Group travel has taken on new meaning for some wealthy consumers, who increasingly are taking over entire hotels.
In an experience-obsessed era, those who can are going beyond just a stay at a five-star hotel to having it all to themselves alongside family and friends. Luxury travel advisors report an uptick among their deep-pocketed clients who book accommodations in their entirety for both large and small groups.
Andrew Steinberg, an advisor with the Ovation Network in New York City, says that his buyout business is up 50% this year compared with 2023.
“From a dozen, I have more than double now. The prices for these weekend stays can start at US$500,000 and easily top US$1 million,” he says. “People love them because they can manage every aspect of the experience and extend their event.”
As an example, Steinberg planned a lavish 50th birthday last year in Versailles, France, for a client who took over Airelles Château de Versailles, Le Grande Controle, located on the grounds of Versailles, for a weekend. The extravaganza cost well into the seven figures, he says, and included elements such as a scavenger hunt on the palace grounds and a five-course dinner party prepared by the renowned chef Alain Ducasse, where guests donned 17th-century costumes provided by the host.
Entertainment included fire breathers and Cirque du Soleil-style dancers. Steinberg notes that guests also received a different gift each day such as silk scarves and pricey wines. “By having the property to ourselves, we were able to manage every touchpoint,” Steinberg says. “We had napkins for every meal with the host’s initial and amenities such as a personalised cookie station.”

Andrew Steinberg
Stacy Fischer-Rosenthal, the president of the New York-based Fischer Travel, which charges a US$150,000 membership fee, is also planning more buyouts than ever before for occasions such as weddings, birthdays, and “just because” get-togethers.
“Takeovers offer complete privacy, safety, and flexibility. The client does not have to adhere to a set schedule and can make theirs up as they go along,” Fischer-Rosenthal says. “There is a dedicated team catering to all of their wants and needs.”
The membership-based travel company Andrew Harper is another brand that has seen a jump in buyouts. Colin Housley, vice president of member experience, says the increase in demand led the company to launch an initiative called Exclusive Experiences, which focus on immersive and private trips such as luxury hotel buyouts and private island stays.
“Our members who plan these trips receive access to unique activities and excursions that we have negotiated with our partners,” Housley says. “We also leverage our relationships to make buyouts happen for properties that normally wouldn’t offer it.”
Andrew Harper has seen a “flood of requests” for private stays since Exclusive Experiences launched, he says.

Andrew Steinberg
Meanwhile, another New York-based travel company Black Tomato had a client who bought out Aman Venice to throw a US$1 million party for his wife’s 50th birthday.
“We arranged performances by opera singers, an orchestra, and a rock band, and the celebration ended with a treasure hunt on the rooftop of the Gritti Palace in the penthouse suite,” says Black Tomato travel expert Sunil Metcalfe , who also notes the uptick in such buyouts.
In addition to travel companies, representatives from several upscale hotels, including the Ranch at Rock Creek in Philipsburg, Mont., and Cal-a-Vie Health Spa in Vista, Calif., say that takeovers of their properties are on the rise. Many, particularly smaller hotels, offer buyout-specific packages.
Cali Mykonos, located on the namesake island’s Kalafati Beach, has created a package for a cost of between US$57,000 and US$75,000 that allows guests to book its 40 villas, each with a pool and large terrace, and enjoy amenities such as the large main pool, yoga classes, boat fleet, beach and restaurants exclusively with others in their group.
Sir Richard Branson ’s Necker Island in the British Virgin Islands has a buyout package starting at US$118,500 a night for 24 rooms that’s consistently booked throughout the year, according to a property representative. The rate includes meals and most activities, such as water skiing, snorkelling, and pickleball.
Weekapaug Inn, located in Westerly, R.I., introduced a buyout experience to commemorate its 125th anniversary this year. Called the Milestone Getaway, it encompasses the use of the hotel’s 33 rooms for two nights, meals and activities; the price is US$125,000.
Tom Parisi, an investment banker, and Adriana Destefanis, an asset manager, who live in Darien, Conn., bought out Weekapaug Inn for their wedding last October.
In addition to the wedding events, the couple’s more than 150 guests stayed busy by participating in diversions such as bike riding, birdwatching, stargazing, and s’mores by the fire pit.
“Having a private element is very unique in our view,” Parisi says. “We felt like we were in our own massive house and able to spend quality time with our family and friends. And we could be loud without worrying about other guests. We didn’t want to just have a wedding. We wanted an experience, and the buyout gave us that.”
Rugged coastal drives and fireside drams define a slow, indulgent journey through Scotland’s far north.
A haven for hedge-fund titans and Hollywood grandees, Greenwich is one of the world’s most expensive residential enclaves, where eye-watering prices meet unapologetic grandeur.
Their careers spanned the personal computing, internet and smartphone waves. But some older workers see AI’s arrival as the cue to exit.
Luke Michel has already lived through two technology overhauls in his career, first desktop publishing in the 1980s and online publishing later on. But AI? He’s had enough.
So when his employer, the Dana-Farber Cancer Institute, made an early-retirement offer to some staff last year, the 68-year-old content strategist decided to speed up his exit. Before, he had expected to work a couple more years.
“The time and energy you have to devote to learning a whole new vocabulary and a whole new skill set, it wasn’t worth it,” he said.
It isn’t that he’s shunning artificial intelligence—he is learning Spanish with the help of Anthropic’s Claude. But, at this point, he’s less than eager to endure all the ways the technology promises to upend work.
“I just want to use it for my own purposes and not someone else’s,” he said.
After rising for decades and then hovering around 40% in the 2010s, the share of Americans over 55 years old in the workforce has slipped to 37.2%, the lowest level in more than 20 years.
The financial cushion of rising home equity and stock-market returns is driving some of the decline, economists and retirement advisers say.
But for some older professionals, money is only part of the equation.
They say they don’t want to spend the last years of their career going through the tumult of AI adoption, which has brought new tools, new expectations and a lot of uncertainty.
Many people retire when key elements of their work lives are disrupted at once, said Robert Laura , co-founder of the Retirement Coaches Association and an expert on the psychology of retirement.
“Maybe their autonomy is being challenged or changed, their friends are leaving the workplace, or they disagree with the company’s direction,” he said.
“When two or three of these things show up, that’s when people start to opt out.”
“AI is a big one,” he adds. “It disrupts their autonomy, their professionalism.”
Michel, whose work required overseeing and strategizing on website content, has been here before.
When desktop publishing arrived in the 1980s, he was a graphic designer using triangles and rubber cement.
The internet’s arrival changed everything again. Both developments required new skills, and he was energized by the challenge of learning alongside colleagues and peers.
It felt different this time around. “Your battery doesn’t hold a charge as long as it used to,” he said.
He would rather spend his energy volunteering, making art, going to operas and chairing the Council on Aging in North Andover, Mass., where he lives.
In an AARP survey last summer of 5,000 people 50 and over, 25% of those who planned to retire sooner than expected counted work stress and burnout as factors.
About half of those retired said they had left work at least partly because they had the financial security to do so.
In general, older Americans are less likely than younger counterparts to use AI, research shows.
About 30% of people from ages 30 to 49 said they used ChatGPT on the job, nearly double the share of those 50 and older, according to a 2025 Pew Research Center survey of more than 5,000 adults.
Baby boomers and members of Generation X also experienced the sharpest declines in confidence using AI technology, according to a ManpowerGroup survey of more than 13,900 workers in 19 countries.
“We as employers aren’t doing a good enough job saying (to older workers), we value the skills that you already have, so much so that we want to invest in you to help you do your job better,” says Becky Frankiewicz , ManpowerGroup’s chief strategy officer.
Jennifer Kerns’s misgivings about AI contributed to her departure last month from GitHub, where the 60-year-old worked as a program manager.
Coming from a family of artists, she said, it offends her that AI models train on the creative work of people who aren’t compensated for their intellectual property. And she worries about AI’s effect on people’s critical-thinking skills.
So she was dismayed when GitHub, a Microsoft-owned hosting service for software projects, began investing heavily in AI products and expecting employees to incorporate AI into much of their work. In employee-engagement surveys, the company had begun asking them to rate their AI usage on a scale of 1 to 5.
When it came time to write reports and reviews, colleagues would suggest that she use ChatGPT.
“I’d be like, ‘I have no idea how to use that and I have no interest in using AI to write anything for me,’” she said.
It would have been more prudent to work until she was closer to Medicare eligibility, she said. But by waiting until her children were out of college and some of her stock grants had vested, the math worked.
Her first act as a nonworking person: a solo trip to Scotland, where she took a darning workshop and learned how to repair sweaters.
“The opposite of AI,” she said.
Employers already under pressure to cut workers—such as in the tech industry—may welcome some of these retirements, said Gad Levanon , chief economist at Burning Glass Institute, which studies labor-market data.
“The more people retire, the fewer they have to let go,” he said.
Some of the savviest tech users are also balking at sticking around for the AI upheaval. Terry Grimm, who worked in IT for 40 years, retired from his senior software consultant role at 65 last May.
His firm had just been acquired by a bigger firm, which meant learning and integrating the parent company’s AI and other tech tools into his work.
Until then, Grimm expected he might work a couple more years, though he felt that he probably had enough saved to retire.
“I just got to the point where I was spending 40 hours at work and then 20 hours training and studying,” said Grimm, who has since moved with his wife from the Dallas area to a housing development on a golf course in El Dorado, Ark.
“I’m like, ‘I’ll let the younger guys do this.’”

