If there is only one luxury watch brand that almost everyone knows, it’s Rolex. From Mad Men’s Don Draper’s Rolex Explorer to former President Barack Obama’s Rolex Cellini, Rolex can be found anywhere and everywhere. But, the availability of the brand doesn’t take away from the luxury of owning one. Learn more about collecting watches...

In general, the watches to buy are the ones overlooked by the mainstream and forsaken by hype. While countless collectors fret over the same six or seven overexposed models from roughly four brands, great opportunities exist just off the beaten path. Patek Philippe is known for its Nautilus and Aquanaut sports watches—especially when rendered in...