20 BEST Luxury Day Date Watches (Conversation Starters!)

Day date watches have an intrinsic appeal that other watches can only hope to possess. For a watch enthusiast, nothing truly compares to owning a classic, vintage, and possibly rare day-date watch. 

In this article, we’ll look at some of the best luxury day date watches you can find in the preowned market today. Some are classic, fashionable, rare, and with price tags that could pay your mortgage. 

Several things reverberate across every watch I have reviewed here – each watch is exceptionally designed, uses highly complex Swiss engineering technology, and is guaranteed to delight the wearer.

About Luxury Day Date Watches

The day-date complication is arguably the most essential complication for an everyday watch. Having the ability to tell the date and the day of the week can be very helpful for many different people, including businessmen, students, and office workers.

There are plenty of ways to display a day-date complication on a watch dial. Some day date watches feature a small window that displays the day of the week next to the date at the 3 o’clock position. Others have separate windows for the day and the date display on the watch dial.

The day date became an official complication in 1956 when Rolex created a water-resistant watch with a perpetual movement and the day-date complication. This original Rolex Day-Date became a true icon when it was gifted to Dwight Eisenhower for his re-election as US President.

Best Luxury Day Date Watches

The day-date complication is becoming increasingly popular for everyday watches across all budgets. However, this list will focus on luxury timepieces. We’ve already gone through an extensive list of the best day-date watches for men across all bfurtherudgets, where you’ll find plenty of affordable options. So, without  ado, here’s my list of the best luxury day date watches you can find in today’s watch market:

Rolex Day-Date 40 (ref. 228236-0012)

As we’ve already mentioned, the Day-Date has a long and decorated history as a part of Rolex’s catalog. The latest iteration of the Day-Date 40 was released in 2022, and it’s truly a stunning timepiece.

There are several variations of the Day-Date 40 that consist of different materials and dial colors. However, my favorite is the “Ice Platinum” variant (ref. 228236-0012). The watch features a stunning Ice Blue dial that exudes pure class thanks to its Roman numerals, and platinum case, and fluted bezel.

The Day-Date 40 is powered by Rolex’s venerable caliber 3255, which comes with approximately 70 hours of power reserve. The movement features all the high-end components and patents you can expect on a Rolex manufacture caliber. Naturally, it also comes with the day-date function, which utilizes a large window at the 12 o’clock position for the day of the week and the standard 3 o’clock Cyclops date window.

Jaeger-LeCoultre Grande Reverso Calendar (ref. Q3758420)

Jaeger-LeCoultre has plenty of day-date timepieces in its portfolio, including models from the Master Control and Polaris families. However, few can stand up to the luxury status of the Reverso. 

The Jaeger-LeCoultre Grande Reverso Calendar (ref. Q3758420) is truly one of the best day-date watches to ever come out of the Jaeger-LeCoultre pipeline. This is, by no means, a small watch. It looks and wears large at 48.4mm lug-to-lug distance. However, it is surprisingly slim for its size at 10.3mm.

The dial features a triple calendar (day, month, and date) and a moon phase indication. Each of the calendar functions is actuated by pushers at the side of the highly-polished casing. The flank is barrel-shaped, strikingly contrasting the horizontal streaks running across the face of the case on the top and bottom and the vertical sweep of the dial and case band.

When you flip the watch over, you get to see the inner workings of the Grand Reverso Calendar. The Caliber 843 is an in-house automatic movement that features a 45-hour power reserve and will delight any watch-lover.

Zenith El Primero 410 Triple Calendar (ref. 03.2091.410/01.C494)

The El Primero 410 Triple Calendar is a true masterpiece from Zenith, as it combines the sporty nature of a chronograph with the elegance of a complicated dressy timepiece. The watch comes in a rather large 42mm diameter, which should be fine for medium to large wrists, but watch lovers with smaller-than-average wrists will struggle with wearability.

The dial of the watch feels well-balanced, albeit slightly cluttered due to the several complications, including a triple calendar and a moon phase. The day and date windows are part of the triple calendar complication and help balance the overall look of the dial being above the two chronograph registers.

This manually-wound chronograph is powered by the ingenious El Primero 410 in-house movement that features 31 jewels and a 50-hour power reserve. You can find the watch on a high-quality leather strap that matches the overall aesthetic perfectly.

Vacheron Constantin Traditionnelle Complete Calendar (ref. 4010T/000R-B344)

Vacheron Constantin is one of the oldest luxury watchmakers in the world, having existed for over two centuries. They have an impressive collection of stunning timepieces in their portfolio, including the Traditionnelle Complete Calendar model. 

The reference 4010T/000R-B344 features a stepped rounded case made of pink gold that’s 41mm in diameter. While it is a relatively large size for a dress watch, the increased diameter helps balance the overall watch proportions. The dial of the watch features two symmetrical windows for the day and month complications, a moon phase, and a dedicated date hand.

The Traditionnelle is powered by the caliber 2460 QCL/1, a very thin self-winding movement responsible for keeping track of the complete calendar complication. It also features a modest 40-hour power reserve, which should be enough if you wear the watch regularly.

IWC Portofino Hand-Wound Day & Date (ref. IW516201)

IWC watches are exquisite, and the company has created a following of ardent watch connoisseurs who swear by this brand. The watches in the Portofino collection, for instance, use a tried-and-tested in-house movement that endears them to watch lovers. 

Released in 2015, the IWC Portofino Hand-Wound Day & Date is a large watch at 45mm. The dial covers almost every inch of this case, offering the wearer a wide display without looking crowded.

The dial features a power reserve display on the 8 o’clock mark and a small hacking seconds subdial display on the 6 o’clock mark. The day of the week subdial with a rotating hand is at the 3 o’clock mark. The highlight of the watch is the large date window below the 12 o’clock position.

The transparent sapphire glass back allows a glimpse inside the watch to marvel at the wonderful in-house movement. The caliber 59220, with its 233 parts and 30 jewels, powers one large mainspring to deliver an enormous  8-day power reserve.

Hublot Big Bang Chrono Perpetual Calendar

The Hublot watch company is very experimental. They have mastered the art of creating watches that excite the owner and invoke imagination in the minds of watch lovers. In 2015, Hublot released the Perpetual Calendar watch, adding another model to their Big Bang Chrono series. This was a massive feat for a company that had not been around for long.

The watch has a moon phase display beside the day, date, and month markers. All these lie on top of the classic skeletonized Hublot movement. Despite all this, they still found a way to make the extra-large hour and minute hands. 

The date marker is enclosed inside the month subdial, making it easy to read the day and month at a glance. Since the subdials have different functions, the watch designers used red arrow-shaped markers for the chronograph and white ones for the perpetual calendar.

The in-house HUB 1270 UNICO column-wheel chronograph movement that powers this watch provides a 72-hour power reserve. It also includes a flyback chronograph function that makes stopping and resetting the stopwatch a breeze.

Patek Philippe Annual Calendar Chronograph (5960R-012)

Patek Philippe watches are at the apex of the luxurious watch segment. The company pushes the limits of watchmaking and ends up with iconic timepieces that are hand-made, stunningly beautiful, and designed to outlive the apocalypse.

The Annual Calendar Chronograph (ref. 5960R-012) is one of these watches, as it was released in 2012, and the production was discontinued after only a year. This makes it one of the rarest day-date watches in the Patek Philippe catalog.

The day aperture lies between the 10 and 11 o’clock markers, while the month aperture lies between the 1 and 2 o’clock markers. The date window is located on top of the 12 o’clock position. 

The Patek Philippe Annual Calendar Chronograph 5960R-012 model has the award-winning CH-28 520 IRM in-house automatic chronograph movement with 40 jewels and a 60-hour power reserve. The watch also features a vertical clutch engagement system that allows the chronograph to operate optimally without any risk to the overall movement.

A. Lange & Söhne 1815 Annual Calendar (ref. 238.032)

The A. Lange & Söhne 1815 Annual Calendar watch is the second largest watch from the A. Lange & Söhne line, second to the Saxonia calendar. With a case diameter of 40mm and a thickness of 10.1mm, it certainly stands out but can still fit perfectly under the cuff of your shirt, which makes it an ideal dress watch. 

The 238.032 model comes in an 18-carat pink gold coating with a sapphire glass case back. The case back allows a glimpse into the intricate manually wound (L051.3) movement with 345 parts.

The analog date display features a week, month, and moon phase. There is a 3/4 plate, hand-engraved balancing cock, and blued screws. The unique blue color is achieved by subjecting them to about 360 degrees Celsius. The 3/4 plate holds the bearings of the going train and allows for the reduction of axial distance tolerance.

Breguet 3795 Grand Complication Tourbillon Perpetual Calendar Platinum 40mm (3757PT/1E/9V6)

Have you ever come across a watch with every component so meticulously detailed and polished that you can only imagine the skill set that went into making such a timepiece? 

Well, here’s one! The Breguet Grande Complication Tourbillon Perpetual Calendar Platinum 40mm timepiece packs two powerful patented technologies – the hang-engraved tourbillon caliber (1801) and the straight-line perpetual calendar complication (1997). 

This particular model comes in an exceptionally designed and polished rose-gold casing. The case diameter of 41mm makes this a large watch but significantly smaller than many others in its category, such as the Portofino at 45mm.

It has a classic manual winding, Breguet 558QP3 movement powered by the tourbillon system with up to 196 parts and 55 hours of power reserve. The balancing spiral inside and the shape of the hands are called the Breguet overcoil after Abram Breguet because they were his inventions. The day is shown with a retrograde hand that flips back to one at the end of the month.

Omega Seamaster Aqua Terra Day-Date (ref. 231.10.42.22.01.001)

The Omega Seamaster Aqua Terra Day-Date is the epitome of an everyday watch. It features the robust build quality that Omega is known for, as well as the elegance to stand in semi-formal or even formal events.

The watch comes in a 41.5mm diameter, which is larger than the original Aqua Terra, but still very wearable. The inky-black dial features the distinct vertical pattern that resembles the deck of a luxurious boat, which signifies the watch’s character. Additionally, this Aqua Terra variation features a large day window at the 12 o’clock position, similar to the Rolex Day-Date.

The watch is powered by Omega’s Calibre 8602 with the ever-popular Co-Axial escapement and a Chronometer certification. Plus, with a 55-hour power reserve, you can be sure the watch will keep ticking, even if you leave it on the side for a day or two. 

Blancpain Bathyscaphe Day Date Desert Edition (ref. 5052 1146 E52A)

Blancpain is one of the oldest watch companies currently in operation since it was established all the way back in 1753. The brand is mostly known for creating the Fifty Fathoms, one of the first-ever dive watches in 1953. The brand has expanded its dive watch collection with the Bathyscaphe models offering a solid alternative to the iconic Fifty Fathoms.

The Bathyscaphe Day Date Desert Edition takes a unique approach by going for a light brown theme through its sunburst dial and fabric strap. The dial also features the Bathyscaphe’s iconic syringe-style hands, as well as a blacked-out day-date window at 3 o’clock, which contrasts very well with the light colors on the dial.

The watch is powered by the in-house caliber 1315DD, a beautifully-decorated automatic movement with a huge 120-hour power reserve.

Grand Seiko Heritage SBGT241

Grand Seiko is the epitome of Japanese watchmaking, and the brand is famous for its simple yet outstanding dials and Zaratsu polishing technique. The brand is not known for producing many day-date watches (this is usually handled by Seiko and its affordable watches), but it did make an exception for the 25th anniversary of its iconic Caliber 9F.

This legendary family of movements are arguably the best high-end quartz movements for a few simple reasons; they are extremely accurate at ± 5 seconds per year, the ticking seconds hand “hits” every marker with extreme precision, and the movement is built to last for several years without servicing.

And I haven’t even mentioned the incredible white dial that features repeating motifs of 9F and GS (Grand Seiko). The simplicity of the dial is only broken by the day and date window that is done just right to not disturb an otherwise refined and sophisticated design.

Glashütte Original Senator Excellence Perpetual Calendar (ref. 1-36-02-01-02-61)

When it comes to classy yet complicated dress watches, few watch brands do it as well as Glashütte Original for the price. Over the past few years, the German watch brand from Glashütte has managed to create several iconic watch designs, and the Senator Excellence Perpetual Calendar (ref. 1-36-02-01-02-61) is no different.

The watch comes in a 42mm case, which might seem large for a dress watch, but it helps the dial spread out and avoid a cluttered mess. Speaking of the dial, its beautiful silver color allows the complications to shine truly.

The Senator features a perpetual calendar complication with a panorama date window in an asymmetrical position and two symmetrical windows for the day and the month. The watch is powered by the in-house Caliber 36-02, which is beautifully decorated and features a whopping 100 hours of power reserve.

Ulysse Nardin GMT +/- Perpetual (ref. 322-66)

Ulysse Nardin’s motto of manufacturers of freedom is epitomized in the elegance of the timepieces the company has been making since its inception in 1846. Their unique watches with matching names (such as the Freak) have the perfect blend of modern horological expertise and a dash of history. 

The Ulysse Nardin GMT Perpetual 322-66 watch was a limited edition timepiece that hit the market in 2006, with only 500 watches being manufactured. The watch comes with a red gold case and copper dial. At 42mm diameter, this is a rather large timepiece, but the 13.4mm thickness allows it to slide under the cuff of your shirt easily. 

The dial has a wave pattern design with a sloped flange outboard for reading the 24-hour timeframe. The day, month, and day indicators are displayed on the dial by shrunken apertures. A lot is going on here, but everything is well positioned so that it does not look clumsy, even after adding large numerals on the 12, 3, and 6 o’clock markers. 

When you turn the watch over, you can see the UN32 movement based on the Lemania caliber powered by an in-house bi-direction winding system. You can see this movement through the skeleton structure at the back. The watch has a 48-hour power reserve and beats at 28800 vibrations per hour. 

Audemars Piguet Royal Oak Day-Date Moon Phase 25594ST.OO.0789ST.03

The Audemars Piguet Royal Oak Moon phase 25594ST.OO.0789ST.03 watch first appeared on the luxury watch scene in 1983, creating a sensation among watch connoisseurs. This is one of the oldest complications in the Royal Oak catalog. This watch comes with a diameter of 36mm and a thickness of 9.4mm, which makes it perfect for slender wrists.

The black dial is rounded with polished sloping flanks, and the subregister hands and logo are made of white gold. These two subregisters display the day and date complication in a neat and symmetrical manner.

The case back is a monoblock construction that houses an AP 2224/2825 caliber automatic winding movement. It has a 38-40 hour power reserve and beats at 28800 vibrations per hour. It has a stop-seconds mechanism even though there is a no-seconds display and a water resistance of 50m.

Panerai Luminor Perpetual Calendar Platinumtech™ (ref. PAM00715)

Panerai is an Italian watch brand that produces Swiss-made luxury timepieces. The watchmaker is known for its bold and masculine designs that result in large cases with iconic shapes. One such collection is the Luminor, which features many variations with multiple complications.

At the top of the Luminor collection, you’ll find the Perpetual Calendar in Platinumtech™. This unique material is proprietary to Panerai and is essentially a platinum material that’s been enhanced by other metals to increase its hardness and durability.

The watch comes with a stunning olive-green dial that features Panerai’s signature Arabic numerals at 12 and 6, as well as the color-matched day-date window that complements the dark dial very well. There’s also a unique 24-hour indicator at the 9 o’clock position.

The watch is powered by the in-house Panerai Calibre P.4100, an amazing movement that promises up to three days of power reserve.

Cartier Rotonde Annual Calendar (ref. WHRO0002)

Most people probably know Cartier as a jewelry manufacturer, but the brand has a long history of crafting exquisite luxury timepieces. Some of its most iconic designs include the Santos and Tank, two watches with very different purposes that share a similar square case shape.

However, Cartier also produces traditional round-shaped watches like the Rotonde collection. The Cartier Rotonde Annual Calendar features a 40mm case crafted out of 18K rose gold and a beautiful white guilloché dial.

On the dial of the watch lay its impressive complications, including a big date window at 12, a month indicator at the center, and indicators for the days around the minute track. A unique dedicated red hand indicates each day of the week.

The watch is powered by Cartier’s highly-decorated Calibre 9908 MC, an in-house self-winding movement with a respectable 48-hour power reserve.

Chopard L.U.C Perpetual Chrono (ref. 168611-3001)

Chopard is a well-known name in the Swiss luxury watchmaking industry with roots dating as far back as 1860 when a bright-eyed 24-year-old Louis Ulysse Chopard set up a small shop in Sonvilier, Switzerland.

The Chopard L.U.C Perpetual Chrono (ref. 168611-3001) is an elegantly built timepiece that commands attention wherever you go. It is a large watch with a 45mm case diameter, but the 15.06mm thickness allows it to slide under the cuff of your shirt without a fuss. 

It has a manual/self-winding movement that powers all the functions; hours, minutes, seconds, and calendar seamlessly. The 168611-3001 watch has a perpetual calendar with a moon phase and day enclosed in a highly polished and rounded titanium case. The dial is beautiful, with bubble-like sunken subdials denoting the day, date, and month. 

The blue moon phase sub-dial at the 6 o’clock mark is prominently displayed, providing a striking contrast against the grayed surface. The month is displayed in two sunken apertures slightly below the L.U Chopard logo.

Montblanc Star Legacy Chronograph Day & Date (ref. MB126103)

Montblanc is mostly known for its iconic pens; however, the German brand also produces some exquisite luxury timepieces. One of those watches is the Chronograph Day & Date from the Star Legacy collection, a watch that blends the aesthetics and build quality of a sports watch with the elegance of a dress watch.

The Star Legacy Chronograph Day & Date comes in a 43mm stainless steel case that wears slightly larger than that number may suggest due to the very narrow bezel. The watch dial features stunning silver Roman numerals that contrast nicely with the anthracite dial and black chronograph sub-registers.

Powering the watch is the Montblanc MB 25.07 automatic chronograph movement, based on the Sellita SW500-1. This movement handles timekeeping and powers the day date function, which is displayed with a standard white window at 3 o’clock.

Longines Master Collection Day-Date (ref. L2.755.8.78.3)

The Longines Master Collection Day-Date is a simple yet elegant dress watch that can easily function as an everyday timepiece thanks to its day date complication. The watch comes in an 18k rose gold case, which gives it a luxurious feeling. The case diameter of 38.5mm makes it ideal for individuals with smaller wrists, as well as those with larger wrists who prefer smaller watches.

The dial comes in an attractive silver tone and features Arabic numerals, which help dress down the watch slightly. You’ll also find the day and date window at the standard 3 o’clock position. The blued handset adds a nice pop of color and makes the entire watch shine.

The watch is powered by the Longines Caliber L636, an entry-level Swiss movement based on the ETA 2824 with a 38-hour power reserve. While an in-house movement would have been ideal, creating a rose gold watch at this price point requires a few sacrifices.

Conclusion

I have barely scratched the surface when exploring adventurous and experimental day-date watches in this article. There are numerous wonderful day-date watches out there that have not been covered by the scope of this article. We love hearing about what people wear, so hit us up! Enjoy wearing those exquisite timepieces!