Ten mistakes you’ll only make once
Published on August 29th, 2026
In this video, Practical Sailor editor Tim Labute has identified ten sailing mistakes and how to avoid them:
Learning how to sail means learning that some sailing mistakes only need to happen once. In this episode, we look at the most common sailboat mistakes experienced sailors say they would never repeat, including reefing too late, sailing to a schedule, poor navigation and passage planning, anchoring mistakes, accidental gybes, unsafe line handling, inexperienced crew at the helm, and leaving the dock before the boat is truly ready.
Whether you’re a beginner learning how to sail, shopping for your first sailboat, preparing for coastal cruising, or already have years of sailing experience, these real-world sailing lessons can help you become a safer and more capable sailor. We cover sailboat safety, sailing tips for beginners, how to reef a sailboat, anchoring, marine navigation, downwind sailing, crew safety, passage planning, and the mistakes that can turn an ordinary day on the water into a very expensive lesson.



