Your Pocket Sailing Instructor

Your Pocket Sailing Instructor

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
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10/12/26

Episode 7 The Skipper Mindset Shift NEW SERIES: From Passenger to Confident Skipper!

There comes a point in almost every sailor's journey when you realize something interesting: you probably already know more than you think you do! You can steer the boat. You understand the sails. You can dock, anchor, navigate and keep watch. You've… Read more

09/29/26

Episode 6 When Things Go Sideways: Staying Calm Under Pressure NEW SERIES: From Passenger to Confident Skipper!

Every sailor eventually has one of those moments. The docking approach isn't working. The wind suddenly picks up. The engine won't start when you need it. A crew member becomes sick. Something breaks. Or perhaps several small things start happening a… Read more

06/08/26

Episode 5 Anchoring: Stop dragging for good NEW SERIES: From Passenger to Confident Skipper!

This episode we talk about anchoring! What, how, when, where... all the ins and outs of making sure the boat stays put, so you can have a great sleep. Chapters 00:00 Understanding Different Types of Anchors 14:12 Choosing the Right Anchor for Your… Read more

05/19/26

Episode 4 Docking Without the Drama (Even in Tight Marinas) NEW SERIES: From Passenger to Confident Skipper!

Episode 4 of my new series From Passenger to Confident Skipper is all about docking! What equipment you need, how to practice and prepare for all scenarios, what to do with your crew, and more. Learn some expert tips on how to master docking your boa… Read more

05/11/26

Episode 3 The key decisions every skipper must get right NEW SERIES: From Passenger to Confident Skipper!

One of the biggest shifts in sailing happens when you move from simply operating the boat to making the decisions that keep everyone safe and confident on the water. In this episode of Your Pocket Sailing Instructor, I break down the five key decisio… Read more

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