Entertainment Movies Tobey Maguire Rings in His 47th Birthday with Leonardo DiCaprio and More Celebrity Friends Tobey Maguire was seen partying with Leonardo DiCaprio, Kevin Connolly and more on Sunday to celebrate his 47th birthday By Jen Juneau Jen Juneau Jen Juneau is a News and Movies Staff Writer at PEOPLE. She started at the brand in 2016 and has more than 15 years' professional writing experience. People Editorial Guidelines Published on June 30, 2022 01:57PM EDT Tobey Maguire; Leonardo DiCaprio. Photo: Diggzy/Jesal/Shutterstock Happy 47th birthday, Tobey Maguire! The Spider-Man: No Way Home actor celebrated his birthday at a pool party on Sunday alongside celebrity friends like Leonardo DiCaprio and Kevin Connolly. In photos from the bash, a casually dressed Maguire can be seen talking to several people and hugging one woman as he greets her. Connolly, 48, arrived at the party in L.A.'s Brentwood neighborhood in a blue T-shirt and shorts, a white button-down and white sneakers. DiCaprio, 47, was snapped in an all-gray ensemble, including a T-shirt, sweatpants and baseball cap, along with striped slide sandals. Never miss a story — sign up for PEOPLE's free daily newsletter to stay up-to-date on the best of what PEOPLE has to offer, from juicy celebrity news to compelling human-interest stories. Kevin Connolly. Diggzy/Jesal/Shutterstock RELATED GALLERY: 10 Celebrity Birthday Party Ideas That You Can Totally Steal Maguire and DiCaprio, who've been best friends for over 30 years, first met in 1990 during the casting for Parenthood, a one-season TV spin-off series based on director Ron Howard's movie starring Steve Martin (before it was revived for TV — successfully — in 2010). At the time, DiCaprio landed the lead teen role, while Maguire was handed only a couple of lines. Still, they bonded instantly and became fast-friends. Three years later, both worked together in This Boy's Life, with Robert De Niro. They also appeared together in 2013's The Great Gatsby. "[Leo and I] are like any other buddies. There's a lot of laughing and chatting between us," Maguire told PEOPLE in 2013 at the latter film's N.Y.C. premiere. "We enjoy doing a lot of things we have in common, like basketball. We like to play and talk about basketball." RELATED VIDEO: Tobey Maguire and Wife Jennifer Meyer Split After 9 Years of Marriage "Leo and I have a lot of trust and respect for each other," Maguire added at the time. "We have a close friendship and I definitely have an affection for Leo." Over the years, Maguire and DiCaprio have been snapped out and about on various escapades — like in the summer of 2017, when they partied on a yacht in the south of France the day after DiCaprio's foundation raised $30 million and counting towards protecting the environment. Connolly is a longtime friend of the pair as well, having attended DiCaprio's 40th birthday bash back in 2014 alongside other celebs like Jonah Hill, Robin Thicke, Tyrese Gibson and Adam Levine.