by Penny Caldwell
Hey sailor! My name is Penny and I have been a sailing coach with Sail Canada for over 25 years! I have helped thousands of sailors find their passion and love of all things sailing. I'm here to help you live your best sailing life. I provide gear reviews, sailing tips, habits to perfect and much more! So, sit back and enjoy some informative, entertaining, unique sailing content! See you on the water ;-) Don't miss an episode! https://wavve.link/_QdonK50x/episodes
Language
🇺🇲
Publishing Since
11/22/2021
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May 19, 2026
Host Penny, Your Pocket Sailing Instructor, guides listeners through mastering boat docking in tight marinas, covering essential equipment and crew communication for confident seamanship.
May 11, 2026
Host Penny explains the five critical decisions every skipper must master for safe and confident sailing.
April 27, 2026
<p>In Episode 2 of our series From Passenger to Confident Skipper, we dig into a frustrating but incredibly common feeling: you’ve spent time on the water, maybe even taken courses, yet that sense of true confidence still hasn’t clicked. Why? This episode breaks down the hidden gaps between knowledge and real-world decision-making, and why simply “getting more experience” isn’t always enough.</p><p>We explore the subtle factors that hold sailors back—like over-reliance on others, lack of deliberate practice, and not fully understanding the “why” behind key skills. You’ll hear relatable scenarios that many developing sailors face, from second-guessing decisions at the helm to feeling uneasy in changing conditions. If you’ve ever wondered why confidence seems to come easily to others but not to you, this episode will help reframe that thinking.</p><p>Most importantly, we talk about how to move forward. You’ll learn practical ways to take ownership on the boat, build trust in your decisions, and turn passive experience into active learning. Confidence isn’t something you wait for—it’s something you build, intentionally, one skill and one decision at a time.</p><p> key topics</p><p><br /></p><ul><li>Building sailing confidence</li><li>Practicing skills in controlled environments</li><li>Handling crew overboard and emergency situations</li></ul><p><a href="https://sailnelson.com/podcast-series-from-passenger-to-confident-skipper/" rel="ugc noopener noreferrer" target="_blank">Head over to sailnelson.com to download your free Episode 1 download!</a> A cheat sheet of all the different things you can practice, and when, after your first course. Connect with Penny:</p><p>- <a href="patreon.com/yourpocketsailinginstructor" rel="ugc noopener noreferrer" target="_blank">Support Penny on Patreon! </a></p><p>- <a href="https://sailnelson.com/" rel="ugc noopener noreferrer" target="_blank">Learn more about Penny's sailing school!</a></p><p>- <a href="https://sailnelson.com/contact/" rel="ugc noopener noreferrer" target="_blank">Get in touch!</a></p><p>- <a href="https://sailnelson.com/sail-training-learn-to-sail/" rel="ugc noopener noreferrer" target="_blank">Take a course! </a></p><p>- <a href="https://sailnelson.com/about/sailing-resume/" rel="ugc noopener noreferrer" target="_blank">Penny's sailor resume</a></p><p>-<a href="https://www.instagram.com/sailnelsonbc/" rel="ugc noopener noreferrer" target="_blank"> Instagram</a></p><p></p>
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Hey sailor! My name is Penny and I have been a sailing coach with Sail Canada for over 25 years! I have helped thousands of sailors find their passion and love of all things sailing. I'm here to help you live your best sailing life. I provide gear reviews, sailing tips, habits to perfect and much more!
So, sit back and enjoy some informative, entertaining, unique sailing content! See you on the water ;-) Don't miss an episode! https://wavve.link/_QdonK50x/episodes
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