Anna Kalinskaya Boyfriend: Relationship & Tennis Journey

Hey there, tennis fans! If you’re curious about Anna Kalinskaya, the 26-year-old Russian tennis star, you’re not alone. Her powerful backhands and fierce determination on the court have made her a rising name in the WTA, but her personal life, especially her relationship status, has sparked just as much interest. After a high-profile romance with Italian tennis sensation Jannik Sinner ended earlier this year, many are wondering: who is Anna Kalinskaya’s boyfriend now?

With her recent emotional performance at the 2025 US Open, where she battled world No. 1 Iga Świątek on August 30, 2025, Anna’s story is about more than just tennis—it’s about resilience, passion, and a life full of fascinating moments. Let’s dive into her current relationship status, explore her dating history, and share some fun facts about her career and life!

Anna Kalinskaya’s Current Relationship Status

Anna Kalinskaya is single now. Her most recent confirmed relationship was with Jannik Sinner, the world No. 1 men’s tennis player from Italy. The two went public in May 2024 during the French Open, often spotted cheering each other on at tournaments like Wimbledon and the US Open. Their romance captured fans’ hearts, especially when they shared a kiss after Sinner’s US Open victory in September 2024.

However, by May 2025, Sinner confirmed at an Italian Open press conference that he was no longer in a relationship, signaling their breakup. Since then, no credible reports have linked Anna to a new boyfriend, and she seems focused on her tennis career, especially after her strong showing at the 2025 US Open, where she pushed Świątek to the limit in a 7-6(2), 6-4 third-round loss.

Is Anna Kalinskaya Married?

Despite her high-profile romances, Anna Kalinskaya is unmarried and has never been married. Fans sometimes wonder about a husband due to her past relationships or playful social media posts, like when she shared a photo with a ring in 2022. That turned out to be a lighthearted prank, not an engagement announcement.

As of now, Anna’s focused on her tennis career and personal growth, with no signs of a husband or plans for marriage on the horizon. Her fans admire her independence and dedication to her sport, cheering her on as she balances her professional and personal life.

A Look at Anna’s Dating History

Anna’s love life has drawn attention over the years, partly because of her connections to other tennis stars. Before Jannik Sinner, she was briefly linked to Australian player Nick Kyrgios in 2020. Their relationship, which lasted a few months, made headlines when Anna posted a cryptic Instagram message calling someone a “bad person,” leading fans to speculate about a messy breakup. She later clarified they had parted ways, and no further details emerged.

Earlier, Anna was rumored to be dating Sami Reinwein, a retired German tennis player, around 2022. The speculation peaked when she posted a playful Instagram photo wearing a gold ring, but she quickly debunked engagement rumors, calling it a prank.

Despite being spotted together at her brother Nikolay’s wedding, Anna and Reinwein never confirmed a romance, and their social media activity soon faded. These moments show Anna’s knack for keeping fans guessing while staying focused on her career.

Fun Facts About Anna Kalinskaya’s Life

Anna’s life is full of interesting tidbits that make her more than just a tennis player. Born on December 2, 1998, in Moscow, Russia, she’s a Sagittarius known for her bold and adventurous spirit. She started playing tennis at age five, coached by Levan Nanava, and her love for the sport shines through in her aggressive, flat-hitting style.

Off the court, Anna’s a proud pet parent to Bella, an English cream dachshund she shares with her ex, Jannik Sinner. Bella went viral for chasing tennis balls during Anna’s warmups, stealing hearts on social media. Anna shares glimpses of her training, travels, and adorable moments with Bella on Instagram. Her posts also show her frustration with tough tournament schedules, hinting at her fiery determination to overcome challenges.

With a net worth estimated between $1 million and $5 million, Anna’s hard work has paid off, but she’s still chasing that first WTA singles title.

Anna’s Tennis Career: Rising to the Top

Anna Kalinskaya’s tennis journey is inspiring. Currently ranked No. 29 in WTA singles (as of August 2025), she’s climbed as high as No. 11 in October 2024. Her 2025 season has been a rollercoaster, with 21 wins in 38 matches, including a standout quarterfinal run at the Cincinnati Open in August. There, she upset Amanda Anisimova and battled past Ekaterina Alexandrova, showing her grit on hard courts.

Anna’s best Grand Slam result came at the 2024 Australian Open, where she reached the quarterfinals, a career milestone. She’s also a doubles star, winning four WTA titles, including a big one with Sorana Cîrstea at the 2025 Madrid Open, which boosted her doubles ranking to a career-high No. 37.

Her junior career was equally impressive—she won the 2016 Australian Open girls’ doubles title with Tereza Mihalíková and reached the 2015 French Open girls’ singles final. With $5.46 million in career prize money, Anna’s proving she’s a force to be reckoned with.

Why the Buzz About Anna’s Boyfriend?

Anna’s relationships, especially with high-profile players like Sinner and Kyrgios, have sparked curiosity because tennis fans love a good love story. Her romance with Sinner was particularly captivating—they were a power couple, supporting each other at major tournaments.

Their breakup in 2025, though, left fans wondering if Anna would rebound with someone new. Social media has been abuzz with speculation, but no confirmed sightings or posts suggest she’s dating anyone now.

A rumored sighting with a “former boyfriend” in Miami earlier this year turned out to be unverified gossip, possibly tied to her past with Reinwein or Kyrgios. Anna’s focus seems to be on her tennis, especially after her emotional US Open exit, where she fought back tears after a tough loss.

Anna’s Russian Roots and Global Appeal

Hailing from Moscow, Anna represents Russia with pride, having competed in the 2020 Billie Jean King Cup, where she and Anna Blinkova won a crucial doubles match. Her international career has taken her everywhere from New York to Madrid, and her global fanbase loves her for her relatable personality and fierce gameplay.

Despite her Russian heritage, Anna’s game resonates universally—her aggressive style and powerful backhands make her a standout on any court. She’s also navigated challenges, like a virus that forced her to withdraw from the 2024 Australian Open, showing her commitment to putting health first. Her Instagram reflects this balance, mixing professional updates with personal moments, like her love for travel and fashion, which connect her to fans worldwide.

What’s Next for Anna Kalinskaya?

With the 2025 US Open singles run behind her, Anna’s likely gearing up for the Asian swing, including tournaments like the China Open, where she reached the round-of-16 last year. Her doubles partnership with Cîrstea is still active, and they could make waves in upcoming events. Analysts see Anna as a top-10 contender if she can find more consistency, perhaps with a new coach to bolster her mental game.

Anna’s focus is clear: she’s chasing that elusive WTA singles title and aiming to climb higher in the rankings. Her journey is a testament to hard work and heart, inspiring young fans everywhere.

Fun Facts to Know Anna Better

• Age and Birthday: Anna is 26, born on December 2, 1998, making her a fiery Sagittarius.
• Net Worth: Estimated at $1 million to $5 million, thanks to her $5.46 million in prize money..
• Tennis Milestones: She’s won four WTA doubles titles and one WTA Challenger singles title, with a career-high singles ranking of No. 11.
• Early Start: Anna began playing tennis at five and was a junior star, reaching No. 3 in the world combined rankings.
• Dog Mom: Her dachshund Bella, shared with ex-boyfriend Jannik Sinner, is a social media star in her own right.

Connecting with Anna’s Story

Anna Kalinskaya’s journey is one of passion and perseverance. From her Moscow roots to her global tennis stage, she’s shown she’s more than just a player—she’s a fighter with a big heart. Her breakup with Sinner and past romances with Kyrgios and possibly Reinwein have kept fans curious, but Anna’s keeping her focus on the court.

Her emotional moment at the 2025 US Open, where she fought back tears after a tough loss, shows how much she cares. It’s this connection—her ability to balance vulnerability and strength—that makes her a fan favorite. Whether you’re cheering for her forehand or hoping for a new love story, Anna’s story is one to follow with excitement.

Conclusion

Anna Kalinskaya is a name to watch in tennis, and her personal life adds an extra layer of intrigue. She’s single, focusing on her career after a high-profile breakup with Jannik Sinner in May. Her past relationships with Nick Kyrgios and rumored fling with Sami Reinwein have kept fans guessing, but Anna’s keeping her love life quiet for now.

With a net worth of $1 million to $5 million, a career-high ranking of No. 11, and a fiery spirit, she’s proving she’s a star on and off the court. From her adorable dachshund Bella to her powerful game, Anna’s journey is full of heart and hustle. Keep an eye on her Instagram and upcoming tournaments like the China Open—she’s bound to make more headlines, both for her tennis and maybe, just maybe, a new chapter in her love story.