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Taylor Swift Joins Travis Kelce in Miami for Offseason Training as Engagement Speculation Builds

Sources say he will ask for her hand once he steps away from football after the 2025 season.

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Overview

  • Taylor Swift traveled to Miami this week to support Travis Kelce during his offseason workouts.
  • The pair dined at Harry’s Bar & Restaurant on May 23, just minutes from Kelce’s new Boca Raton waterfront mansion.
  • Insiders say Kelce is treating the upcoming NFL season as his last and is expected to propose post-retirement, with Super Bowl 2026 floated as a potential milestone.
  • Both Scott and Andrea Swift as well as Kelce’s family have embraced the relationship and are reportedly eager for an engagement announcement.
  • Swift opted out of the 2025 American Music Awards to avoid addressing questions about her strained friendship with Blake Lively.