Since leaving Below Deck after Season 7, Kate Chastain’s hands have been rather full. In 2023, she gave birth to her son, Sullivan Cay, her most challenging yet rewarding resident charter guest to date. Kate is raising Sullivan as a single mother. So, when might Kate feel open to hating, er, loving more than one person again?
Kate Chastain is “almost” ready to start dating again

Kate recently enjoyed a child-free trip to Vegas for BravoCon 2025. While here, she offered an update on her dating life. Romantic evenings with a young child are challenging, Kate admits. So, does she have any fun (or awful) dating stories yet to tell?
“So, I actually don’t have any dating updates because my son’s only two and a half,” Kate said. Her answer tracks, as any parent can easily attest. However, “It’s not that I’ve given up on dating, I just currently have priorities,” she explained.
When might her answer change? “I think it’s … I’m getting ready,” Kate answered. “I’m getting ready, but we’re almost there.”
Regardless, the dating pool is challenging, at best. As Kate noted, she has yet to meet “anybody I feel like paying a babysitter hourly for yet. So, we’ll get there, I guess.”
Overall, Kate is content right where she is. She is living her best life in her new home with her precious son. And soon, she can spend her evenings on her couch, watching her pal Chef Ben Robinson in the galley of her former franchise.
And no, Ben is still not the father of her son. But there’s still time to make things happen, should these two witty yachties ever feel so inclined.
Below Deck is streaming on Peacock.
TELL US – LEAVE YOUR DATING WHILE PARENTING ADVICE FOR KATE HERE, UNLESS YOUR NAME IS BEN ROBINSON. IF YOU ARE BEN, CONTACT KATE STRAIGHT AWAY, BECAUSE YOUR FANS DESERVE NICE THINGS.
