The story between Jannik Sinner and Anna Kalinskaya remains shrouded in mystery, at least on social media. The gossip surrounding their relationship, which intensified toward the end of the tennis season, has largely played out on Instagram and X. Sinner, the South Tyrolean tennis star, has dropped some intriguing hints on Instagram.
What’s the current status of his relationship with the 26-year-old Russian player? Are Anna and Jannik back together? Did they reconcile? Were they ever really apart? These questions remain unanswered, but one thing is clear: Sinner still seems to maintain warm and friendly relations with Kalinskaya’s family.
On Instagram, Sinner left a heart on the latest photo posted by Nikolay Kalinskiy, Anna’s brother, who was enjoying a vacation in Dubai with his son. Commentators were quick to call this a “tactical like,” with some even suggesting that Jannik and Nikolay should organize a friendly game on the golden sands of the Emirates.
For the more optimistic, Sinner’s continued connection with Nikolay signals a strong bond still existing between him and Kalinskaya. However, skeptics see it as Sinner’s attempt to stay connected after he flew to Miami to celebrate Anna’s birthday, following a relationship that seemed steady since March but reportedly cooled off in November. Their interactions now seem limited to social media, with no direct contact.
Kalinskaya, for her part, remains silent. She’s training in Miami with Italian coach Santi Dimperio and no longer follows Sinner on Instagram—a significant gesture, signaling the current state of their relationship.
