Taylor Swift and Travis Kelce Dropped $400 on Florida Dinner: Here’s Their Order

Taylor Swift and Travis Kelce walking hand in hand in New York City

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Taylor Swift and Travis Kelce are taking a much-needed break from the spotlight. Are they possibly discussing an engagement in 2025? Here’s what bookmakers are betting.

Taylor Swift and Travis Kelce continue to fuel engagement speculation, though neither has confirmed any plans. The couple, who began dating in the summer of 2023, have been spending significant time together, including a recent stay at Kelce’s $20 million mansion in Boca Raton, Florida, as he prepares for the upcoming NFL season. Some insiders suggest that while the relationship is serious, a proposal is not expected until after Kelce retires from football, with some speculating it could occur around the 2026 Super Bowl. But is there any possibility of a 2025 engagement? According to bookmakers, the odds of a proposal this year have tripled.

Will Travis Kelce and Taylor Swift get engaged in 2025? Here’s the probability breakdown

Travis Kelce and Taylor Swift put their relationship on display when they initially began dating. However, more recently, they’ve taken their romance out of the spotlight. In May 2025, the couple was spotted out to dinner in Florida, and they’re allegedly enjoying each other’s company without the paparazzi. While Kelce has his eye on a Super Bowl win in 2026, he also might have an engagement on the brain.

According to bookmakers with Oddspedia, Kelce and Swift initially had an 11.8% implied probability of an engagement in 2025. However, the odds rose dramatically more recently. Bookmakers now give the couple an implied probability of 39.2%. This means bookies think Kelce and Swift’s engagement odds have tripled.

Unfortunately, this means the odds are still against the happy couple. Bookmakers give an implied probability of 68.1.% that fans will not see an engagement this year.

Here’s what we’ve gathered: Swift and Kelce’s alone time in Florida is a sure sign that their relationship continues to thrive. However, they remain committed to their personal endeavors. Kelce likely wants to stay focused on the upcoming NFL season, while Swift likely wants to plan her next move in the music world. Given this, we think Kelce will propose in 2026 or later.

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