Luxury Watches With Diamonds: 5 That Men Can Actually Wear

Diamonds are not just for the ladies.

In your search for the best pre-owned luxury men’s watches, this article will provide you with five exceptional watches (and their diamonds) that men can actually wear. Diamonds are synonymous with luxury—it doesn’t make sense to exclude watches from that.

Rolex Datejust 116233

Rolex Datejust 11623


Many watches are produced in stainless steel. However, this Rolex Datejust has an 18k yellow gold bezel and bracelet. It’s modestly sized at 36mm, but makes up for this with the 10 substituting the hour markers.

The signature detail on all Datejusts is the magnified date display at 3 o’clock. The Oyster case is water resistant up to 100 meters, and the watch has the original Calibre 3135 movement found in many Datejusts, Submariners, Yacht-Masters, and Sea-Dwellers.

This iconic diamond watch costs around $6,800.

Rolex President 18038

Rolex President 18038


The Rolex President was introduced in 1955 and had many innovative features that earned it a pioneering reputation. It was initially called the Day-Date because of the discs it had that included the day of the week and date, which were displayed on the dial. Due to this watch’s popularity with presidents like Roosevelt and Kennedy, it received the “President” nickname we know it as today.

This specific watch was manufactured in the 1980’s. It has an 18k yellow gold bracelet and bezel with diamonds. Featured on its champagne dial are diamonds set on every hour marker. At the top of the dial in the 12 o’clock position, we find the day disc, and at the 3 o’clock position, the date is magnified.

You can find this particular watch pre-owned for $11,000, compared to its estimated new retail price of $24,800.

Breitling Super Avenger A13370

Breitling Super Avenger A13370


The Breitling Super Avenger certainly lives up to its name. Measuring in at 48 mm and with its bulky construction, it’s clearly a men’s watch, even with the diamonds in the bezel.

This masculine, stainless steel timepiece with its factory 2k diamond-filled bezel also features an anti-reflective sapphire crystal, luminous hour and minute hands, and a date display in the 3 o’clock position.

Breitling, already well-known for its pilot watches, defines the sporty look, and this 2000’s model is perfectly suitable option for luxury watch with diamonds.

For this watch, expect to pay no less than $5,000 in the pre-owned market.

Rolex Submariner Serti Dial 16613

Rolex Submariner Serti Dial 16613


The Rolex Submariner with a Serti dial is a watch for divers with luxury taste. Alternatively, it’s perfect for any guy with an eye for the finer things.

Attached to its stainless steel bracelet is a 40mm case and 18k yellow gold bezel with blue aluminum insert. This design has been in production since 1988.

This exceptional diamond watch has the Calibre 3135 and water resistance up to a depth of 1000 feet. The set diamonds are even more luxurious as displayed on the watch’s champagne dial.

The price for this pre-owned luxury timepiece starts at $9,500.

Cartier Tank Divan WA301170

Cartier Tank Divan WA301170


Featured with a brown leather strap, an 18k yellow gold bezel covered in diamonds, and a white dial with roman numerals, this version of Cartier’s classic Tank model is an elegant option of a men’s watch with diamonds.

Made with formal style in mind, and measuring in at 38mm, this watch is perfect for a special night out.

Produced in the 2000’s, this quartz watch is perfect for those who long for vintage quality and experience. Its simple design is deceptive to its value, as the watch will rarely be found below $15,000.


It’s widely accepted that “frosting” is more for the ladies, but this is often done in ignorance of the exceptional luxury watches with diamonds that are perfect for the sophisticated gentleman.

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Crown & Caliber is the smartest way to buy or sell a luxury watch. As an exclusively online marketplace for pre-owned timepieces, Crown & Caliber exists to ensure that when it comes down to the final transaction, buyers and sellers can both win. For sellers, we do all the legwork of valuating, marketing, and selling—for buyers, we put trust back into the act of purchasing sight-unseen with our servicing and authentication process. By emphasizing transparency and placing value on quality, Crown & Caliber has become the preferred marketplace for watch collectors and casual enthusiasts alike.

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