Sailing Experience Is this a boat ride or a lesson? Kind of both. First, you'll meet up with one of our qualified skippers and get a brief safety and informative session about the day. Then you will assist in rigging one of our club keelboats and set sail for a couple of hours. Everyone gets to participate by helping sail the boat, trimming the sails, docking, and putting everything away. Personal floatation devices are required to be worn at all times on the water and will be provided. Be sure to wear weather appropriate clothing. Let's SAIL!