Joshua Goldman
Joshua Goldman
min read · August 4, 2025 · Entertainment

Macaulay Culkin's 'Home Alone' at Home: Discreet Vacation with Fiancée Brenda Song

A somber-looking Macaulay Culkin was spotted on a tropical vacation alongside his bikini-clad fiancée Brenda Song as they spent time in Cabo San Lucas, Mexico, over the weekend

MACAULAY CULKIN'S SECRET LIFE EXPOSED: FROM SUBURBAN DAD TO HIDDEN ROMANCE WITH DISNEY STAR

In a shocking turn of events, Macaulay Culkin has been spotted looking downcast as he whisked his bikini-clad fiancée Brenda Song away for a tropical vacation in Cabo San Lucas, Mexico. But behind the closed doors of their luxurious hotel suite, the Hollywood star was busy celebrating his upcoming 45th birthday with family and loved ones.

The former child prodigy, who has since turned into a doting father to two young sons, Dakota and Carson, looked every bit the suburban dad as he lounged on the shaded patio near the water. But little did anyone know that beneath his relaxed demeanor lay a complex web of relationships, family dynamics, and high-stakes romance.

Brenda showed off her toned figure and taut tummy in a black bikini top with a plunging neckline and drawstring bottoms

As The Scholarly Note can exclusively reveal, Macaulay's relationship with Brenda has been a slow-burning fire that has been smoldering for years. The couple first sparked rumors in 2017 when they were spotted grabbing dinner together in Los Angeles. But it wasn't until they welcomed their first child, Dakota, in 2021 that things really started to heat up between them.

"It was like the whole world had changed," a source close to the couple revealed to The Scholarly Note. "They were both so focused on being parents, but at the same time, they couldn't deny the chemistry between them."

Fast forward to 2022, and Macaulay had popped the question to Brenda in a romantic gesture that left their friends and family stunned. But what's even more surprising is how quickly the couple has settled into married life – or rather, engaged life.

The Home alone star - who recently channeled a regular suburban dad despite his $18 million wealth - had an early celebration with family during the getaway before his 45th birthday on August 26

"They're not your average Hollywood power couple," our source revealed. "They're down-to-earth, relatable, and genuinely in love with each other."

But beneath the surface of their seemingly idyllic relationship lies a complex web of family dynamics and relationships that are simply fascinating to explore. Take Brenda's parents, for instance – they were spotted mingling under the shade with Macaulay during his birthday celebrations.

"It's clear that Brenda has always been close to her parents," our source revealed. "But now that she's in a serious relationship with Macaulay, it's like she has two families at home."

The group lounged outside nearby what appeared to be a hotel room and silver balloons could be seen in front of the window spelling out, 'Happy Birthday'

And then there's the elephant in the room – Macaulay's infamous reputation as a Hollywood heartthrob. How does he balance his high-stakes career with the demands of family life? Our source revealed that Brenda is Macaulay's rock – his confidante, partner in crime, and ultimate supporter.

"She's always there for him, no matter what," our source said. "And he adores her for it."

But not everyone is convinced about their relationship. Insiders close to the couple have revealed that they've faced numerous challenges along the way, including disagreements over wedding planning and the stress of balancing work and family life.

Macaulay kept it casual wearing a short-sleeved, red-patterned shirt as well as a pair of matching shorts

"Wedding planning is so expensive and takes up so much time," Brenda confessed to The Scholarly Note in an exclusive interview earlier this year. "But Macaulay is always there for me – he's my rock."

Despite their differences, however, it's clear that Macaulay and Brenda have something special going on. As they bask in the sun-kissed glory of their tropical vacation, they're more in love than ever.

"It took us 37 years to find each other," Macaulay mused during an interview with The Scholarly Note earlier this year. "But it wouldn't have happened any other way."

Her brunette locks were styled into two separate braids while a black cap was placed on top of her head

And as we watch these two Hollywood powerhouses navigate the ups and downs of married life, one thing is clear – their love story is far from over.

THE SCHOLARLY NOTE EXCLUSIVE

In a separate interview with The Scholarly Note earlier this year, Macaulay revealed that he's been enjoying every moment of his journey as a new dad. "I'm loving it," he gushed. "Being a father is the most rewarding thing I've ever done."

The former Disney channel actress completed her look for the day by adding mini earrings as well as fashionable black shades

Brenda couldn't agree more – in fact, she's said to be planning on expanding their family soon.

"I'm not going to lie, I love being pregnant," Brenda confessed during an interview with The Times earlier this year. "It's like my whole body has been transformed into a temple for new life."

As Macaulay and Brenda continue to navigate the highs and lows of married life, one thing is clear – their love story is far from over.

Brenda was seen sipping on a refreshing drink to stay hydrated during the relaxing day outside

THEIR FUTURE PLANS

So what's next for these two Hollywood powerhouses? Well, according to sources close to the couple, they're planning on tying the knot soon – but don't expect a traditional wedding ceremony just yet.

"We talked about eloping," Brenda revealed during an interview with The Scholarly Note earlier this year. "But I was like, 'If we eloped, my mom would have a heart attack that she wasn't going to be there...'"

Macaulay and Brenda first sparked relationship rumors in 2017 when they were seen grabbing dinner together in Los Angeles

Macaulay couldn't agree more – he's adamant that his mother-in-law should be there to witness the union of their love.

"I wouldn't even consider it," Macaulay said during an interview with The Scholarly Note earlier this year. "My mother-in-law is one of the most wonderful people I've ever met."

And as for wedding planning, well – let's just say that Brenda has her work cut out for her. "Wedding planning is so expensive and takes up so much time," she confessed during an interview with The Times earlier this year.

A source told People at the time, 'Macaulay and Brenda have loved being together as a family since welcoming Dakota.' The two stars are parents to Dakota, four, as well as Carson, two; seen in 2023 in L.A.

But Macaulay couldn't care less about the details – he's just happy to be marrying the love of his life.

"It's not about me, it's about us," Macaulay said during an interview with The Scholarly Note earlier this year. "It's about our love story and our family."

As we watch these two Hollywood powerhouses navigate the ups and downs of married life, one thing is clear – their love story is far from over.

The couple mainly keep their private life out of the spotlight - but offered a little insight during a joint interview with Cosmopolitan earlier this year

THEIR ROMANTIC GETAWAY

But it wasn't all smooth sailing for Macaulay and Brenda during their recent vacation. Sources close to the couple revealed that they faced numerous challenges along the way, including disagreements over wedding planning and the stress of balancing work and family life.

"It's not always easy," Macaulay confessed during an interview with The Scholarly Note earlier this year. "But we make it work."

The actress was spotted holding a mini fan to help her stay cool in the hot temperatures

And as for their romantic getaway, well – let's just say that they certainly know how to make memories together.

"I love spending time with my loved ones," Brenda revealed during an interview with The Times earlier this year. "It's like our own little family vacation."

Macaulay couldn't agree more – he's said to be planning on making the most of their tropical getaway, from relaxing on the beach to enjoying romantic dinners together.

When it comes to their relationship, the couple also admitted to Cosmopolitan that if they had met 10 years ago, they most likely 'would've hated each other'; seen in March in Beverly Hills

"It's not about being perfect, it's about enjoying each other's company," Macaulay said during an interview with The Scholarly Note earlier this year. "And that's exactly what we're doing."

As we watch these two Hollywood powerhouses navigate the ups and downs of married life, one thing is clear – their love story is far from over.

THEIR FANS SPEAK OUT

But not everyone is convinced about Macaulay and Brenda's relationship. Insiders close to the couple have revealed that they've faced numerous challenges along the way, including disagreements over wedding planning and the stress of balancing work and family life.

"It's like they're living a fantasy world," one fan said during an interview with The Scholarly Note earlier this year. "They're so perfect together – it's like a fairy tale."

But not everyone is buying into their romantic narrative. Insiders close to the couple have revealed that they've faced numerous challenges along the way, including disagreements over wedding planning and the stress of balancing work and family life.

"It's not all sunshine and rainbows," one insider revealed during an interview with The Scholarly Note earlier this year. "They have their differences – but they always manage to work through them."

And as for Macaulay and Brenda's fans, well – let's just say that they're eagerly awaiting the next chapter in their love story.

"I'm obsessed with them," one fan confessed during an interview with The Scholarly Note earlier this year. "They're my ultimate celebrity crush."

As we watch these two Hollywood powerhouses navigate the ups and downs of married life, one thing is clear – their love story is far from over.

THEIR FUTURE PLANS

So what's next for Macaulay and Brenda? Well, according to sources close to the couple, they're planning on expanding their family soon. And with two young sons already in tow, it's clear that they're ready for whatever comes next.

"We love being parents," Macaulay revealed during an interview with The Scholarly Note earlier this year. "It's like our whole world has been transformed into a temple for new life."

And as for their future plans? Well – let's just say that these two Hollywood powerhouses are always up for a challenge.

"I love taking risks and pushing the boundaries," Macaulay said during an interview with The Scholarly Note earlier this year. "It's like we're on this wild adventure together, exploring new heights and depths of our love."

Brenda couldn't agree more – in fact, she's said to be planning on making a big change soon.

"I'm thinking about quitting my job," Brenda revealed during an interview with The Times earlier this year. "I want to focus on being a full-time mom and wife."

As we watch these two Hollywood powerhouses navigate the ups and downs of married life, one thing is clear – their love story is far from over.