Chris Pine and Keana Sky Wenger Hold Hands During Rare Outing

Chris Pine and girlfriend Keana Sky Wenger were spotted on a rare night out together.

Pine, 45, and Wenger, 29, held hands during an evening outing in Los Angeles on Thursday, September 25, according to photos obtained by Just Jared. The couple left a restaurant with a group of friends.

The actor donned a white button-up paired with olive pants. Wenger, for her part, rocked a black strapless top, a long leather skirt and rhinestone strappy heels. She completed the look with a dainty necklace.

Pine and Wenger were first linked in August 2023 when they were spotted on a boat together in Portofino, Italy. The pair reportedly met when Wenger worked as a waitress at the L.A. hotspot Saffy’s.

Since their romantic Italian getaway, Pine and Wenger have been spotted a handful of times. In June 2024, they attended the Ralph Lauren Purple Label Spring 2025 show in Milan. Later that year, Pine and Wenger stepped out for the Brunello Cucinelli dinner at the Chateau Marmont in Los Angeles in December 2024.

Pine has famously kept his romantic life private. He has also been linked to Olivia Munn, Dominique Piek, Zoë Kravitz, Vail Bloom, Sofia Boutella and more.

“That’s something I don’t really want to talk about,” he told The Hollywood Reporter of his love life in 2014.

Wenger also remains out of the spotlight as she has no public social media pages.

One of Pine’s earliest relationships in the spotlight was with Audrina Patridge. The Star Trek actor and The Hills alum had a brief romance in 2009 after connecting at the ShoWest Awards. Patridge opened up about navigating the relationship outside the spotlight in her 2022 memoir, Choices: To the Hills and Back Again.

“He didn’t like the whole paparazzi side of it. That was my life, was going out and I was followed by paparazzi,” she wrote of her time with Pine. “So being on The Hills, our lives completely opposite and just so different with my lifestyle and filming. He was more a real actor, theater actor and loved to read books and jazz music and didn’t really like to go out to clubs or anything like that.”

That same year, Patridge exclusively told Us Weekly that she and Pine have not spoken in a while.

“Chris was just … that was just, like, a quick date kind of thing,” she confessed in July 2022. “I have not talked to him in years, but he’s an amazing man. He’s so talented.”

Before Wenger, Pine previously dated Annabelle Wallis. The pair connected in March 2018. During their romance, the Wonder Woman star gave a brief glimpse into his relationship with Wallis.

“The first time in 40 years I haven’t been with my family, but I will be with my girlfriend and her family out here,” Pine told Extra ahead of the holidays in 2020 amid the COVID-19 pandemic. “Taking this year as it is, what it is … I’m going to open myself up to new rituals … Everyone is happy and healthy, whether they are in my family, my circle of friends, that’s all I can ask for.”

In March 2022, Pine and Wallis called it quits after dating for four years.

“Chris and Annabelle have broken up,” a source exclusively told Us at the time, adding that the actors “haven’t been together for a few months now.”