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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04/20/26

SERIES: From Passenger to Confident Skipper - Episode 1 You've taken a course... now what?

I am staring an 8-episode series called "From Passenger to Confident Skipper". Each episode will focus on a different aspect of your voyage to becoming the most competent skipper you can be! This episode guides new sailors through the essential ste… Read more

04/06/26

#86 SailTies: Turning Every Voyage Into a Story

I am SO excited to introduce you all to Sailties! This is an awesome app for sailors where we can log our trips, exchange information, create a sailor resume, look for adventures to join, and so much more! Today I'm interviewing the co-founders Ch… Read more

03/09/26

#85 From Impulse to Informed: Graham's Boat Buying Journey

In this conversation, Graham shares his journey into sailing and boat ownership, detailing his experiences with purchasing his first boat, Ringo, and the lessons learned along the way. He discusses the importance of research in selecting the right bo… Read more

02/16/26

#84 Essential Tips for First-Time Boat Buyers!

In this episode of Your Pocket Sailing Instructor, Coach Penny discusses essential considerations for buying a boat. She emphasizes the importance of understanding your boating environment, choosing the right size and type of boat, and the significan… Read more

02/01/26

#83 Mastering Winches: A Sailor's Guide!

In this episode of Your Pocket Sailing Instructor, Penny discusses the essential sailing equipment known as winches. She provides a historical overview of winches, explaining their evolution and significance in sailing. The conversation covers differ… Read more

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