Anna Kalinskaya has become one of the most captivating players on the WTA Tour, not only for her fearless game but also for the intrigue surrounding her personal life. At 26 years old, the Russian star continues to rise in the rankings, pushing world No. 1 Iga Świątek to a tight third-round battle at the 2025 US Open on August 30. Her performance was emotional, intense, and a reminder of just how much heart she brings to the sport.
But alongside her tennis success, fans are asking the same question: Who is Anna Kalinskaya’s boyfriend now? With a recent high-profile breakup and a history filled with headlines, her romantic life continues to spark curiosity.
Anna Kalinskaya’s Current Relationship Status
Anna Kalinskaya is single. Her most recent confirmed relationship was with Jannik Sinner, the Italian world No. 1, whom she dated publicly for nearly a year. The two revealed their romance during the 2024 French Open and were frequently seen supporting each other during major tournaments, including Wimbledon and the 2024 US Open. Their relationship became a fan favorite, especially after their sweet on-court kiss following Sinner’s US Open win.
By May 2025, however, Sinner confirmed at the Italian Open that he was no longer in a relationship, subtly marking their breakup. Since then, Anna has not been linked to anyone new and appears focused on her game, emotions still raw from her US Open match against Świątek, where she fought valiantly in a 7–6(2), 6–4 loss.
Is Anna Kalinskaya Married?
Anna Kalinskaya is not married, nor has she ever been. Occasional social media moments—such as a playful 2022 Instagram post featuring a ring—have caused brief confusion, but Anna quickly clarified that it was a joke. Despite intense public attention on her relationships, she has made no moves toward marriage and is prioritizing her career and personal growth.
A Look Back at Anna’s Dating History
Anna’s dating life has often been spotlighted because several of her past partners are well-known athletes. Before Sinner, she had a brief and public romance with Australian star Nick Kyrgios in 2020. The relationship ended with tension, sparking speculation after Anna shared a cryptic message calling someone a “bad person.” She later confirmed their split, and neither spoke publicly about the details.
Around 2022, fans speculated that Anna was dating retired German player Sami Reinwein after she appeared wearing a gold ring in an Instagram photo and was spotted with him at her brother’s wedding. She later clarified the ring was a prank, and neither ever confirmed a relationship.
Through all the noise, Anna has kept her private life guarded, letting her results—and not rumors—define her.
Behind the Scenes: Anna Kalinskaya’s Life Off the Court
Anna’s personality shines through her social media, where she shares snippets of her training, world travels, and sweet moments with her English cream dachshund, Bella. Bella, whom she and Sinner lovingly co-parented, has become a fan favorite in her own right, often seen chasing tennis balls during warmups.
Born on December 2, 1998, in Moscow, Anna started playing tennis at age five. Her adventurous, fiery Sagittarian spirit comes through in her playstyle—aggressive, fearless, and full of flat, penetrating groundstrokes. She has openly expressed frustrations with the grueling WTA schedule, but her determination to rise above challenges has made her one of the tour’s most relatable competitors.
Her net worth is estimated between $1 million and $5 million, and she has earned more than $5.46 million in prize money to date. Despite her success, she remains hungry for her first WTA singles title.
Anna Kalinskaya’s Tennis Journey
Kalinskaya’s tennis ascent has been steady and impressive. Ranked No. 29 as of August 2025—and once as high as No. 11—she continues to build momentum. Her 2025 season includes 21 wins in 38 matches and a standout quarterfinal run at the Western & Southern Open, where she defeated top players like Anisimova and Alexandrova.
Her breakthrough Grand Slam performance came at the 2024 Australian Open, where she reached the quarterfinals. In doubles, she has won four WTA titles, including the 2025 Madrid Open with Sorana Cîrstea, helping her reach a career-high doubles ranking of No. 37.
Her junior career hinted at her potential long before the pros—she won the 2016 Australian Open girls’ doubles title and reached the French Open junior singles final in 2015.
Despite setbacks like a virus that forced her to withdraw from the 2024 Australian Open, Anna’s resilience has fueled her rise.
Why Fans Are So Interested in Anna’s Love Life
Kalinskaya’s relationships have drawn public attention because they’ve involved prominent tennis figures. Her romance with Sinner especially captivated fans—the pair were a young, talented power couple whose mutual support was on display at tournaments worldwide. Their breakup left fans curious about what’s next for both.
Recent unsubstantiated rumors, including a supposed “former boyfriend sighting” in Miami, turned out to be fan speculation. For now, Anna seems committed to her tennis goals and emotional well-being following an intense season and emotional US Open exit.
A Russian Talent with Global Appeal
Though Moscow is home, Anna’s presence resonates globally. She represented Russia in the 2020 Billie Jean King Cup, where she and Anna Blinkova earned a crucial doubles win. Her powerful baseline game, polished fashion sense, and candid personality make her a fan favorite across continents.
Her Instagram reveals her passions beyond tennis—fashion, travel, photography—offering glimpses of a fuller, vibrant life away from the court.
What’s Next for Anna Kalinskaya?
With the US Open behind her, Anna will likely gear up for the Asian hardcourt swing, where she’s had strong results in the past. Her partnership with Sorana Cîrstea remains active, giving her additional opportunities for doubles success.
Experts believe she has all the tools to return to the top 10, and that finding more consistency—and perhaps a coaching adjustment—could push her toward her first WTA singles trophy.
Her story remains one of grit and emotion, and fans continue to connect with her ability to stay vulnerable yet fierce in the face of challenges.
Conclusion
Anna Kalinskaya is one of tennis’s most intriguing rising stars—a player of immense talent whose personal life adds complexity but never overshadows her dedication. She is currently single following her breakup with Jannik Sinner and appears focused on strengthening her game and mindset.
From her junior success to Grand Slam breakthroughs, from past romances to her bond with her dachshund Bella, Anna’s journey reflects resilience, independence, and heart. As she sets her sights on upcoming tournaments, the tennis world is watching eagerly—both for her next big win and whatever life brings her off the court.