Bill Belichick Spotted On A Boat In Nantucket With 24 Year Old Girlfriend For First Time

Earlier this month, Bill Belichick, age: 72, made headlines when news broke that he was dating a 24-year-old former college cheerleader.

On Wednesday, photos emerged of Belichick and Jordan Hudson on a boat in Nantucket.

“Ex-Patriots coach Bill Belichick was spotted with his 24-year-old girlfriend for the first time since their relationship was made public – enjoying the sunshine on his boat in Nantucket on Wednesday, DailyMail.com can reveal,” the report stated.

“Belichick, 72, took his young squeeze for an early morning spin on his $225,000 powerboat, named VIII Rings after his impressive Super Bowl championship wins with the New England team.”

Here’s the photos via DailyMail:

Belichick previously dated Linda Holliday for several years, though they ultimately broke up. While Bill won’t be on the sidelines in 2024, he will most certainly remain in the headlines, especially if he continues dating girls that are 1/3 his age.

EXCLUSIVEBill Belichick, 72, and girlfriend Jordon Hudson, 24, seen together for the first time aboard his boat in Nantucket

Ex-Patriot’s coach Bill Belichick was spotted with his 24-year-old girlfriend for the first time since their relationship was made public – enjoying the sunshine on his boat in Nantucket on Wednesday, DailyMail.com can reveal.

Belichick, 72, took his young squeeze for an early morning spin on his $225,000 powerboat, named VIII Rings after his impressive Super Bowl championship wins with the New England team.

The former NFL head coach is reported to have been dating Jordon Hudson since at least 2022, after his 16-year relationship with Linda Holliday, 62, broke down.

Exclusive photos show Hudson and Belichick looking relaxed in each other’s company as they climbed off the vessel, with the former cheerleader clutching nautical buoys.

She checked her phone as she chatted to her boyfriend, and another male companion, before they piled into a car together.

Belichick kept his head down as he carried a blanket and a bag, donning a blue baseball cap, polo shirt and shorts.

Bill Belichick and his 24-year-old girlfriend Jordon Hudson were photographed together for the first time since their relationship was revealed, enjoying a day on the water on the New England island of Nantucket

Bill Belichick and his 24-year-old girlfriend Jordon Hudson were photographed together for the first time since their relationship was revealed, enjoying a day on the water on the New England island of Nantucket

The May-December couple, who were reported to have been dating since 2022, were joined by a male friend as they enjoyed the sunny afternoon aboard the former NFL head coach's boat, VIII Rings, on Wednesday

The May-December couple, who were reported to have been dating since 2022, were joined by a male friend as they enjoyed the sunny afternoon aboard the former NFL head coach’s boat, VIII Rings, on Wednesday

Hudson, a former cheerleader 48 years Belichick's junior, was dressed casually in a black boatneck top, white belted lace shorts, and sandals

Hudson, a former cheerleader 48 years Belichick’s junior, was dressed casually in a black boatneck top, white belted lace shorts, and sandals

The pair boarded Belichick's powerboat, VIII Rings, aptly named after his eight NFL Super Bowl Championships with the New England Patriots

The pair boarded Belichick’s powerboat, VIII Rings, aptly named after his eight NFL Super Bowl Championships with the New England Patriots

Hudson looked chic in an off the shoulder black top, with white lacy shorts, paired with glasses and sandals for their morning on the water.

Footage of Belichick sneaking out of his girlfriend’s home two months before the relationship became public was revealed by DailyMail.com earlier today.

The couple, who have a 48-year age gap, had been keeping a low profile since reports of their relationship made headlines last week.

But DailyMail.com can reveal that the pair have been hunkering down in one of the legendary NFL coaches lavish properties in his ‘compound’ on Nantucket.

Belichick and Hudson have been staying in one of his seven lavish properties that he owns on the exclusive island, with an estimated value of $3,064,800.

The former Patriots coach also recently purchased a $4.8million home closer to the main cobbled street in Nantucket.

He currently owns at least seven properties on the island, with six of them close to each other making up a complex in Siasconet, worth in total $15.7million.

Jordan helped carry the nautical buoys from the dock to the boat while her much older lover did the heavy lifting with a large canvas tarp and bag

Jordan helped carry the nautical buoys from the dock to the boat while her much older lover did the heavy lifting with a large canvas tarp and bag

She checked her phone as she followed her boyfriend and another male companion from the dock and onto the vessel

She checked her phone as she followed her boyfriend and another male companion from the dock and onto the vessel

DailyMail.com can reveal that Belichick and Hudson have been staying in one of his seven lavish properties on that he owns on the exclusive island, with an estimated value of $3,064,800

DailyMail.com can reveal that Belichick and Hudson have been staying in one of his seven lavish properties on that he owns on the exclusive island, with an estimated value of $3,064,800

The couple, who have a 48-year age gap, had been keeping a low profile since their relationship made headlines last week

The couple, who have a 48-year age gap, had been keeping a low profile since their relationship made headlines last week

Belichick took his much younger new squeeze and a friend on an early morning spin on his $225,000 Grady White fishing vessel

Belichick took his much younger new squeeze and a friend on an early morning spin on his $225,000 Grady White fishing vessel

Belichick and Hudson have been enjoying the sunny weather at the three-bedroom and three-bathroom property, which offers privacy from every angle.

It isn’t the first time that Hudson has visited the island, posting on social media from the exclusive enclave in May.

The couple are currently holidaying with Belichick’s son Brian, his wife Callie, and their young child.

His daughter-in-law Jennifer Schmitt is also staying at the complex with her young children, though it is unclear if her husband Steve has joined the family.

Both Brian and Steve married their spouses on the island, with Callie posing for pictures in front of one of the properties.

Belichick originally bought a home on the island in 1979 and has spoken of his love for the upscale enclave.

Ring camera footage of ex-Patriots coach Bill Belichick sneaking out of his 24-year-old former cheerleader girlfriend's home was unwittingly revealed by none other than Tom Brady, DailyMail.com can reveal. They are pictured together during one of their first encounters in February 2021

Ring camera footage of ex-Patriots coach Bill Belichick sneaking out of his 24-year-old former cheerleader girlfriend’s home was unwittingly revealed by none other than Tom Brady, DailyMail.com can reveal. They are pictured together during one of their first encounters in February 2021

Belichick can be seen emerging from the property before walking down the front porch in the unearthed Ring doorbell footage

Belichick can be seen emerging from the property before walking down the front porch in the unearthed Ring doorbell footage

The former head coach's star player Tom Brady seemed to be unaware that Belichick was at Hudson's $800,000 Massachusetts home

The former head coach’s star player Tom Brady seemed to be unaware that Belichick was at Hudson’s $800,000 Massachusetts home

Speaking to N Magazine in 2017 he said: ‘The island is spectacular. The people are great, fishing, bike paths, the lighthouses, the beach, the history — I mean it’s got it all.

‘The baked goods there are pretty hard to resist, especially their muffins or cookies.’

It comes after DailyMail.com revealed footage of Belichick sneaking out of his girlfriend’s home in 2023 – months before their relationship was revealed.

Legendary quarterback Tom Brady mocked Ring footage of the football coach doing a bare-chested walk of shame at his roast in April.

Brady, who joked about his beloved coach doing the walk of shame on his Netflix roast, seemingly had no clue the home belonged to Belichick’s new girlfriend.

Seemingly unbeknownst to Tom – and his Netflix audience of millions – Belichick, 72, has been dating Hudson since 2022 after the pair met on a flight from Boston to Florida in 2021, as reported by TMZ.

Reports of the May-December relationship emerged last week. Neither Belichick nor Hudson have addressed their romance publicly

Reports of the May-December relationship emerged last week. Neither Belichick nor Hudson have addressed their romance publicly

Hudson competed in this year's Miss Maine USA competition, coming first runner-up

 

Hudson reportedly met Belichick while the two were on a flight to Florida back in 2021

Hudson competed in this year’s Miss Maine USA competition, coming first runner-up

The pair are said to have bonded over a philosophy project that Hudson – a student-athlete as well as an entrepreneur – had been working on at the time.

On Tuesday, the May-December couple were pictured in an unearthed selfie taken during their first encounter in February 2021, TMZ reported.

The two posed for a photo during their reported first meeting aboard a 2021 flight from Boston to Florida where Belichick reportedly struck up a conversation about the book she was reading.

It was on that flight that Belichick also purportedly autographed a ‘Deductive Logic’ textbook that Hudson, then a 21-year-old student at Bridgewater State University, was studying.

Both had been keeping their relationship under wraps after his long-drawn-out break up with his ex-girlfriend Linda Holliday.

The Ring footage, believed to be from November last year shows the New Haven legend shirtless, opening the front door of Hudson’s $800,000 Massachusetts property in the early hours of the morning.

Belichick, who has won a total of eight Super Bowls, grimaced at his former star player and looked uncomfortable during the show.

He spent 23 seasons as head coach of the New England Patriots, taking charge of the team in the same year his current girlfriend was born.

Neither Belichick nor Hudson have commented on their relationship, though she attended Brady’s Patriots Hall of Fame induction ceremony this week.

Up until September, Belichick had been in 16-year relationship with 60-year Linda Holliday (left)

Up until September, Belichick had been in 16-year relationship with 60-year Linda Holliday (left)

Now 72, Bill Belichick is a divorced father of three and a six-time Super Bowl champion

Now 72, Belichick is a divorced father of three and a six-time Super Bowl champion. He and Hudson reportedly bonded over her schoolwork at Bridgewater State University in 2021

A self-proclaimed 'glamorous Girl Scout', Hudson is a pageant queen and a cheerleader

A self-proclaimed ‘glamorous Girl Scout’, Hudson is a pageant queen and a cheerleader

Belichick was spotted rooting her on at a cheerleading competition in March, and posed for a picture with her during a work trip to Croatia on a boat.

The couple kept in touch after their airline meet cute, discussing the former Bridgewater State University student’s schoolwork and cheerleading routines.

They initially kept things lowkey and were only briefly spotted on rare occasions, but TMZ claims Hudson secretly visited Gillette Stadium to support her man during the 2022 and 2023 seasons with the Patriots.

Hudson is even understood to have been helping Belichick with his business endeavors of late.

Page Six broke the news that the all-time great NFL coach – who called time on his legendary Patriots tenure earlier this year – had broken up with Holliday last September after a drawn-out, back-and-forth breakup for nearly a year.’

After bidding an emotional goodbye to the Patriots, Belichick failed to land another NFL job ahead of the 2024-25 season.

He is instead set to become a regular fixture on ESPN’s Monday Night Football with Peyton and Eli Manning, before potentially returning to coaching when a vacancy opens up.

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