Can a skiff have a sail?

It is referred to historically in literature in Moby-Dick by Herman Melville and The Old Man and the Sea by Ernest Hemingway. The skiff could be powered by sails as well as oars.

Can you sail a schooner alone?

Sailing a boat alone is possible, but it requires experience, strength, and skill. Safety is always the top priority when sailing, and even if you do feel confident sailing solo, it’s important to let someone know you are going out and to ensure you can contact someone who can help in case of emergency.