Donald Trump Jr. And Kimberly Guilfoyle Live An Insanely Lavish Life

Donald Trump Jr. and Kimberly Guilfoyle know how to mix business with pleasure. During Donald Trump’s re-election campaign in 2020 against Joe Biden, Guilfoyle, a former Fox News host, served as “a top fund-raising official” for Trump’s camp, according to The New York Times. While that surely kept her busy, she still found the time to date Donald Trump’s eldest son, who was also championing for his father’s campaign, appearing in rallies and fundraisers alongside her, according to another article from the Times.

Despite their busy schedules, it looks like Donald Trump Jr. and Kimberly Guilfoyle are living quite the lavish life together, as seen on Instagram. When this power couple isn’t at the White House or at some fancy gala for work, they’re traveling the globe, enjoying $1,000-per-night hotel stays (per the Independent), and flying private, according to the Times

The two started dating in 2018, around the time that news broke of Donald Trump Jr. and his ex-wife Vanessa’s split after more than 12 years of marriage, the Daily Mail reported. Though Trump has yet to put a ring on it, we’re guessing the proposal will be an insanely lavish affair like the life they lead together. 

Donald Trump Jr. and Kimberly Guilfoyle are worth a combined total of more than $300 million

Donald Trump Jr. and Kimberly Guilfoyle are able to live lavishly thanks to their considerable bank accounts. Per Celebrity Net Worth, Trump is worth $300 million, while Guilfoyle is worth $25 million. Trump reportedly earned much of it while serving as executive vice president at his dad’s company — the Trump Organization. He and his siblings Ivanka and Eric also own a small percentage of Trump International Hotel in Washington, D.C. Besides real estate and politics (Trump was a key member of his dad’s two presidential campaigns), he’s also a public speaker and wrote a New York Times best-seller.

While much of Donald Trump Jr.’s wealth comes from the family business, his girlfriend, Guilfoyle, earned hers mostly on her own, according to her Celebrity Net Worth profile. Guilfoyle studied law and worked her way up to a prosecutor role before serving as deputy district attorney in Los Angeles. It wasn’t long before she transitioned to TV, hosting cable news shows like The Five and Outnumbered; both aired on the Fox News channel. If we had as much money as this power couple, we probably wouldn’t know what to do with it.

Donald Trump Jr. and Kimberly Guilfoyle purchased a mansion in the Hamptons

Donald Trump Jr. and Kimberly Guilfoyle bought a mansion together in 2020, upping their rich factor. Per the New York Post, it’s a “love shack” — well, not so much a shack as it is a multimillion-dollar beach mansion in Bridgehampton, New York. The couple paid $4.4 million for the traditional home, which features seven beds, eight full bathrooms, and more than 9,000 square-feet of space encompassing three floors. That’s plenty of room for Trump’s five kids whom he shares with ex-wife, Vanessa, and Guilfoyle’s son, whom she had with her ex-husband, Eric Villency. 

We know you want more mansion details. According to Variety, it’s situated in one of the Hampton’s most “prestigious communities,” features a grand foyer, a heated pool and spa, and a “high-end” kitchen. It’s gated and secluded — probably for privacy from the paparazzi — and has “park-like grounds” that include a forest of trees and a 25-acre pond. 

Of course, this isn’t Donald Trump Jr.’s only lavish home. Variety reported that he still owns a New York City high-rise he shared with his ex and children, as well as 230-acre estate in New York’s Westchester County. 

Donald Trump Jr. and Kimberly Guilfoyle fly private… like, a lot

Donald Trump Jr. and Kimberly Guilfoyle don’t have to suck it up in coach, not when they’ve got White House connections. They prefer to fly private, but living life lavishly sometimes comes at a cost. According to Politico, Trump and Guilfoyle hopped on a private flight home to New York from South Dakota in the summer of 2020, after Guilfoyle contracted COVID-19. What a privilege, especially when Guilfoyle’s junior campaign staffers were reportedly forced to quarantine in South Dakota due to their close proximity to her.

Guilfoyle also liked to use private planes to and from fundraisers and rallies during the 2020 presidential campaign. Per The New York Times, there were so many requests for private flights by her fundraising team that “the campaign had to work out a plan for approving such trips, which must be listed as in-kind contributions or reimbursed by the campaign.” Although Guilfoyle’s flights didn’t go against any laws, it was also reported by the Times that a couple of her aides took a private flight for a fund-raising event without seeking approval. 

Luckily for Guilfoyle, we guess, she’s had Air Force One when a private jet wasn’t available, as seen on Instagram.

Donald Trump Jr. and Kimberly Guilfoyle work hard but vacation harder

Donald Trump Jr. and Kimberly Guilfoyle work hard, but they know to enjoy a lavish vacation every now and again. In 2018, this outdoorsy duo spent time in Montana fly fishing and enjoying life on a secluded river, per People. Trump enjoyed their Montana getaway so much that he shared a glimpse of their vacation via Instagram with the caption: “Great time floating the Stillwater River yesterday in MT with @kimberlyguilfoyle. It doesn’t get prettier than this. What a way to spend a weekend.” Besides fishing, they also did some target practice, as seen in another photo. While the vacation doesn’t sound too lavish, we bet they stayed at a world-class resort. According to an article by the Independent, they love staying at expensive hotels. 

Not long after their Montana trip, Trump and Guilfoyle enjoyed a quintessential glamorous trip to Paris and saw all the popular sights, as seen in an Instagram post. These two can’t seem to get enough of traveling, but like everyone in 2020, they were forced to put any fun vacations on hold. Anyways, they were busy with other things, like working to get Trump’s dad reelected.

Donald Trump Jr. and Kimberly Guilfoyle know how to throw a lavish birthday party

Everything in their lives is lavish so it’s no surprise birthdays are as well. According to People, most of the Trump family got together to celebrate Kimberly Guilfoyle’s 50th birthday in 2019. The milestone day was celebrated with a lavish dinner and custom birthday cake at New York City’s Omar at Vaucluse (where many celebrities like Spike Lee dine at, per Variety). And that was apparently just an appetizer for what was to come. The birthday festivities reportedly continued down at Donald Trump’s Mar-a-Lago resort in Palm Beach, Fla. During the Florida festivities, Kimberly was serenaded by former Pussycat Dolls singer Kaya Jones. A source told People that the Mar-a-Lago party “was very small and lots of fun, designed to give Kimberly a great day at the club.”

For Donald Trump Jr.’s birthday in 2018, the couple dined at the Trump National Golf Club in Jupiter, Fla., per Instagram. It looks like they enjoyed a chocolate mousse dessert and chocolate strawberries to die for. These two surely know how to celebrate a birthday.

Donald Trump Jr. and Kimberly Guilfoyle have had many date nights at the White House

For most of us, date night typically entails dinner at our favorite restaurant, but for Donald Trump Jr. and Kimberly Guilfoyle, the White House is often their go-to place. Kimberly loves posting photos on Instagram of the couple at the White House. In one photo, Guilfoyle and Trump hold hands while posing nonchalantly near the famous home’s exterior columns. The year was 2018, and these two lovebirds were celebrating Independence Day at no better place than the White House. 

In another 2018 photo, Guilfoyle and Trump posed again outside the house, this time for Christmas. They also took another photo that night inside the house with Trump’s father and first lady Melania near a Christmas tree and under the portrait of the nation’s first president, George Washington. 

When they’re not at the White House, they like spending date night at some of the finest restaurants in New York City, like The Grill, according to Us Weekly. Wherever this couple goes, it’s bound to be a lavish affair, especially when gourmet food is involved.

Donald Trump Jr. and Kimberly Guilfoyle get backstage access to concerts

Backstage access at big-name concerts can be hard to come by for us regular folk, but there’s nothing regular about Donald Trump Jr. and Kimberly Guilfoyle. In 2018, during a Poison concert at Long Island’s Jones Beach Theater, the famous couple not only enjoyed front row access, per TMZ, but they also met rock band Poison’s lead singer, Bret Michaels, as seen in an Instagram photo. According to the photo’s caption, Trump and Michaels are good friends. “Always great catching up with my good friend @bretmichaelsofficial and all the boys from @poison. You can’t find a cooler group of guys who love their fans and do so much for our vets. Great show last night on Long Island,” the caption read.

On another occasion, Trump and Guilfoyle got a chance to meet Kid Rock (via Fox 2 Detroit). This time, however, it wasn’t backstage access. The country-rock singer was performing at a 2020 campaign event hosted by Trump and Guilfoyle in support of Donald Trump Sr. We only wish that we had access to our favorite artists like that.

A lavish wedding may be in Donald Trump Jr. and Kimberly Guilfoyle's future

Donald Trump Jr. and Kimberly Guilfoyle aren’t engaged, at least not that we know of, but it’s a possibility for the future. Back in 2018, a Hollywood Life article hinted the two may be engaged after Guilfoyle was spotted wearing a huge rock on her hand on Instagram. However, a source confirmed to the mag that was not the case, adding, “Kimberly was simply wearing a cocktail ring, and it was actually on her middle finger.”

But that doesn’t mean it’s never going to happen. In 2019, Guilfoyle was spotted attending a bridal fashion show hosted by couture designer Mira Zwillinger, per Women’s Wear Daily. Guilfoyle, who’s been married twice before, told the magazine she’s open to the idea of marriage. “I am a super romantic at heart. I believe in great love, so I always have my heart open and my calendar available,” she said. 

Trump certainly knows a thing or two about lavish weddings. He had one with his ex-wife, model Vanessa. According to People, their 2005 nuptials had 370 guests and was held at the Mar-a-Lago estate in Florida. If Guilfoyle and Trump ever decide to tie the knot, we bet it’ll be extravagant affair.  

Kimberly Guilfoyle has spent a pretty penny on her wardrobe

Kimberly Guilfoyle has had a stunning transformation, and she already lived quite lavishly before linking up with Donald Trump Jr. During her days as a Fox News host, she owned a $3.5 million apartment in Manhattan, per Celebrity Net Worth, and the luxurious pad featured a dreamy walk-in closet perfect for this TV fashionista. “Every girl knows you can never have enough closet space. And in New York City, wow it’s like you need a magic wand to figure it out. I tried to make sure to maximize every inch of space,” Guilfoyle told Us Weekly during an interview that was literally just about her closet. Yes, her closet deserved its own feature. 

With floor-to-ceiling shelves for designer accessories, like jewelry and purses, and an estimated 500-pair collection of shoes, Guilfoyle’s closet is a dream for most of us. All the items inside her closet were designed by big names like Valentino and Alexander McQueen. Though she sold her Manhattan apartment in 2020, per Celebrity Net Worth, we bet she just moved her stuff to an even bigger closet at the Hampton’s mansion she bought with Donald Trump Jr. 

Do they have big dreams to take over the Republican National Committee?

Donald Trump Jr. and Kimberly Guilfoyle live life lavishly, so it’s only natural their dreams are as just as lavish. Per CNN, the duo hopes to “expand their influence” over the Republican National Committee and “may seek to take over the party structure themselves.” At least according to three GOP sources, some of whom are close presidential advisers, who told CNN that Trump and Guilfoyle aren’t pleased with RNC chairwoman Ronna McDaniel and hope to help Republicans win the White House come 2024. “Don Jr. and Kimberly have an eye on the RNC, through themselves taking over or somebody close to them taking over,” one of the GOP sources was quoted as telling CNN

Donald Trump Jr. denied the CNN report via Twitter. “LOL #fakenews as usual… Zero interest in a role at the RNC, I’ll leave that to @GOPChairwoman.” He added, “If anyone believes that i want to sit in an office in DC and make fundraising calls for 18 hours a day they clearly have never met me.” Only time will tell.

Donald Trump Jr. and Kimberly Guilfoyle enjoy the best seats at major sporting events

When they’re not hard at work, Kimberly Guilfoyle and Donald Trump Jr. know how to have fun. That is especially true when they’re guaranteed the best seats in the house. For example, during the 2020 Super Bowl, in which the Kansas City Chiefs won, Guilfoyle and Trump were spectators in their own lavish private box, per the Daily Mail. At the halftime show, when Jennifer Lopez and Shakira took over the stage for their awe-worthy performance, Guilfoyle was clearly enjoying herself, according to video showing her dancing along to some of the famous tunes as her boyfriend reportedly said, “Come on, baby!” They were joined by other Trump family members, including Trump’s brother, Eric, and his wife, Lara. 

Guilfoyle took to Instagram with a photo of herself and Trump by the window overlooking the football field below. In the caption, she wrote that she was “born and raised in San Francisco” and was rooting for the 49ers, but unfortunately not even those who lead the most lavish lives can get everything we want. 

Donald Trump Jr. and Kimberly Guilfoyle love expensive hotel stays

Donald Trump Jr. and Kimberly Guilfoyle don’t need to shack up in a chain hotel when they travel. In fact, they love staying at pricey hotels; the more expensive, the better. Per the HuffPost, a two-day trip to Paris in 2018 included a “$1,000-a-night hotel a few blocks from the Champs-Elysees,” per U.S. Secret Service records. A total of $23,036 alone was spent on just hotel rooms during the short trip. Some of the other hotels included the Hotel de Sers and the Prince de Galles. The whole trip reportedly cost taxpayers more than $64,000, with $31,104 used on air travel. According to the article, Trump and Guilfoyle also visited Monaco during their stay, but there was no information available pertaining to how much money they spent there.

According to The Guardian, expensive hotel stays are on brand for the Trump family. During President Donald Trump’s state visit to London, he brought along his adult children, including Donald Trump Jr., and more than $1 million was reportedly spent on “VIP accommodation at the InterContinental hotel on Park Lane in Mayfair.” Yes, you read that right. The walls of the hotel must be made of gold.

Donald Trump Jr. and Kimberly Guilfoyle make money by appearing at events together

Being the celebrities they are, Donald Trump Jr. and Kimberly Guilfoyle are treated as such, especially when they make public appearances together. Typically, the red carpet is rolled out with a nice paycheck to boot. During a keynote presentation at the University of Florida in 2019, the political, sometimes controversial, couple received $50,000 for their appearance, according to The Gainesville Sun. That’s an entire year’s salary for many people. The money reportedly came from student activity fees. However, other speakers like Kevin O’Leary of Shark Tank fame and artist Pitbull were paid more for their UF speeches; $95,000 and $130,000, respectively.

But that’s far from the only speech Donald Trump Jr. has been paid to do. According to NBC News, he was paid anywhere up to $100,000 for a string of public speeches he made in 2017 at foreign events and at schools, both private and public, while his father was in office. Since he didn’t work “in or for the White House,” his engagements reportedly weren’t ethics violations. Paid engagements sure seem like a great way for these two to continue living a lavish life.

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