Below Deck

Kate Chastain Shares Update on Her Son, Sullivan Cay: “He’s Got His Dad”

It feels like just yesterday when Kate Chastain introduced the world to her firstborn child, Sullivan Cay. Since then, the Below Deck alum has provided frequent updates on her new chapter, sharing her honest takes on motherhood and, of course, adorable moments with her now-1-year-old son. We’ve seen everything from Sullivan’s first day at the beach and first time crawling to his holiday celebrations and precious personality traits.

There’s no doubt Kate’s “little man” is growing up fast, but his latest milestone might have you asking, “Where has the time gone?”

Kate Chastain’s son, Sullivan, prepares for his first day of school

On Saturday, March 1, the former chief stew took to Instagram to announce Sullivan was heading to the classroom very soon — like, very, very soon.

“We are BOTH very excited for him to start school Monday,” she captioned the Story.

The video showed the toddler running toward his mom while rocking a big smile and a little backpack with an alphabet-and-dinosaur print.

Below Deck's Kate Chastain shows off son Sullivan Cay's school backpack.

“Look at you with your backpack on!” Kate said from behind the camera. “What’s on it?”

Sullivan stopped for a moment and let out a little laugh.

Kate Chastain reflects on her motherhood chapter

Kate Chastain and her son Sullivan sitting together

Kate welcomed baby No. 1 in May 2023, several years after her Below Deck exit. She spoke about her parenting experience in a previous interview with The Daily Dish, admitting it was much harder than she anticipated, especially as a single mom.

“It surprises me how it affects every aspect of your life,” she said with a laugh. “Driving, eating, sleeping, everything. But what’s also surprising is you don’t even mind because you just love them so much. I thought I’d be super prepared to be a mom. So I was like, everybody says it’s hard, but not everybody’s worked on yachts… And let me tell you, being a mom is way harder.”

Kate Chastain purchases her “dream house”

The entryway in Kate Chastain's Florida home.

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