Go Ahead and Dream: The 20 Most Expensive Men’s Watches You Can Buy Online

most expensive watches
Courtesy of Mr Porter
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There is a certain allure to men’s watches, especially when it comes to the most expensive watches from luxury watchmakers like Audemars Piguet, Cartier, Hublot and Rolex. They’re seductive looking and seem to whisper power. The daunting price tag only adds to their attraction, as they’re both status symbols and heritage pieces designed to be passed on to your children. The interesting thing about the most expensive watches for men is that many of them cannot be bought online. Rather, you’re teased with glossy photos and text that beckon you to visit the store in order to lightly caress them.

However, if you know where to look, you can find plenty of six-figure watches for sale online.

Why Are the Most Expensive Watches SO Expensive?

We’ve hunted around and found the 20 most expensive watches that you can actually buy online. The first thing you’ll notice when dealing with super high-end expensive watches is that most of them are limited editions, they are always made in small batches. One of the other things you’ll notice with the most expensive watches available is that they use a lot of precious metals, and are sometimes dusted with semi-precious and precious stones. (And sometimes they use a lot of diamonds and gemstones.)

The higher you go up in price, the more complex the watchmaking becomes, too. At this price range, you’ll come across tourbillions, skeleton chronographs, skeleton aviators and, well, pretty much anything that you can combine a skeleton-style watch. The measurements and movements are so precise that they rival the clock that keeps Greenwich Mean Time.

Different Types of Luxury Watches

Before we hop into the most expensive watches, let’s go over a couple of definitions of the different types of watches available.

  • Tourbillon -only seen in the most expensive watches due to the complexity of the craftsmanship involved. Tourbillons are an addition to the watch’s mechanical linkage also called an escapement. Tourbillons are created to ensure accuracy to the tiniest measurement and are made to counterbalance anti-gravity issues. Tourbillons can be combined with other watch styles.
  • Skeleton – also known as an openwork watch. The front and back, or sometimes just the front or the back of the watch, showcases the mechanics, so you can watch the wheels go ’round as it keeps time. As mentioned earlier, there can be a skeleton chronograph, a skeleton chronometer, skeleton aviator and so on.
  • Chronograph – watches created to measure time, speed and distance. Chronographs have one main dial and two subdials. They have a stopwatch function as well.
  • Chronometer –These watches are designed to keep accurate time no matter the environment, barometric pressure, etc. True Chronometers are certified by the (Contrôle Officiel Suisse de Chronomètres).
  • Aviator -originally made for pilots, these watches are larger in size and only use numerals, making it easy for a pilot to glance at his watch while working with both hands. Aviator watches have an anti-magnetic case, are impact and vibration resistant, and are extremely accurate. Cartier created the first aviator watch.
  • Dress – a watch that’s designed to be worn with a suit.
  • Casual or Sporty – a more relaxed style of a watch meant to be worn be with casual wear.
  • Perpetual – a watch designed to accurately portray the dates of a calendar, its mechanism takes into account leap years and lengths of months, so it is perpetually on time. Like the skeleton, it can be combined with another watch style like a chronograph.

In the Market for a Luxury Watch? Spy Readers Can Save 20%

Shopworn is an online retailer of new fine watches and designer goods. The company buys up unsold stock from stores and then re-sells them for a lower price online. We’ve used a few of their watches in previous roundups and have included two in this one. They are currently offering 20% sitewide on ShopWorn by using code SPY for our readers only. And when a watch costs $200,000, 20% equals a savings of $40,000.

This offer will be good until the end of the year and cannot be combined with any other offer. So if you’re looking for a great deal on some of the most expensive watches in the world, this is a deal you don’t want to miss!


1. Roger Dubuis Excalibur Skeleton Watch

Roger Dubuis is a Swiss watch company that produces around 5,000 watches a year. Originally Dubuis worked for Longines and then Patek Phillipe. He and Carlos Dias created Roger Dubuis watches in 1995. Each of their creations is painstakingly made by hand. The Excalibur collection of watches has a separate collection for men and one for women. This Excalibur Aventador S skeleton watch is one of a limited edition of 88 watches. The housing is forged carbon, it has an autonomous stability program, the hands are rhodium-plated 18k karat PVD-gold Super LumiNova and is powered by a calibre 103SQ movement.

Roger_Dubuis_Excalibur_Aventador_S_Limited_Edition_Skeleton_45mm_Carbon__Rubber_and_Alcantara_Watch- Courtesy of Mr Porter

Roger Dubuis Excalibur Skeleton Watch



2. Jaquet Droz Tourbillon Retrograde Reserve De Marche

Jaquet Droz is a famous luxury watch brand, and the company has been creating watches since 1738, so strapping one of these watches on your wrist is like wearing history. This watch has a beautiful cutout and a sectioned black opaline dial with off-center Roman numerals, a power reserve indicator at the 10, a retrograde indicator at the 2 and the tourbillon that has a vertically aligned bridge at the 6. When the watch is fully wound, it has a power reserve of 88 hours. The case size is a massive 47mm and made from 18K red gold. There are only 18 of these watches in existence. The regular retail price for this watch is $190,300. The ShopWorn price is 40% off, or a measly $114,180.


Jaquet-Droz-Tourbillon-Retrograde-Reserve-De-Marche-18k-Rose-Gold-Manual-Wind-Mens-Watch Courtesy of ShopWorn

Jaquet Droz Tourbillon Retrograde Reserve De Marche



3. Cartier Rose Gold Unique Diamond Set Tourbillon Skeleton Wristwatch

Holy moly! If you’re going to drop a lot of coin on a watch, you might want to grab this one-of-a-kind watch from Cartier. That’s right, they only made one of these watches in the early 2000s. The skeleton’s design plays with negative space, which in turn makes the face look like a miniature work of art. Getting back to the watch, It’s made from 18k shiny rose gold, and polished in such a way the watch looks like it’s glowing. There are bands of diamonds on each side of the bracelet and a double ring of diamonds around the dial. Cartier used 519 diamonds for this watch, and the total carat weight is between 20-25.

Cartier-Rose-Gold-Unique-Diamond-Set-Tourbillon-Skeleton-Wristwatch Most Expensive Watch Courtesy of 1st Dibs

Cartier Rose Gold Tourbillon Skeleton Wristwatch



4. Patek Philippe Emerald 5711P Nautilus 40th Anniversary Watch

Don’t want to blind someone with diamonds, how about emeralds instead. This Patek Nautilus 40th anniversary watch is a combination of platinum and emeralds. Why use gold, when the rarest of metals will do for a watch that’ll last centuries. Not only is the dial surrounded by a band of said emeralds, but the hour markers are also made of that stone. Made in 2016, it looks super fresh. Don’t worry about setting it, this is a self-winding watch with a date complication by the three o’clock hour.

Patek-Philippe-Emerald-5711P-Nautilus-40th-Anniversary-Watch Most Expensive Watch Courtesy of 1st Dibs

Patek Philippe Emerald Nautilus 40th Anniversary Watch


5. Rolex Cosmograph Daytona Chronograph Automatic Rainbow Pave Watch

If you thought Skittles was the only way you were going to “taste the rainbow,” check out this multi-hued glittering beyond belief Rolex. Whew. For anyone who likes to excessive abundance, this chronograph fits the bill nicely. The case is made from luminescent 18K rose gold, which highlights the twinkly diamonds and a veritable rainbow of stones that surround the dial. Rolex’s Daytona Chronograph has a 30-minute counter and a seconds stopwtatch for accurate timekeeping and the Daytona Chronograph was developed back in 1963 for race car drivers. This watch is obviously built more for show than for use in a cockpit. It’s an automatic movement watch, so you never have to worry about winding, and has a 72-hour power reserve.

Rolex-Cosmograph-Daytona-Chronograph-Automatic-Rainbow-Pave-Watch-116595RBOW-0002 Courtesy of Joma Shop

Rolex Cosmograph Daytona Chronograph Automatic Rainbow Pave Watch


6. Soprano Limited Edition Watch by Christophe Claret

Singing watches don’t just reside in Disney movies, they can also live on your wrist…if you want to pay the price. Let me explain, Christophe Claret created a skeleton tourbillon so that you can literally “watch the wheels go ‘round,” and at each quarter-hour, there are four miniature gongs and hammers (you can see them on the face), they “ding” and play Westminister Quarters notes. And for more (insane?) touch of luxury, the watch is made from a titanium case that doesn’t have a back, so you can watch it work from that side as well.

Soprano-Limited-Edition-Watch-by-Christophe-Claret Courtesy of 1st Dibs

Soprano Limited Edition Watch by Christophe Claret



7. Hublot Spirit of Big Bang

Watchmaker Hublot always does an incredible job of marrying modern sensibilities with classic craftsmanship. Take their Spirit of Big Bang watch. Brightly colored straps bookend the sexy skeleton unico automatic chronograph with a tourbillon. If you’re lucky enough to purchase one of the 100 watches that were created, you’ll notice that the case is made with carbon fiber and blue composites, and it is manual winding with a power reserve of 115 hours. The crystal and dial are both sapphires, and the 42 mm watch is water-resistant to 30 meters.

Hublot-Spirit-of-Big-Bang-Carbon-and-Rubber-Strap-Watch Courtesy of Selfridges

Hublot Spirit of Big Bang



8. Vacheron Constantin Patrimony Perpetual

Vacheron Constatin is another luxury watchmaker whose origins are based in the 1700s. For them, the year they became a company was 1755. This rose gold and navy watch is a perpetual. While one might think that if they see a grouping of subdials on a watch’s face or dial, it’s a chronograph, with a perpetual, each dial is tracking calendars. This watch has a day of the week, date and a 48-month counter that includes leap years. It’s an automatic with a self-winding movement and has a polished 18K rose gold bezel.

Vacheron-Constantin-Patrimony-18K-5N-Rose-Gold-Alligator-Strap-Perpetual-Calendar-Ultra-Thin-Watch Courtesy of Saks Fifth Avenue

Vacheron Constantin Patrimony Perpetual



9. Franck Muller Round Skeleton

Franck Muller is a relatively young watch company when you compare them to the established brands. However, the watches have the same star power when discussing the complexities of their mechanisms and their celebrity buyers. After working with an independent watchmaker for years, Muller struck out on his own after he created a tourbillon in 1984, which is no mean feat. After handling private clients for years, Swiss-born Muller started his own company in 1991. He and his company are known for creating incredibly complicated watches (the guy built his own tourbillon) that are as artistic as they are mechanically precise. Celebrity fans include Kanye West, Eva Longoria, Elton John, David Beckham and Floyd Mayweather. His round skeleton watch is part of the brand’s round skeleton collection. This model has a skeleton watch that is encircled with 4.25-carat diamonds that sit in a white gold 42mm case. The watch is finished off with a white alligator strap.

Franck-Muller-Round-Skeleton-White-Gold-Diamond-and-Alligator-Strap-Watch Courtesy of Saks Fifth Avenue

Franck Muller Round Skeleton



10. Audemars Piguet Royal Oak Selfwinding

The first Audemars Royal Oak watch was released back in 1972, and it caused a sensation as the stainless steel watch was a unique combination of luxury and sport. Over the years, the Swiss watch company releases variations on their famous style. This Audemars Royal Oak watch echoes the original’s design with the same octagonal bezel, textured dial and link bracelet. However, this 41mm self-winding model is made with 18K pink gold instead of stainless steel, and even the watch’s hours have had 18K pink gold applied to them. The watch is water-resistant to 50 meters.

Audemars-Royal-Oak-Selfwinding-15500OR.OO_.1220OR.01 Courtesy of Material Good

Audemars Piguet Royal Oak Selfwinding



11. Rolex Sky Dweller White Dial Automatic

To many people, a Rolex Oyster watch is the alpha and omega of fine watches. It’s been bandied about in so many books, TV shows and movies, one would almost think that it’s the only luxury watch around. There are Rolexes that go for close to a million, and there are “starter” Rolex watches that hover around 10K. This Rolex Sky Dweller was made for the inveterate traveler as it has a second time zone clock built as a circle within the face. This 18K gold watch also has a date window, a 42mm case, and has the Rolex Calibre 9001 automatic movement with a 72-hour reserve. It’s also water-resistant to 100 meters.

rolex-sky-dweller-white-dial-aut Courtesy of Joma Shop

Rolex Sky Dweller White Dial Automatic



12. Omega Seamaster Aqua Terra 150mm Co-Axial Master Chronometer

Here’s some watch trivia for you; Buzz Aldrin wore an Omega Speedmaster on the moon, and Elvis Presley’s 1960 Omega watch sold for 1.8 million dollars at auction. When you slip on an Omega watch, you’re in very, very good company. Chronometers are prized for their preciseness, and this model is, one could say, the perfect combination of art and science. The face is bedazzled with 498 pave diamonds on its dial, and marquise-cut blue sapphires are used to indicate the hours. The bezel is set with a ring of diamonds around its 35mm case. This incredible and expensive unisex watch is made from 18K Sedna gold. This is a chronometer, which means that it is insanely accurate and certified by the CSOC. The watch’s movements are driven by the Master Chronometer Calibre 8807.

Omega_Seamaster_Aqua_Terra_150mm_Co-Axial_Master_Chronometer Courtesy of Omega

Omega Seamaster Aqua Terra



13. HYT H1 Air Classic 18K Rose Gold

HYT is a modern Swiss watch company, they launched in 2010 and they combine the newest tech with classic watchmaking. They use hydraulic transmission inside the watch. Notice there are two tubes that can be seen on the watch’s face. Those are reservoirs for liquids, one that is fluorescent, they do not mix. When the first reservoir is compressed, it pushes the first liquid up a tube around the watch, which then displaces the liquid in the other reservoir. As time passes, the liquid completes its circuit and the whole thing starts all over again. This model, the H1 is made from rose gold and titanium and is a manual winding watch. It has a 49mm round case, Swiss manual movement and a transparent back. This watch normally retails for $79,0000 but is for sale on ShopWorn for 45% less at $43,450.00. So, yes, it’s still one of the most expensive men’s watches in the world, but hey, at least it’s on sale!


HYT-H1-Air-Classic-18K-Rose-Gold-And-Titanium-Manual-Wind-Mens-Watch Courtesy of ShopWorn

HYT H1 Air Classic 18K Rose Gold



14. Tag Heuer Carrera X Aston Martin

Tag Heuer is yet another Swiss watch company, and they’re known for their sporty watches. Back in the 1950s, they had a deal with the American sportswear store Abercrombie & Fitch (the chain was quite different back then) to create two different watches for them. There’s a distinct possibility that working with a popular, yet elite sports outfitter, raised the brand’s consciousness to the American consumer.

This watch is part of the company’s partnership with Aston Martin that dates back to 2018. The brown leather strap comes from Aston Martin, and the general design of this watch reflects both companies’ love for sleek design and speed. This Tag Heuer is an incredible buy for what it holds within its case. It’s a chronograph that is also a certified chronometer, and to top it all off, it has a tourbillon. All that for under thirty thousand dollars. Is it one of the most expensive watches? Yes. but for what you’re getting in a collab with such a legendary automotive brand, it’s a (relatively) good deal.


Tag Heuer Carrera X Aston Martin



15. Elvis Presley’s Gold and Diamond Watch

If a watch could be a celebrity, you’re looking at it. Elvis’ watch is huge and kinda clunky, and it’s the epitome of bad 70s style. However, it was worn by the man who changed the face of American rock n’ roll. Owning this watch, if anyone’s lucky enough to do so, is like owning a slice of history. That’s what makes it so special. Elvis kept this watch for a while and then gifted it to J.D. Sumner, one of his backup singers.

Getting down to business, the watch is made by Ebel, a Swiss watch company that’s been making luxury watches since 1911. Crafted from 14K gold, the face is surrounded by 26 diamonds (6.5 carats). The back’s been engraved with the message, “From Elvis to J.D. Sumner, 1974.”

Elvis-Presleys-Gold-and-Diamond-Watch Most Expensive Watch Courtesy of 1st Dibs

Elvis Presley’s Gold and Diamond Watch




16. Rolex GMT Master II Diamond Automatic 18kt White Gold Set With Diamonds 116769TBR

Someone, please pass over sunglasses, this glitter is blinding! This Rolex is mindboggling in oh so many, crazy ways. It’s a watch that you buy not when you’ve made it, but when you own it and the neighboring company for good measure. This Rolex needs its own bodyguard if it leaves your house. Seriously, it’s encrusted with diamonds. So many diamonds, that you can barely see the 18K white gold case. It’s an automatic watch that has a date window at the three o’clock hour, luminescent hands and is water-resistant to 100 meters, but would you really wear this doing laps?

Rolex-GMT-Master-II-Diamond-Automatic-18kt-White-Gold-Set-With-Diamonds Most Expensive Watch Courtesy of Joma Shop

Rolex GMT Master II Diamond Watch



17. Dewitt Twenty-8-Eight Skeleton Tourbillon 18K Rose Gold Manual Wind Men’s Watch

For those looking for a high-end watch that whispers luxury instead thumping you over the head with so many diamonds you need sunglasses, this Dewitt rose gold watch is subtle elegance. It’s a skeleton tourbillon, so you can watch the mechanics moving via the clear dial and back.  This manual winding watch has a 72-hour power reserve and black leather strap. The original retail price is $150,000, but ShopWorn finds new, unsold watches from stores, picks them up and then resells them online for less. In fact, every SPY reader gets 20% off sitewide at Shopworn; use the code SPY at checkout.

Dewitt-Twenty-8-Eight-Skeleton-Tourbillon-18K-Rose-Gold-Manual-Wind-Mens-Watch-T8.TH_.008A Courtesy of ShopWorn

Dewitt Twenty-8-Eight Skeleton Tourbillon



18. MB & F HM9 Flow Air Limited Edition Hand-Wound 57mm Titanium and Leather Watch

While it does look like a sneaky device that Batman would use, or a very tiny plane, it’s a watch. MB& F (Maximilian Büsser and Friends) creates watches that look like anything and everything else but watches. This one is a show-stopper. The case is grey titanium case and has a black dial with luminous hands.  It sits or rather perches on a wide brown leather cuff.  It may not be possible to wear any sort of a jacket over it, as the watch is rather bulky.

MB-and-F-HM9-Flow-Air-Limited-Edition-Hand-Wound-57mm-Titanium-and-Leather-Watch Courtesy of Mr Porter

MB & F HM9 Limited Edition Watch


19. Breguet 5367BR/29/9WU Tourbillon Extra Plat 18ct Rose-Gold

Breguet watches were created in 1777 France, then the company moved to Watchland AKA Switzerland. Winston Churchill is just one of many historical figures who have owned a Breguet watch, so if you pick one up, you’re in good company. This watch, like Churchill, is all about quiet power, the type of luxe living that doesn’t need to be announced. The case is made from 18 rose gold and the case band is fluted, which gives it a unique dimensional touch. This automatic watch is a tourbillon, so even when in zero gravity, it will be accurate.

Breguet-Tourbillon-Extra-Plat-18ct-rose-gold-and-leather-automatic-watch Courtesy of Selfridges

Breguet Tourbillon automatic watch  



20. Harry Winston 18K White Gold Premier Excenter Manual Wind Men’s Watch

Harry Winston’s synonymous with gigantic sparkling red carpet jewelry, and the company also makes watches. This interesting timepiece looks like it’s wearing a monocle, but it’s really the hour complication. The case and bezel are made from 18K white gold, and the watch is capable of multiple time zones. It normally retails for $41,400.00 but is 40% off at Shopworn. If this personality-filled watch tickles your fancy, you can take an additional 20% off to snag it. Remember: every SPY reader gets 20% off sitewide at Shopworn, just use the code SPY at checkout.

Harry-Winston-18K-White-Gold-Premier-Excenter-Manual-Wind-Mens-Watch-PRNATZ41WW002 Courtesy of ShopWorn

Harry Winston Premier Excenter Watch