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Top 8 Entry Level Luxury Watches

From dress to vintage to sports watches, keep reading to discover our top 8 entry level luxury watches, all at exceptional prices.

Top 8 Entry Level Luxury Watches



Are you ready to purchase your first luxury watch, but not sure where to start? With endless brands, price-points, styles and complications on the market, our watch experts are here to help you find the best entry level watches to kickstart your collection. From dress watches, vintage watches and sports watches, keep reading to discover our top 8 entry level luxury watches, all at exceptional prices.

Top 8 Best Entry Level Luxury Watches:

  1. Best dress watch for men: IWC Da Vinci
  2. Best dress watch for women: Chopard Imperiale
  3. Best all-around watch for men: Rolex Submariner
  4. Best all-around watch for women: Rolex Datejust
  5. Best watch for travelers: Breitling Transocean Chronograph Unitime
  6. Best vintage watch: Patek Philippe Calatrava
  7. Best sports watch: Tag Heuer Carrera
  8. Best diving watch: Omega Diver 300M


1. Best Entry Level Luxury Dress Watch For Men: IWC Da Vinci

Our pick for the best entry level luxury dress watch for men is none other than this IWC Da Vinci watch. With innovation at this collection’s core, this Da Vinci watch is richly complex and elegant. This IWC watch is teeming with complications including a chronograph, moon phase, day, date, month 4-digit year indicator. Despite displaying a wealth of information, the Da Vinci is well balanced and legible with its complications spread across 4 subdials. Perhaps one of the most remarkable aspects of the Da Vinci is that it is accurate up to 500 years.


2. Best Entry Level Luxury Dress Watch For Women: Chopard Imperiale

Inspired by the great empresses of the world, Chopard’s Imperiale is the perfect dress watch for women with its sleek style and functionality. This Imperiale is an automatic chronograph watch with three subdials, a date window at 3 o’clock and smooth Roman numeral hour markers. Cabochon gemstones adorn the ends of the bracelet, crown and pushers for an elegant pop of color.


3. Best Entry Level Luxury All-Around Watch For Men: Rolex Submariner

When it comes to the best all-around entry level luxury watch for men, you can’t go wrong with a Rolex Submariner. As one of Rolex’s best-selling series, the Submariner combines style, durability and unsurpassed reliability. This Submariner is truly waterproof thanks to its Oyster Case and Triplock winding crown. The dial features a date window at 3 o’clock as well as distinctive triangular, circular and rectangular hour markers. With luminescent hour markers, hands and a 12 o’clock indicator on the bezel, the Submariner is always easy to read. For additional functionality, the unidirectional bezel has 60-minute graduations and knurled edges for good grip.


4. Best Entry Level Luxury All-Around Watch For Women: Rolex Datejust

The best all-around entry level luxury watch for women has to be the Rolex Datejust. The Datejust has been celebrated since its debut in 1945 for its superior design, study case, water resistance and exceptionally precise movement. While the Datejust comes in a wide array of styles, this watch features yellow gold Roman numeral hour markers and hands upon an ivory and pyramid patterned dial. Above the date window at 3 o’clock sits Rolex’s signature cyclops lens which magnifies the date for easy reading. This stainless steel watch with gold accents will perfectly compliment any outfit.


5. Best Entry Level Luxury Watch For Travelers: Breitling Transocean Chronograph Unitime

If you are a frequent traveler, you need a watch that can keep up with all of your journeys. Breitling’s Transocean Chronograph Unitime will soon become your favorite traveling companion. The dial boasts a 24-hour ring and world time ring, allowing the wearer to read the time in the 24 main time zones at a glance. With a rotation of the crown, the time zones can be easily adjusted. The dial also features a date window between 4 and 5 o’clock and three subdials for the chronograph. Thanks to the Unitime’s generous 46mm case, all this information comfortably fits on the dial.


6. Best Entry Level Luxury Vintage Watch: Patek Philippe Calatrava

For the vintage watch lover, there is no watch more perfect than this Patek Philippe Calatrava. Hailing from the 1950’s, this vintage Calatrava is an exquisite dress watch whose style has endured to this day. The minimalist dial contains long yellow gold stick hour markers, a clean small seconds indicator and golden Dauphine hands. The Calatrava’s case is exceptionally thin and Patek Philippe’s signature Calatrava cross adorns on the crown. Wearers will enjoy the seemingly effortless elegance of this vintage Calatrava.


7. Best Entry Level Luxury Sports Watch: Tag Heuer Carrera

Our pick for the best sports watch is Tag Heuer’s Carrera. Named after the dangerous Carrera Panamericana race, Tag Heuer’s Carrera was the first chronograph specifically designed for race car drivers. There are plenty of Carrera variations for fans of the series to select from, ranging in dial colors, metals, straps and bezel embellishments. This Carrera features three subdials and a date window which are evenly balanced on the dial. For additional functionality, the bezel provides a Tachymeter scale for quick calculations. With its transparent case back, wearers can easily admire the Carrera’s movement.


8. Best Entry Level Luxury Diving Watch: Omega Diver 300M

When you need a watch that is just as dependable underwater as it is on land, look no further than Omega’s Diver watch. The Diver is a chronometer made with Omega’s Co-Axial escapement which provides increased precision, durability and stability. This watch features a chronograph with subdials at 3, 6, and 9 o’clock as well as a unidirectional bezel with 60-minute graduations. For deep dives, you can feel confident wearing your Diver watch thanks to its secure screw-in crown and helium-escape value to ensure that the watch endures great pressure.


Where To Buy Affordable Entry Level Luxury Watches

When beginning your luxury watch collection, you may have asked yourself if you should shop brand new or pre-owned. Shopping pre-owned luxury watches is a popular and financially savvy option, allowing you to buy your perfect watch at a fraction of the price. At myGemma, we sell genuine pre-owned luxury watches from your favorite brands including Rolex, Omega, Patek Philippe and much more at up to 80% off retail. We offer affordable monthly payment options with our partner Affirm, free US shipping, 14-day return policy and every piece has been authenticated by our team of experts. Buying your next luxury watch has never been easier or more affordable.

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