The two 50-year-old actors were spotted in California\u2019s Venice Beach on Wednesday, Oct. 1, visiting another friend.<\/p>\n
With both DiCaprio and Maguire keeping things casual in dark caps, T-shirts and sneakers, it was also a twinning moment for the longtime pals. Both kept a pair of dark sunglasses hanging on their shirts \u2014 with DiCaprio, in some shots, also covering his eyes with a second pair.<\/p>\n
![\"SPOT-LESE](\"https:\/\/www.newsbeep.com\/uk\/wp-content\/uploads\/2025\/10\/b2389fbcc804d283855d52780a52135f.jpeg\"\/)
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SPOT-LESE \/ BACKGRID<\/p>\n
Tobey Maguire and Leonardo DiCaprio on Oct. 1<\/p>\n
Friends since meeting as kids in 1990, the One Battle After Another<\/a> and Spider-Man stars have been spotted out and about with friends at nightclubs<\/a>, on boats<\/a> and at movie premieres over the years. The two have starred together onscreen in 1993’s This Boy’s Life, 2001’s Don’s Plum and 2013’s The Great Gatsby<\/a>.<\/p>\n At DiCaprio\u2019s star-studded 50th birthday bash<\/a> in November 2024, Maguire joined fellow guests including Brad Pitt<\/a>, Tyga<\/a>, Jamie Foxx<\/a>, Paris Hilton<\/a>, Cara Delevingne<\/a>, Chris Rock<\/a>, Kevin Connolly<\/a>, Anderson .Paak and more. The Titanic star has in turn celebrated<\/a> Maguire\u2019s birthday in the past.<\/p>\n Maguire told PEOPLE in 2013 about the \u201caffection\u201d he and the Oscar winner share, saying they\u2019re \u201clike any other buddies. There’s a lot of laughing and chatting between us. We enjoy doing a lot of things we have in common, like basketball. We like to play and talk about basketball.”<\/p>\n Never miss a story \u2014 sign up for PEOPLE’s free daily newsletter<\/a> to stay up-to-date on the best of what PEOPLE has to offer\u200b\u200b, from celebrity news to compelling human interest stories.\u00a0<\/p>\n SPOT-LESE \/ BACKGRID<\/p>\n Leonardo DiCaprio and Tobey Maguire in 2017<\/p>\n Maguire hasn\u2019t appeared on screen since 2022\u2019s Babylon and an episode of 2023 miniseries Extrapolations, but as a producer worked this year on Bob Odenkirk\u2019s Nobody 2<\/a>.<\/p>\n DiCaprio has several projects as a producer in the works, including a biopic about the late Dr. Jane Goodall<\/a> and more collaborations with longtime director Martin Scorsese<\/a>. He stars with Teyana Taylor<\/a>, Sean Penn<\/a>, Regina Hall<\/a>, Benicio del Toro<\/a>, Chase Infiniti and more in Paul Thomas Anderson<\/a>\u2019s One Battle After Another, in theaters now.\u00a0<\/p>\n![\"SPOT-LESE](\"https:\/\/www.newsbeep.com\/uk\/wp-content\/uploads\/2025\/10\/44b0c08914529e50454528c0f79d68d6.jpeg\"\/)
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