Your Pocket Sailing Instructor Podcast

Your Pocket Sailing Instructor Podcast

Penny Caldwell

Episodes 103
Avg. Duration 26m
Activity Highly Active
Apple Rating 4.9 (37)
Since Nov 2021
Latest Episode Jun 2026

Publishing Details

Schedule
Every 2 Weeks
Format
Episodic
Consistency
64%
Hosting
anchor.fm

Contact & Outreach

About This Podcast

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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Recent Episodes

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

Jun 08, 2026 38m

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. Chapters00:00 Understanding Different Types of…

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

May 19, 2026 25m

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…

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

May 11, 2026 22m

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…

S1E88 Episode 2 Why you still don’t feel confident sailing NEW SERIES: From Passenger to Confident Skipper!

Apr 27, 2026 24m

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…

S1E87 Episode 1 You've taken a course... now what? NEW SERIES: From Passenger to Confident Skipper!

Apr 20, 2026 24m

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…

#86 SailTies: Turning Every Voyage Into a Story

Apr 06, 2026 33m

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…

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

Mar 09, 2026 26m

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…

#84 Essential Tips for First-Time Boat Buyers!

Feb 16, 2026 31m

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…

#83 Mastering Winches: A Sailor's Guide!

Feb 01, 2026 19m

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…

#82 Equipment Upgrades! NOW is the time!!

Jan 19, 2026 21m

In this episode of 'Your Pocket Sailing Instructor,' Coach Penny Caldwell dives into the exciting world of boat show season, emphasizing the importance of taking advantage of sales and upgrades for…

#81 Am I ready for the Intermediate Bareboat Sailing course?

Jan 05, 2026 21m

SummaryIn this episode of Your Pocket Sailing Instructor, Penny Caldwell discusses the Intermediate Cruising Course, also known as ASA 104. She outlines the prerequisites for the course, including…

#80: Three Generations, One Boat: A Sailing Story

Dec 29, 2025 33m

This past summer I was lucky enough to take my grandparents, mom and daughter on a sailing trip! It was VERY special to be able to share this experience with 4 generations on the boat...In this…

#79 Last Minute Christmas Gift Ideas!

Dec 23, 2025 17m

Are you behind on your gifts this year? Not quite sure what to get your sailor? I've got you covered with a list of small to big gift ideas!Connect with Penny!- ⁠⁠Support Penny on Patreon! ⁠⁠-…

#78 Croatia 2025 Trip & Highlights!

Nov 27, 2025 26m

SummaryIn this episode, Coach Penny shares her recent sailing adventure in Croatia, reflecting on her experiences from a previous trip and the differences in crew dynamics, boat choice, and anchoring…

BONUS: AI hosts discuss Bareboat Cruising course in Desolation Sound

Jan 27, 2025 15m Bonus

Bonus episode created with Google Notebook LM.

#77 Creating an Itinerary! The basic steps...

Jan 27, 2025 29m

Have an exciting trip in mind? This week I'm talking about creating an itinerary plan. How do I do it? What are the steps? Where should you spend the money and where can you save?

#76 Desolation Sound Mayday! :-(

Jan 01, 2025 16m

This week I'm talking about a Mayday call we overheard while in Desolation Sound this past summer... Happy New Year and here's to 2025! Connect with Penny!- ⁠⁠⁠Support Penny on Patreon! ⁠⁠⁠- ⁠⁠⁠Learn…

#75 Last Minute Gift Ideas for your Sailor!

Dec 23, 2024 20m

I am WAY behind on my shopping this year, so thought I'd help put together some last minute ideas for you as well! Happy Holidays and looking forward to seeing you in 2025! Audio does not seem to be…

#74 My Experience with AI ... yikes!

Nov 11, 2024 15m

This week my friend Bob sent me a new tool called Google NotebookLM. I plopped my sailnelson.com website address into their system and within 5 minutes they sent out a 15 min podcast episode! It even…

#73: Winterizing... we've come full circle LOL!

Nov 04, 2024 27m

I'm back! FINALLY! Excited to be bringing a new episode to you! From a new house, new studio, and a new podcasting software! Yikes. This week I'm digging into Winterizing as we have two boats to…

Frequently Asked Questions

How many episodes does Your Pocket Sailing Instructor Podcast have?

Your Pocket Sailing Instructor Podcast has published 103 episodes since November 2021, covering topics in Education, How To.

Is Your Pocket Sailing Instructor Podcast still active?

Your Pocket Sailing Instructor Podcast is currently highly active with new episodes every 2 weeks. Average episode length is 26m.

How do I contact Your Pocket Sailing Instructor Podcast for sponsorship or guest appearances?

Sign up on Grep.FM to access contact details for Your Pocket Sailing Instructor Podcast, including email and social media links.

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