Glen Powell and Michelle Randolph’s relationship appears to be escalating quickly. The couple looked passionately enamored during a recent visit to Miami, according to an insider at the 1 Hotel South Beach who described them as “very, very into each other” and moving at a rapid pace. Their Miami stop was part of a longer getaway that led them to St. Barts, where Randolph shared Instagram Story updates, including dinner at La Guérite Beach. The pair was joined by friends Miles and Keleigh Teller, Nina Dobrev, and Alix Earle for dancing and yacht outings, accompanied by music like ABBA’s hits.
Before their Caribbean escapade, Powell and Randolph enjoyed a romantic double date with hospitality mogul David Grutman and his wife, Isabela Rangel, at Miami’s Papi Steakhouse. Afterward, they departed from a private airport following quick stops at a convenience store and smoke shop.
Rumors of their romance began circulating in November when they were spotted line dancing together in Texas. Sources indicate they started casually dating in October but have kept things low-key. Though Powell isn’t rushing to settle down, Randolph has reportedly met his family multiple times. The pair bonded over their fondness for Texas, where Randolph filmed projects last year, and shares mutual connections with Powell’s sister, Leslie. Powell is said to be invited to Randolph’s sister Cassie’s upcoming wedding, though his attendance remains uncertain.
Powell’s prior relationship with model Gigi Paris ended in 2023 amid rumors linking him to “Anyone But You” co-star Sydney Sweeney. Paris later criticized Powell for allegedly using the speculation for publicity. Meanwhile, Randolph quietly split from actor Gregg Sulkin in 2023 after five years together. Representatives for both have not commented on their current relationship status.