Bravo Insider Exclusive!

Create a free profile to get unlimited access to exclusive videos, sweepstakes, and more!

Sign Up for Free to View
The Daily Dish BravoCon

Wait, Did Olivia Flowers and Captain Jason Chambers Hang Out at BravoCon 2023?

The Southern Charm-er was among the many Bravo ladies spotted with the Below Deck Down Under boss in Las Vegas.

By Joshua Espinoza
Below Deck Captain Jason Chambers "Takes It Off" at BravoCon

It’s no secret that Captain Jason Chambers was the talk of the town at BravoCon 2023. Which isn’t too surprising, as he’s widely considered one of reality TV’s most eligible bachelors. 

How to Watch

Watch Southern Charm on Bravo Thursdays at 9/8c and next day on Peacock. Catch up on the Bravo App.

Immediately after arriving in Las Vegas, the Below Deck Down Under boss began making headlines for his various interactions with fellow Bravolebrities, most of whom were single women. Many fans wondered if the so-called “Zaddy of the Sea” would find romance during the three-day convention, and quickly began analyzing every Instagram post in which he appeared alongside a bachelorette. 

Bravo’s Andy Cohen was among those who participated in the hopeful speculation after he saw the Captain with Southern Charm’s Olivia Flowers. The late-night talk show host mentioned the sighting during the “Charming House Rules” episode of BravoCon Live with Andy Cohen, which featured cast members from Southern Charm, Vanderpump RulesWinter House, Summer House, and Summer House: Martha’s Vineyard.

Olivia Flowers points out that Captain Jason connected with Lala Kent

Olivia Jason

“You did post a picture on Instagram of you and Captain Jason at BravoCon,” Andy told Olivia, “so I’m kind of hoping that maybe…”

“Listen, I heard him and Lala [Kent] hung out last night,” Olivia responded, “so I might be too late.”

Vanderpump Rules’ Scheana Shay confirmed her castmate Lala did, in fact, hang out with Captain Jason, but suggested the encounter was relatively brief.

Lala Kent and Jason Chambers, with their arms wrapped around each other while at BravoCon 2023 together.

“I can confirm we all shared a car last night, but Lala did not go to the after-party,” she said. “I was hanging out with him. I think he’s a gem and I would ship it.”

Captain Jason and Lala snapped some photos together on BravoCon Day 3, just two days after Captain Jason name-dropped Lala in the “Oh Captain, Our Captains” panel. The moment came when an audience member asked the panelists which Bravolebrity would be their dream charter guest.

“Lala Kent,” he flatly replied.

Adriana De Moura says she had a fling with Captain Jason

In a separate BravoCon event, The Real Housewives of Potomac’s Ashley Darby revealed she had her eyes on Captain Jason, whom she described as “cute.” The Real Housewives of Miami friend Adriana De Moura immediately interjected and claimed she went on three dates with the Captain earlier this year.

“I have to stop this right here,” Adriana said. “Because I made out with Captain Cutie. So, a couple of months ago, he came to Miami [because] he had some charter job in Miami. And then he was sliding [in my] DMs and we connected and I gave him my number. And then he came over for dinner… So, then we talked, and we walked to the water, we kissed under the moonlight.”


Captain Jason did not comment on Adriana’s claim, but touched on his love life during the BravoCon Live “Dynamic Duos” episode.

“I’ve been trying to set you up with every woman at Bravo,” host Andy said. “How’s that going?”

“I don’t think anyone else could try any harder than you have [to set me up],” the Captain responded. “It’s a slow burn.”

Watch BravoCon 2023 panel highlights, exclusive interviews, and more on Peacock and

Want the latest Bravo updates? Text us for breaking news and more!
Sponsored Stories
Recommended by Zergnet