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5 Iconic Rolex Watches That Have Stood the Test of Time

From the classic Datejust 36 to the nautical-inspired Yacht-Master 37, these five Rolex timepieces have earned their place in watchmaking history

by Khadija Husain

22 October 2026

Founded in London in 1905 by Hans Wilsdorf and Alfred Davis, Rolex moved its headquarters to Geneva, Switzerland, in 1919, establishing itself in the heart of the fine watchmaking industry. Since then, the brand has helped shape modern watchmaking through its innovations in precision, performance and design. Beyond horology, Rolex has become a cultural symbol, with its instantly recognisable crown logo associated with achievement and prestige. From heads of state to Hollywood icons, its timepieces have remained fixtures on some of the world's most recognisable wrists. Here are five models that continue to stand out.


The Datejust 36


Few watches are as quintessentially Rolex as the Datejust 36. First introduced in 1945, it was the first self-winding waterproof chronometer wristwatch to display the date in a window at 3 o'clock on the dial. Today, the collection spans Oystersteel, yellow gold, Everose gold and Rolesor, Rolex's combination of Oystersteel and gold.


The Datejust 36 offers a power reserve of approximately 70 hours, alongside its signature date display, magnified by the Cyclops lens for easy reading. Its appeal lies in its versatility: from understated dials and classic metal finishes to diamond-set bezels and hour markers, there is a version to suit almost any style. Equally at home with tailoring or everyday dressing, it remains one of the brand's most enduring designs.


The Oyster Perpetual



The Oyster Perpetual brings together two milestones in Rolex history. The brand introduced its Oyster case in 1926, helping advance waterproof wristwatch design, before unveiling its self-winding Perpetual rotor mechanism in 1931. Together, these innovations established the foundations of the Oyster Perpetual collection.


Typically crafted in Oystersteel, the watch is known for its clean dial, robust construction and understated design. Its three-piece-link Oyster bracelet makes it an easy choice for everyday wear, whether styled alone or alongside other jewellery. Available in a range of dial colours, the Oyster Perpetual balances simplicity with character, offering a more pared-back expression of Rolex design. Its appeal lies in precisely that restraint: a watch that makes a statement without relying on elaborate detailing.


The Lady-Datejust



Introduced in 1957, the Lady-Datejust brought Rolex's signature date display and automatic movement to a smaller wristwatch format. Over the decades, it has evolved through a wide range of dial colours, bezel finishes, precious metals and bracelet styles, offering everything from understated elegance to diamond-set designs.


Its proportions make it a natural choice for those who prefer a more delicate timepiece, while its distinctive date window retains the collection's recognisable identity. The Lady-Datejust also has a place in royal and celebrity watch wardrobes. Queen Elizabeth II was a longstanding wearer of Rolex watches, while contemporary style figures such as Rihanna and Jennifer Aniston have helped keep luxury watches firmly within the fashion conversation. For those looking for a classic timepiece with a distinctly feminine profile, the Lady-Datejust remains a lasting option.


The Day-Date 36


Known as the President, the Day-Date has been associated with power and prestige since its introduction in 1956. It was the first wristwatch to display the day of the week in full alongside the date, setting it apart within Rolex's collection. Its distinctive design and association with prominent political figures helped establish its place in popular culture.


The Day-Date 36 is crafted exclusively in precious metals and comes in a variety of dial colours, finishes and gem-set configurations. For those drawn to a more elaborate aesthetic, selected versions feature diamond-set bezels, dials and bracelets. Yet the watch's appeal extends beyond its precious materials: the day and date displays, fluted bezel options and President bracelet give it an identity that is immediately recognisable. Worn by figures including former US presidents, the Day-Date remains one of Rolex's defining dress watches.


The Yacht-Master 37


Launched in 1992, the Yacht-Master was designed for yachting enthusiasts, combining nautical functionality with a more refined aesthetic than a traditional tool watch. The 37 mm version brings that design into a compact format, with proportions that suit a range of wrists.


Its bidirectional rotating bezel, marked with raised 60-minute graduations, is one of the collection's defining features. The watch is available in different materials and configurations, including versions fitted with an Oyster bracelet or Rolex's Oysterflex bracelet, which combines the appearance of a strap with the robustness of a metal blade inside. Even away from the water, the Yacht-Master's combination of a functional bezel, considered proportions and sporty styling gives it a place in a contemporary watch collection. It is a practical choice for those who prefer a timepiece that moves easily between casual dressing and more polished looks.

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