Sailing was a type of activity in which a sailboat or sailing ship was propelled along the water by fabric foils called sails.

At some point prior to 2370, Geordi La Forge and Data once went sailing on Devala Lake. La Forge found the time spent sailing pleasurable, but for Data, it was a learning experience. The sailing trip was the time when Data first learned that he could not swim because he wasn't sufficiently buoyant. (TNG: "Descent, Part II")

In 2371, the senior staff of the USS Enterprise-D gathered in the ship's holodeck for a recreation of an old Earth sailing ship, in celebration of Lieutenant Worf's promotion to lieutenant commander. (Star Trek Generations)

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