Jannik Sinner Announces Romantic Vacation Plans with Anna Kalinskaya and Hints at a Secret Milestone
In a heartwarming turn of events, world No. 1 tennis star Jannik Sinner has revealed plans for a long-awaited vacation with his girlfriend, fellow tennis pro Anna Kalinskaya, sparking excitement among fans. The Italian sensation, fresh off a stellar 2024 season that saw him clinch the Australian Open and US Open titles, made the announcement during a candid press conference at the Wimbledon Championships on July 8, 2025. Adding intrigue to the moment, Sinner hinted at a “secret” that has set social media ablaze with congratulations and speculation. “I’m back with Anna, and we’re planning something special,” Sinner said with a rare smile. “There’s a little secret we’re keeping, but it’s a good one.”
The announcement comes as a surprise to many, given that Sinner confirmed his split from Kalinskaya in May 2025 during the Italian Open, citing the pressures of their demanding schedules. The couple, who first went public with their relationship in May 2024, had captured the tennis world’s imagination with their chemistry, most notably when Kalinskaya was seen kissing Sinner after his US Open victory. Their breakup earlier this year disappointed fans, but Sinner’s recent comments suggest a rekindled romance, with the pair now planning a much-needed getaway together.
Sinner, known for his reserved nature, opened up about the vacation during a post-match interview after advancing to the Wimbledon quarter-finals. “Anna and I have been talking about taking some time away,” he shared. “We’ve both had intense seasons, and we want to reconnect, just the two of us, somewhere peaceful.” While Sinner kept details vague, sources close to the couple hint that they’re eyeing a private retreat in the Maldives or a scenic escape in the Italian Dolomites, where Sinner grew up. The mention of a “long vacation” suggests the couple is prioritizing quality time after months of grueling tournaments and media scrutiny.
The “secret” Sinner alluded to has sparked a flurry of speculation. Fans on X are buzzing with theories, ranging from an engagement to a joint professional project, though neither Sinner nor Kalinskaya has confirmed specifics. Kalinskaya, ranked No. 28 in the world, took to social media to address rumors, saying, “Thank you for all your congratulations,” but playfully dodged further details. Her cryptic response has only fueled excitement, with one X post reading, “Jannik and Anna back together with a secret? I’m screaming! Congrats, whatever it is!” The couple’s discretion, a hallmark of their relationship, has kept fans guessing, but their evident happiness has inspired an outpouring of support.
Sinner and Kalinskaya’s romance has always been a blend of public admiration and private restraint. They were first linked in April 2024, with Kalinskaya spotted cheering Sinner on at Roland Garros and Wimbledon. Their shared passion for tennis has been a cornerstone of their bond, with Sinner once noting, “We understand each other’s schedules, the pressure, the grind. It makes things easier.” Despite their breakup in early 2025, attributed to the challenges of balancing two high-profile careers, their recent reconciliation suggests a renewed commitment to making their relationship work.
The vacation announcement comes at a pivotal moment for both players. Sinner, 23, has had a whirlwind year, navigating a three-month suspension due to a doping controversy before returning to dominate at the French Open and Wimbledon. Kalinskaya, 26, reached a career-high ranking and a semifinal in Singapore this season, proving her mettle on the WTA tour. Their decision to take a break reflects a desire to step away from the spotlight and focus on their personal lives, a move that resonates with fans who admire their dedication both on and off the court.
The couple’s reunion and mysterious “secret” have also drawn attention from fellow players. During a recent Instagram Q&A, Nick Kyrgios, Kalinskaya’s ex, offered a rare compliment, calling her an “amazing tennis player” and noting their shared management under Naomi Osaka’s Evolve firm. Other players, including Marta Kostyuk and Paula Badosa, have joined the chorus of congratulations, with Badosa posting, “So happy for you two!” on X. The tennis community’s warmth underscores the couple’s popularity, with many hoping their vacation strengthens their bond.
As Sinner prepares for the Wimbledon semifinals, where he’s a top contender, he appears more relaxed than ever, perhaps buoyed by his renewed relationship. Kalinskaya, who exited the tournament earlier, has been spotted in Sinner’s player box, cheering him on with a glow that fans say speaks volumes. Their planned getaway, whether to a tropical paradise or a mountain hideaway, promises a chance to celebrate their love and whatever milestone they’re hinting at.
For now, the tennis world waits eagerly for more clues about Sinner and Kalinskaya’s “secret.” Whether it’s a personal milestone or a shared dream, their story is a reminder that even global superstars seek moments of quiet joy. As one fan on X put it, “Jannik and Anna are proof that love can win, just like a Grand Slam.” With their vacation on the horizon, the couple is poised to write the next chapter of their romance, leaving fans cheering for their happiness.
