When I picture my billionaire boyfriend rolling up to a gala or stepping out for a weekend in the Hamptons, I don’t think of one single car — I think of his choices.
Each one reflects a very particular kind of personality in four-wheeled form. It all depends on the image he wants to project for that particular event.
I’m 35, I love good design, and I’ll admit I get a little thrill imagining which car matches my billionaire boyfriend’s vibe at the moment. Here are the eight vehicles that, in my opinion, billionaires like my boyfriend prefer — and why they matter beyond the sticker price.
1. Rolls-Royce Phantom
If billionaires were people in a Monet painting, the Phantom would be the soft brushstroke that holds the whole thing together. Owning a Phantom is less about driving and more about being conveyed. The cabin is a sanctuary of wood, leather, and silence — perfect for taking calls without being interrupted by the world. For those who value discretion, heritage, and the kind of craftsmanship that whispers rather than shouts, the Phantom is unbeatable.
My billionaire boyfriend owns one. He likes to drive his Phantom when he’s meeting new business clients. They see him roll up and they know immediately he’s a successful, serious person.
2. Bentley Bentayga
For the billionaire who wants both aristocratic style and an SUVs’ practicality, the Bentayga is the answer. It blends sumptuous interiors with genuine off-road capability and can swallow golf clubs, bodyguards, and occasional muddy boots. It’s ostentatious in the right way — expensive but sensible — and that’s a combination many ultra-wealthy people like when they split time between city, country, and private island.
My billionaire boyfriend used to own a Bentley. The car developed some maintenance issues with idiot lights continually flashing that there were problems with various sensors. The car spent a lot of time in the shop, but the problems never seemed to resolve themselves.
Getting no resolution from the Bentley dealership, my billionaire boyfriend decided to part ways with that particular car and the company in general. As you might imagine, the universe of people interested in a USED Bentley is not very large.
My billionaire boyfriend gave his Bentley to one of the leads who looks for locations for commercial investment properties. He revealed all the problems he was having before he gifted the Bentley. We heard back from the individual that his personal mechanic was able to resolve the problems and now he has a high-end vehicle that no one in his peer group can match.
3. Mercedes-Maybach S-Class
The Maybach is the classic car for executives who prefer to be driven. It’s high on tech, softer than a cloud, and engineered to make the back seat feel like a private office. For billionaires juggling international business via conference call, the Maybach’s quiet and technology-forward cabin is a mobile boardroom — subtle power rather than flashy horsepower.
My billionaire boyfriend more often than not will drive himself to work (when he decides he needs to do so). But, when he needs a little extra time to get his thoughts straight or plans solidified before work, he’ll call his driver and takes the Mercedes-Maybach S-Class.
4. Range Rover SVAutobiography
There’s a particular billionaire archetype who loves the outdoors — but not in a tent. The Range Rover SVAutobiography says, “I enjoy pheasant shoots and ski chalets, but I want my Champagne chilled and my Wi-Fi on.” It offers commanding presence, robust capability, and interiors that feel cozy and classy. It’s both rugged and regal.
I posted previously about my introducing my billionaire boyfriend into the austere camping lifestyle I enjoyed growing up in Montana. He has purchased a Ford F-150 for those activities. So, a Range Rover has never been part of his garage.
One of my best friends in the billionaire girlfriend social circle raves about the Range Rover SVAutobiography her billionaire boyfriend purchased last year. They take it every week to his ski chalet during the winter and to his cabin on a lake during the summer.
See also: https://sablemerricktoo.com/the-best-types-of-restaurants-for-a-first-second-or-third-date/
5. Tesla Model S Plaid
Not every billionaire wants handcrafted wood and analog switches. Some prefer code, over-the-air updates, and instant electric torque. The Tesle Model S Plaid is for the tech mogul who built their fortune on disruption and likes to test new ideas — including how quickly 0–60 can be achieved while being eco-conscious (or at least efficient). It’s modern, fast, and culturally relevant.
My billionaire boyfriend does not own an electric vehicle. He says that the whole electric vehicle market has been sold to Americans as a necessary shift to end our dependence on fossil fuels and to quell the “existential threat” of climate change.
He says that’s all a bunch of bullshit. He says the climate changes. It always has and it always will. The idea that the greenhouse gas CO2 (carbon dioxide) is a pollutant is an asinine conclusion. If there were no CO2, all life on the planet would cease to exist since it’s the lifeblood of plants. Increased CO2 in the atmosphere has had a greening effect increasing food production to record levels.
There are pronunciations practically daily that the planet has never been hotter. That’s false. There are pronunciations practically daily that there has never been more CO2 in our atmosphere. That too is false.
The planet has seen modest warming since the Little Ice Age ended. That trend continues and isn’t related to the amount of CO2 in the atmosphere. In fact, warming tends to precede increases in CO2 rather than the other way around.
Those that virtue signal by buying Teslas or other electric vehicles ignore the damage done to the earth to extract the rare-earth metals needed for electric vehicle manufacturing. They don’t seem to care that the primary source of those rare-earth metals is China with lax environmental and labor laws.
They also ignore that the cobalt needed for their electric vehicle batteries that don’t biodegrade very well comes largely from the Democratic Republic of the Congo. That cobalt is mined by slave child labor working under horrendous conditions.
Sorry for the rant. My billionaire boyfriend has no affinity for those who push the climate change hysteria. I can hear his pronunciations in the words I typed.
6. Porsche 911 Turbo S
The Porsche 911 Turbo S is the billionaire’s everyday sports car: compact, iconic, and fantastically well-engineered. It’s for those who like to drive themselves, who appreciate precision handling, and who want something that provokes smiles rather than status-envy. The Porsche 911 Turbo S says taste and performance without needing the eyes of the crowd.
The Porsche 911 Turbo S is my billionaire boyfriend’s everyday car. When he drives to work, he drives the Porsche 911 Turbo S. If we make a quick trip for a stay at a B&B for a couple of days, we take the Porsche 911 Turbo S. When I meet my billionaire girlfriend’s group for coffee or a brunch, my billionaire boyfriend lets me drive the Porsche 911 Turbo S. It’s my favorite car as well.
7. Ferrari 812 Superfast (or SF90)
When a billionaire wants to be seen, or wants to feel the visceral thrill of a screaming V12, Ferrari is the ticket. These cars are less about practicality and more about pure experience — sculptural, loud, and impossible to ignore. They’re a reminder that part of wealth is having the freedom to indulge in spectacular things just because you can.
Back when he made his first $10 million, my billionaire boyfriend was looking for a status symbol to show his friends that he had “made it”. Some of his friends suggested he look into buying a Ferrari. The Ferrari 812 Superfast was still on the drawing board. My billionaire boyfriend put one on order.
Then, he saw a bunch of videos on YouTube about people doing stupid things with their Ferraris while causing tens of thousands of dollars in damage. Even though he’s a good driver, he was afraid some of those avoidable mix of accidents might bite him.
He couldn’t see spending the amount of money a Ferrari 812 Superfast costs only to be saddled with costly repair bills.
He ended up canceling his order and there are no Ferraris in his garage.
8. Bugatti Chiron
Finally, there’s the rarefied corner of the billionaire car collection reserved for the Bugatti. It’s almost performance art: hyper-engineering, ridiculous top speeds, and a price tag that makes most supercars look like commuter vehicles. The Chiron is less transportation and more statement — a way of saying that money can buy the extreme edge of what’s possible on wheels.
This is the one vehicle I think my billionaire boyfriend purchased on a whim as a complete statement on his wealth. It immediately signifies the level of his success whenever we roll it out of the garage. Those times are primarily for cultural and social events like art auctions, museum fundraisers, hospital fundraisers, etc.
A few through-lines pull this list together. First, billionaires make choices that align with lifestyle: chauffeurs and meetings call for Maybachs, family trips and country houses call for Bentleys and Range Rovers, and thrill-seekers prefer Ferraris and Porsches.
Second, exclusivity and craftsmanship matter — some of these cars are bespoke in ways you can feel in the materials and details.
Third, utility still wins: even among the showiest cars, the ones that mix function and form tend to be the most common in real billionaire’s garages.
If I had to pick one that best embodies a modern billionaire’s taste I have personally observed, I’d choose the Rolls-Royce Phantom for its quiet power and timelessness. But as someone who loves design and diversity, I also adore how the list spans from the minimalist tech of Tesla to the maximalist engineering of Bugatti.
Each car tells a different story, and billionaires — like the rest of us — use cars not just to travel, but to craft a narrative about who they are.
If you are a car aficionado or just want to turn your imagination of tooling around in these vehicles into reality, you need to be following Sable’s blueprint and start working to Bag your own Billionaire.
