10.

Ron

Wanderer

Movie: Captain Ron
Captain Ron would definitely be the coolest captain to party with.
9.

Jean-Luc Picard

USS Enterprise

Movie: Star Trek: The Next Generation series
Picard was the thoughtful counterpoint to the original series' Kirk, but don't mistake that for weakness. When it came time for action, Captain Picard was tough and decisive. Plus I don't think any captain has a cooler music video.
8.

Steve Zissou

Belafonte

Movie: The Life Aquatic with Steve Zissou
Steve Zissou: oceanographer, documentarian, and conservationist. Cousteau and his cronies have nothing on Steve and Team Zissou.


7.

Quint

Orca

Movie: Jaws
Quint was the saltiest of the salty. His tale of the USS Indianapolis is one of the greatest and scariest speeches in movie history.
6.

James Hook

Jolly Roger

Movie: Hook, Peter Pan