywood.
The list of top casino enthusiasts in Hollywood would not be complete without mentioning Tobey Maguire, a man so legendary that his adventures were immortalized on screen. It all started in 2004 when Maguire, fresh off his fame from the movie «Spider-Man», - began playing poker at a tournament level. He received top-notch training from professional Daniel Negreanu and really did well, attending several World Series of Poker (WSOP) events. But what really made him stand out was his participation in underground Hollywood poker tournaments organized by Molly Bloom in the 2000s. These tournaments were not entirely legal, and the participation of big names like Leonardo DiCaprio and Maguire meant that some drama was inevitable. Reports say he made Bloom bark like a seal after winning a game. This was depicted in the film «Molly's Game», - which delved into the world of Hollywood poker and cemented his place in the history of Hollywood gambling.
George Clooney’s legendary love for gambling was evident both on screen and off. On screen, he is famous for his role as Danny Ocean in the «Ocean's» films, a con artist trying to pull off a high-stakes heist in a luxurious casino. In real life, his gambling exploits were widely known. He is known for making bets with fellow acting colleagues Michelle Pfeiffer and Nicole Kidman that he would be unmarried and childless by the age of 40, a bet he won. He reportedly participated in high-stakes private games with Hollywood colleagues and even tried to get into the business himself.
In 2005, he teamed up with business partner Rande Gerber for what was supposed to be a $ 3 billion casino-hotel project called «Las Ramblas» in Las Vegas. Unfortunately, this project was canceled the following year due to market conditions
© Kolganov Andrey











