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Britney Spears Reunites With Both Sons On Rare Family Holiday

By Dalton MacNamee
30/03/2026
Est. Reading: 2 minutes

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Britney Spears was recently spotted with both of her sons on a rare family trip.

The singer, who shares her sons, Sean Preston Federline, 20, and Jayden James Federline, 19, with her ex husband Kevin Federline, shared a photo of herself next to the boys. She did not share any further details regarding the trip, aside from rose a sword emojis in the caption.

In a separate message, Spears shared a short clip of her dancing in a white and yellow bikini.

"I'm flying, I'm flying, Jack", the Oops I Did It Again singer said, appearing to refer to an iconic scene involving Leonardo DiCaprio and Kate Winslet in The Titanic. "I better stay present whenever I can. I should disappear for how slow they went on that boat... I can still dream folks !!! PS... it's been five years, JUST SAYING!". 

Having been previously estranged from most of her family, including her parents Lynne and Jamie Spears since the end of her 13 year conservatorship, Spears has hinted that she has been on better terms with her son Jayden in recent months, having shared images of the pair spending quality time together.

The singer's representatives have yet to comment on the recent posts on Instagram.

This also comes as Spears was recently arrested for Driving Under The Influence earlier this month.

According to reports, the singer is seeking to following a new treatment plan as she seeks to avoid a custodial sentence for the offence. She is due to appear in court on May 4.

“Britney recently let go of her sober coaches and security guards. Her team is helping her reconfigure things and sorting out healthy ways to support her, including mental health services and detox programs", a source said.

“Britney's team is hopeful that the judge mandates treatment for her rather than jail time. Britney is willing to comply with a new treatment and support plan". More on this story here.

Written by Dalton MacNamee

Dalton Mac Namee is a content writer for Classichits.ie and a freelance GAA reporter from Louth, Ireland.

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