What a $400,000 Vacation Buys: A Luxury Travel Advisor on How the Ultra-Wealthy Travel

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Overview

Ramit Sethi interviews Hao Tang, a travel advisor who plans trips costing $100,000 or more for some of the wealthiest families in the world. Ramit wants to know what that money actually buys, and why people pay it. Hao's answer is that the price is mostly not about the room. It pays for flexibility, convenience, and staff who learn and remember a guest's preferences. Hao argues that this kind of luxury "doesn't translate on a website."

16 min read
0:48

Anatomy of a $400,000 Itinerary

Ramit starts with a real itinerary Hao booked: a summer trip for a single father and his children. Hao puts the total at roughly $400,000. That figure covers accommodation, some activities, food, tips, and a private jet home, for just under 20 nights.

The destination was Turks and Caicos. The family needed at least three bedrooms and stayed in a beachfront villa with a full-size private pool, a private butler, and, in one of the villas, a private chef. Hao calls that only the high-level picture.

The client was copying Hao. He had seen the trip Hao took the year before for Hao's 40th birthday, staying in villas at Amanyara and then Amangiri, and asked for "the exact same thing." Hao says the deal also needed unconventional work: Hao secured a $40,000 upgrade for this client, and says the stay would not have been possible otherwise. Hao describes spotting an opportunity that worked for both the client and the hotel.

2:40

Arrival Without a Front Desk

Ramit asks what arrival looks like at this level, compared with checking in at a Holiday Inn in his early twenties. Hao says the experience starts at the airport, not the hotel door. For resorts, Hao usually arranges transfers through the hotel, so someone is waiting with a sign as soon as the client leaves the airport.

Hao singles out the Peninsula for its arrivals. When guests book the hotel's vehicle, the driver calls three or four minutes ahead. Four staff members are waiting outside with pins and notebooks when the car pulls up. Guests never check in at a desk. They are taken straight to their room or suite to check in there. They never see their luggage, which appears in the room within a few minutes "like magic." Some teams offer a short tour first, and in that case they aim to have the luggage in the closet before check-in is even finished.

In the room, Hao says, there are usually cold or warm towels depending on the location, welcome drinks, and sometimes a printed itinerary. After passport formalities, staff offer to walk guests through the suite's amenities and controls. Hao says this matters because high-end suites are full of hidden features. Hao's own TV in the room where the interview is filmed is concealed somewhere nobody would guess, and Hao once stayed in a suite with a hidden bathroom door Hao never would have found alone.

5:16

Curiosity Instead of Disparagement: The $15,000-a-Night Villa

Ramit points to another booking: eight nights at Amanjiwo at more than $15,000 a night, about $125,000 in total. He admits the easy reaction to numbers like that is to call them crazy, wasteful, or disgusting. He proposes what he calls the "D to C principle," moving from disparagement to curiosity, and asks what $15,000 a night actually gets you.

Hao answers by contrasting two ways to experience a beach resort. In the traditional big-complex hotel, imagine one in Hawaii, the family packs up every morning, goes down to the pool, hopes to find seats, and "makes camp" for the day. Taking a call or using the bathroom means drying off, putting on sandals, and riding the elevator back up. Hao, who calls themself a bit of a germaphobe, dislikes public restrooms. Hao stresses that this is still a wonderful way to travel, and that for someone who grew up never traveling it is heaven.

The alternative is a room directly on the beach of a pristine private island. Three steps from the living room is a half-covered private deck. In front of it is a huge pool just for the family, where children can be as loud as they like. Thirty more steps puts you on the beach alone, and fifty more puts you in the water.

7:22

Private Chefs and Off-Menu Cooking

Using Amanyara as the example, Hao explains how in-villa chefs work. The chef will make anything the guest wants, as long as the ingredients are available. For clients with specific needs, Hao sends instructions ahead. Hao mentions Indian clients with particular dietary needs and preferences, and the chef can build a custom menu from that list. Ramit adds his own preferences jokingly: no French food, because in his view it has virtually no taste.

Hao says Aman properties are known for cooking anything off-menu. Some chefs specialize in Thai, Indian, or French cuisine, and clients often request a specific chef by name, much as they would request a room type.

When Ramit asks why not just go to the restaurant, Hao says that option is still available. But in-villa dining enables a different rhythm, especially with children. When traveling with kids, Hao's group has the children eat around 5 p.m., with the chef making something like grilled chicken. The kids make a mess, the butler cleans it up, and around 7 p.m., after the children are settled or in bed, the adults eat a separate meal. On another trip, some friends wanted Thai food and others wanted Italian, and the kitchen simply made both.

Asked why clients care so much, Hao answers "convenience" and says Hao feels the same way. Hao goes to Amanyara every summer. Before a trip, you picture showering, dressing up, and going to the restaurant. With kids, Hao says, 6 p.m. is "mayhem": Hao's son Milo is running around without his diaper, and you just want dinner where you are, in your bathing suit and T-shirt. This is where Hao makes the argument that much of luxury is flexibility and convenience, which don't show up on a booking website.

11:44

Butlers: Remembered Preferences and the "Nanny Hybrid"

Hao describes a butler's role as being available at all times to handle anything that adds convenience: keeping beverages, water, and towels stocked by the pool and, whenever not handling a request, tidying up. Hao dislikes clutter, and as a parent finds constant toy mess one of the biggest daily annoyances, so having someone always straightening up feels like "heaven."

Hao's favorite butler concept is at a resort the transcript renders as "Parrot Cay." There, the butler goes with guests throughout the whole resort, not just the beach house, and acts as their waiter wherever they go. The payoff, Hao says, is that preferences only need stating once. If you want a Diet Coke with two slices of lemon and half a glass of ice, you say it on day one and never repeat it. With most butler services, which stay in the room, you might have to repeat it every time you sit down.

Hao says these butlers are also excellent with children. Hao calls one of the favorite "hacks" the way clients use them: clients arriving there the first night often send Hao a photo, and about half the time it shows them at dinner with the butler playing with their child in the background. Hao describes the butler as "almost like a nanny hybrid." Parents can have a glass of wine and watch the sunset knowing their child is having fun and being looked after. Hao gives the kids' club as another example. Instead of leaving the pool to collect the children, a parent can ask the butler to pick them up, bring them back to the room, or get them food.

15:08

Not Everyone Uses What's Offered

Ramit says he loves this level of detail and only wanting to order sparkling water with limes once. He recalls dining with friends at a hotel in Jaipur. As it got late and one child was falling asleep, a staff member offered to take the children back to the room, letting themselves in and making sure everything was safe. Ramit thought it was magical. His friends declined, even as the kids grew irritable. When he asked why they wouldn't use a free, included service, the mother said she simply wasn't comfortable with it.

Ramit adds a story from his own marriage. At hotels with butlers, he asked his wife whether they should have staff pack for them. He hates packing, and it would free up about two hours on the last day. She said no, she likes packing herself. His takeaway is that just because a service exists doesn't mean everyone uses it.

Hao agrees and links it to how Hao's own attitude has changed. As a college student, a complimentary minibar would have meant chugging Coke, eating gummy bears, and packing the leftovers. Now Hao doesn't touch it and isn't going to drink 80 grams of sugar just because it's free. Hao says there's nothing wrong with enjoying what you've paid for. But with more experience, the luxury Hao values most is getting the experience Hao wants at any given moment, without FOMO or feeling obligated to do anything.

18:00

The Berries: Why Personalization Costs Money

Ramit, a longtime client of Hao's, says Hao learned that he and his wife don't really drink, so the wine or champagne hotels leave out goes unused. Hao also found out, probably from a passing mention, that Ramit loves berries, which were too expensive to eat when he was a child. Now nearly every hotel Ramit arrives at has a plate of perfect berries waiting. Ramit says he feels like "a kid in a candy store," even though he is paying a lot for these hotels. Pulling on that thread, he says it feels like being taken care of, almost like being a child who knows someone is watching over him.

Hao uses this to answer a common objection: why pay so much for a hotel when you're just sleeping there, and a cheaper hotel works the same? Hao's answer is that getting to know someone costs money, resources, and manpower. That's why Hao keeps a limited number of clients. Learning each one takes time, and once Hao passes the information on, the hotel spends staff time and energy sourcing specific amenities for that guest.

20:00

The Worst Call: A $60,000 Non-Refundable Safari

Asked about the worst call from a client, Hao describes a woman in her 70s who had been planning a once-in-a-lifetime safari with Hao for about a year and a half. She called to say she had cancer. Hao says part of them felt heartbreak while another part thought, "We're in penalty." She had already paid $60,000, and it was fully non-refundable.

Hao says safari properties make this especially hard. Unlike a New York hotel, nobody walks in at the last minute to book a $60,000 safari. Hao went into problem-solving mode and found a partial fix. Hao located another client looking to go on safari, persuaded them to shift their dates slightly, and proposed that the original client sell them the trip at a discount on what she had paid. Hao calls it a win-win "so to speak," but stresses how difficult these cases are, because the client receives devastating news and then a second blow on top of it.

21:39

Where Hao Thinks the Value Isn't, and Why It Doesn't Always Matter

Asked about a hotel everyone thinks is worth it that Hao doesn't, Hao names a region instead: Europe in summer. On the Amalfi Coast, in places like Positano, or on Lake Como, Hao says an entry-level room at top properties can cost €3,000–4,000 a night, about $3,600–5,000, for what Hao calls a 300-square-foot "closet."

When Ramit asks what Hao would say to a client who wants Positano anyway, Hao says it depends. If the client knows the market, Hao may not raise it at all. Part of the job is understanding what each client values on a given trip, and that isn't always money or "bang for the buck." Sometimes it's simply being in the South of France at the peak of summer, just as New Yorkers in January may care only about being in the Caribbean.

Ramit offers a related example. He and his wife love Rosewood Mayakoba, and Hao once politely told him it was a bit incongruous with the other places he stays, meaning less nice. Ramit still loves it for the warm experiences they've had with the staff and has brought friends there. His lesson is that having money doesn't mean always spending the maximum. Sometimes what matters is ease of access, or feeling warmly taken care of.

23:49

Who Pays for the Advisor's Travel

Hao says Hao pays for their own travel. Hao references an Instagram reel posted the previous May about spending $300,000 to get a million dollars' worth of travel experiences. The several-hundred-thousand-dollar difference came from invitations, upgrades, and similar perks. Hao adds a caveat: a free stay "actually cost me something" if Hao doesn't like the place. Hao would rather pay full or discounted rates at a property Hao and Hao's clients are likely to love than accept a free stay that isn't a good fit.

24:33

Spotting a Good Client, and the Numbers Behind the Business

Hao hesitates to share what they call their "secret sauce," then explains that how someone first approaches Hao is itself a signal. A prospect who opens with "How do you work? What's your fee?" raises a red flag. Hao's highest-net-worth clients have typically said something like: we've followed you for a while, we resonate with you, are you accepting new clients? Hao reads the first approach as still interviewing the advisor, and the second as a decision already made after time spent evaluating the fit. Hao speculates that these clients already work with top people in other areas, such as their accountant or physician, and know that such people are often at capacity and not necessarily taking new clients.

On the numbers, Hao says the average booking is hotels starting around $4,000 a night, for about five nights. The lowest has been a few hundred dollars. Once someone is a client, Hao books whatever they need, such as a Four Seasons suite in Kuala Lumpur for around $300.

26:18

What to Look For in a Travel Advisor

Hao answers this by recalling a half-joke, made to someone close to Hao who didn't find it funny, about what to look for in an advisor if Hao died. The criteria:

  • Taste developed through experience. You should be able to see that the advisor has actually been to these places and that their opinions were refined by those trips.
  • A strong perspective. They should hold clear opinions.
  • Unconventional thinking. Hao points again to the $40,000 upgrade for the single father as an example of creating a deal that wouldn't otherwise have existed.
  • Industry relationships. They should be connected to the right people, such as general managers, and have their hand on the pulse of the industry.
27:39

From No Motels to Luxury Hotels

Asked whether Hao grew up in luxury hotels, Hao says the family was so poor they didn't even stay at motels. Hao's mother immigrated and raised Hao while working as a housekeeper and waitress, which Hao says is why Hao has a soft spot for hotel housekeepers. Hao started traveling while working at Ralph Lauren, using company discounts. Hao could stay at the Surrey on the Upper East Side for about $200 instead of roughly $800, and even that was a splurge Hao had to save for. Hao says they couldn't define it then, but wanted to know "what's out there." When Hao first tried luxury travel, it resonated deeply. Hao would happily stay in the hotel all day while friends went to museums, just sitting on the bed and enjoying the space, without being able to explain why.

What Hao loves about the work is its immediacy. In the corporate world, a project might pay off in two years, if ever. Here, Hao knows right away how a trip went. Hao acknowledges the pressure but calls the reward substantial, especially for wealthy clients who don't lack money but do lack time, because Hao gets to play a role in pivotal moments of their lives. Hao says they get messages like "Dude, look at these blueberries. They're individual shelves," and that talking about it gives Hao goosebumps.

29:42

Ramit's Closing Point

Ramit ends by returning to his question: why would someone spend this money? If people can afford it, he reasons, they presumably have a reason. It may not be something he cares about now, but it might be someday, and the only way to understand it is to get curious rather than disparage it. He says applying the D-to-C principle, from disparagement to curiosity, will reveal new ways of thinking about money everywhere.