Jannik Sinner's girlfriend Anna Kalinskaya spends Valentine's Day away from him, with Daria Kasatkina & others in Dubai

Jannik Sinner's girlfriend Anna Kalinskaya spent her Valentine's Day with fellow Russian player Daria Kasatkina and Australian player Arina Rodionova. Kalinskaya recently faced a first-round exit from the Qatar Open, losing to Cristina Bucsa.

Jannik Sinner and Anna Kalinskaya's relationship was made public in May 2024. However, the World No. 1 also said at the time that he would like to keep his relationship private.

At the 2024 US Open, when Sinner played Taylor Fritz in the final, his girlfriend was there to support him from the stands. After his triumph, the 23-year-old shared a sweet kiss with Kalinskaya.

Months later, Sinner soared to victory at the 2025 Australian Open, defeating Alexander Zverev in straight sets. Later, he revealed that his body needed rest, thus pulling out of the Rotterdam Open run.

His girlfriend, meanwhile, moved on from her Australian Open loss and competed in the Singapore Tennis Open, but gave a walkover in the semi-finals.

On Valentine's Day, Kalinskaya shifted her attention from her beau to her girls, Daria Kasatkina and Arina Rodionova, to celebrate their friendship.

Rodionova shared an Instagram story featuring her friends and a bouquet, captioning it:

"Celebrating Vday with these guys and (as per usual) stolen flowers"

Kalinskaya added some dancing emojis to the post.

Anna Kalinskaya ditches celebrates Valentine's Day with her girls; Instagram - @annakalinskaya

Anna Kalinskaya and Daria Kasatkina once shared a heartfelt moment, when the latter teased the former World No. 11 with a reference to Jannik Sinner. Amid the WTA 500 in Berlin in 2024, Kasatkina asked Kalinskaya whether she preferred carrot cake or not.

"Wait… carrot cake, yes or no?" (via 'What The Vlog')

Kalinskaya shyly responded:

"F**k you"

The hilarious question emerged because Sinner was spotted munching on carrots during a changeover at the Erste Open in 2019. The incident even gave birth to a fan club named the 'Carota Boys'.

Jannik Sinner once expressed the pressure of maintaining his top position and having a relationship with Anna Kalinskaya

Jannik Sinner posing with his trophy at the 2025 Australian Open - Day 15 - (Source: Getty)

Jannik Sinner, the first Italian to reach the top ranking with 19 ATP singles tour titles on his resume, once shared that his busy tennis schedule makes it difficult to balance his relationship but that the 'right love' makes it worth it.

"Of course it's not easy, I travel a lot and during tournaments I'm very focused. But I think it's a beautiful thing when you find the right love . Like for everyone. And then, if you think about it, the best tennis players in the world all have wives and children," the Italian said in a Vanity Fair interview from 2024.

Sinner recently received a three-month ban from tennis in light of his doping controversy.