A pulley system would help you raise a sail on a sailboat. By using a pulley, you can reduce the amount of force required to lift the sail. This simple machine makes the task easier by allowing you to use leverage and redirect your applied force.
Sailboat racing
Child support.
It's a regular sailboat with everything a regular boat would have
depends on what kind of help
sailboat
43 ft Mason.
displacement sailboat
Canoe, sailboat, rowboat, barge, anything powered by evinrude.
Row boat; paddle boat; sailboat
The pilot of a hang glider hangs from a trapeze. Racing hang gliders doesn't come up often as a competitive event, though.
Sail Clothe. It is a special kind of canvas made for sails.