When it comes to vintage watches, few brands have as much depth as Rolex. Over more than a century, the company has produced an enormous range of models, references, and variations that have become firmly established among collectors. From tool watches built for specific purposes to understated everyday models, there’s plenty to explore beyond the obvious choices. In this episode of Fratello Talks, Nacho, Jorg, and Max discuss their favorite vintage Rolex models. Each has selected two watches that stand out due to their design, history, collectibility, and simply how much they enjoy them. The vintage Rolex catalog has plenty of familiar names, but it’s interesting to see what references the guys gravitate toward. If you want to find out which watches made the cut, tune in! But first, a quick wrist check.

Omega Constellation ref. 168.029 on wrist, arms crossed

Wrist check

Max is wearing his Omega Constellation ref. 168.029, a classic watch from the late 1960s and early 1970s. Its distinctive integrated bracelet and faceted case reflect the design language of the period, while the Constellation’s chronometer heritage gives it a strong technical foundation.

VPC Type 37HW Dove Grey pocket shot

Jorg has chosen his VPC Type 37 HW Dove Grey, a manually wound watch with a restrained design and a contemporary interpretation of classic watchmaking. The soft gray dial gives it a particularly understated appearance. It’s also a perfect match for Jorg’s rather monochromatic ensemble.

Omega Seamaster Professional 300M 2254.50.00 wrist shot

Nacho is wearing his Omega Seamaster Professional 300M ref. 2254.50.00, one of the enthusiast favorites from Omega’s late-1990s and early-2000s dive-watch lineup. Its black dial, sword hands, and aluminum bezel give it a distinctive tool-watch character. Could this be a hint at one of his favorite vintage Rolex models? You’ll have to tune in to find out.

vintage Rolex Submariner 5508 dial macro shot

Fratello Talks: Our Favorite Vintage Rolex Models

Vintage Rolex offers almost endless possibilities for collectors. There are the obvious icons, but there are also countless references that become more interesting the deeper you dig into the brand’s history. In this episode, Nacho, Jorg, and Max each select two of their favorite vintage Rolex models and explain what makes those watches special to them. We’ve kept their choices under wraps, so if you want to know which four watches made the final cut, check out the episode.

Now we’d like to hear from you, Fratelli: what are your favorite vintage Rolex models?

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