The Omega Speedmaster I assume everybody knows, third watch on the top row, that was the "first" watch worn on the moon (quotation marks because it's technically tied with a Bulova prototype that later became the Lunar Pilot).
The Laco Leipzig, to the right of the Speedy is a fleiger pilot's watch, it's what German Luftwaffe were given during World War II. This one is specifically a type-B dial, with the hour markers on an inner ring and the minutes printed around the outside, worn by the observer in the plane that was coordinating the runs. Laco was also one of the original five(?) manufacturers who were contracted to make them during the way. Others were like A Lange & Sohne, IWC, Wempe, Stowa...I think that's it.
The Stowa Marine, bottom left, is modeled after a naval deck watch, which like a big pocket watch that would stay in a wooden box in the captain's chambers, they had to be particularly accurate because they used them to calculate their position using longitude and latitude.
The black field watch next to that is a Benrus, and that's the model that was issued to US soldiers during the Vietnam war. Not much else than that, but I figured if I got a field watch it should be a significant historical model.
The Sturmanskie, the yellow-dial one beside that, was the first watch to be worn in space. Yuri Gagarin, a Russian astronaut, wore it on his first un-landed shuttle into orbit. It was the watch the Russians gave to pilots as they graduated flight school. Fun little piece of trivia, it was un-landed craft (meaning they had to jump out) and they had to parachute down with shotguns on their backs because they could land somewhere with bears. Russians are built different.
Some more significant than others, and none of them are (or will be) vintage ones that were actually used that way, but it's a fun little daydream when you check your watch as your day is passing slowly to think about how they were used as legitimate tools in the past.