Italian men’s tennis continues to make history at the 2025 edition of Wimbledon: for the first time ever, three Italian players have advanced to the Round of 16 at the world’s most prestigious tennis tournament. Wimbledon has traditionally been a tough battleground for Italians—still the only Grand Slam where Italy has yet to claim a title in either the men's or women’s game.

But this year signals a shift, showing just how strong and healthy the Italian tennis movement has become—strong enough to start pulling off miracles even on grass. While Jannik Sinner, the tournament’s top seed, was expected to reach this stage, two unexpected names have joined him in the spotlight: Flavio Cobolli and Lorenzo Sonego.

Cobolli, a 2002-born Roman, reached the best result of his career at a Slam by defeating the higher-ranked Czech player Jakub Mensik. Meanwhile, 30-year-old Sonego from Turin showed grit and determination, coming out on top in a five-set battle against seeded American Brandon Nakashima, matching his personal best result at the All England Club.

Never before has Italy had such a strong presence in the second week of Wimbledon. It’s only the sixth time that three Italian men have reached the fourth round of a Grand Slam, and all previous instances happened on the clay courts of Roland Garros. The last time was in 2021 with Matteo Berrettini, Lorenzo Musetti, and Jannik Sinner. Earlier this week, Italy had already broken a new record with five men—plus Elisabetta Cocciaretto on the women’s side—advancing to the third round.

Now, as the tournament enters its second half, Italy isn’t ready to stop just yet. All three players find themselves in the top half of the draw and are aiming for even greater results. Sinner and Cobolli are two of just three players in the men’s draw who have yet to drop a set. Last year, two Italian men—Sinner and Musetti—made it to the quarterfinals, with Sinner eventually reaching the semis. And let’s not forget Jasmine Paolini, who became the first Italian woman ever to reach the Wimbledon final.