In November 2023, Caroline appeared at BravoCon in Las Vegas. Sin City was extra kind to the Massachusetts native, as she briefly connected with Below Deck star Jason Chambers.

During the event, Caroline told E! News that she and Jason exchanged a “peck” after an evening of flirting.

While Jason claimed he and Caroline locked lips to say goodbye, the Housewives star shared with Distractify that something else may be happening between them. She said she “really liked him” and thought he was a “great guy.” But despite their “special moment,” Caroline told us they haven’t talked about making anything official.

“We're not in a relationship; I don't know him that well,” she confessed. “But I had a special moment with him at BravoCon. He’s so cool.”