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Big challenge....
Dear Art, you brought a strong cast of Omega.
Here are my 4 + 1.
Earth

My earth watch would be the 1675 gilt. It blends in well with any terrain.
Air

I always have the BP 50 fathoms with me for all my travels. If there is only 1 watch that I bring, this is it.
Water

When I first saw the Ploprof, the image of Poseidon came to mind.
Fire

If there is one watch in my collection that I will use the word "hot", Freak Out it is.
And my quintessential watch

JLC Reverso, among the icons that stood the test of time.