See Glen Powell and Michelle Randolph Vacation Together Amid Dating Rumors

Glen Powell and Michelle Randolph stepped out in Miami on Dec. 27, one month after the Chad Powers star sparked romance rumors with the Landman actress.

By Gibson Johns Dec 29, 2025 8:33 PM
| Updated 8 hours ago
Tags
Watch: See Glen Powell & Michelle Randolph Vacation Together Amid Dating Rumors

Glen Powell and Michelle Randolph's rumored romance appears to be heating up.

Weeks after first sparking romance rumors, the Running Man actor spent some post-Christmas time with the Landman actress in Miami.

Glen, 37, and Michelle, 28, dined with nightlife impresario David Grutman and his wife Isabela Grutman at Papi Steakhouse before spending the night at the same hotel together Dec. 27 and then flying out of Miami together the following day Dec. 28.

Michelle looked chic while heading to the airport in a white two-piece workout set with matching Gucci slides and a grey sweatshirt tied around her shoulders. Meanwhile, Glen kept his travel look casual in faded black pants and a white tee that he paired with a black baseball cap and sunglasses.

The rumored couple's trip together follows several previous sightings of them out and about together, including at an event celebrating the film F1 together earlier this month, where they were all smiles as they posed for a photo together.

read
Glen Powell and Michelle Randolph Fuel Romance Rumors With Star-Studded Outing

Glen and Michelle were also out line dancing together in Austin, Texas, in November, which came after the actress was spotted in the crowd at Saturday Night Live the night that the Anyone But You actor was hosting the late-night sketch comedy series.

While Glen has remained mum about his relationship status since his 2023 breakup with Gigi Paris, he previously shared how he plans to navigate his dating life moving forward.

BACKGRID

"I realize it's going to take a very specific type of person to navigate this," the Set It Up star explained on CBS Mornings in June. "It's a lot."

"So, to bring someone into that and to make them feel comfortable, make them feel seen, to make them feel loved," Glen added, "when a lot of the elements around that can really eat at someone's self-confidence or worth or any of that stuff, I'm not willing to have somebody sign up for that if they're not ready for it."

Still, despite the hesitation to bring someone into the fold, he added that he would make it work with "the right person.” 

Keep reading to see photos from Glen and Michelle's vacation in Miami together...

Romantic Getaway

Glen Powell and rumored girlfriend Michelle Randolph vacationed in Miami after Christmas.

Showing His Devotion

After getting dinner at Papi Steakhouse Dec. 27, the pair—who have reportedly been dating for weeks—headed out for the day on Dec. 28.

Ever the Glen-tleman

The Hit Man star was chivalrous as he held the car door open for the Landman actress.

Sunshine State of Mind

Glen, 37, and Michelle, 28, stepped out for some sun while shopping in Florida.

Out and About

The rumored couple coordinated in white ensembles during their holiday trip.

Running Errands Man

Fueling up! Glen and Michelle stopped for gas during the outing as well.

New Gal

The Set It Up actor previously dated model Gigi Paris, though they split in 2023.

One-on-One Time

The duo soaked up some time together before heading to the airport ahead of New Year's.