From top to bottom:

By land or by sea: With a leather-like silicone band and cheerful bezel, this model fits in at the office.
Skywatch, $295

This lightweight, '80s-inspired ticker has a glossy polyurethane strap and contrasting dial.
Freestyle, $55

Red all over: A dive watch in the brand's signature shade features a chronograph and rotating bezel.
Swiss Army, $895

Rubber and steel not only look great but can take a pounding (pro surfer Laird Hamilton wears one).
Chanel, $4,700

The rectangular dial, perforated band, and graphic numerals give this titanium watch its modern style.
Locman, $695

A heavy-duty stainless steel dive watch still manages to be incredibly sleek.
Tag Heuer, $1,950

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