
Advertise on podcast: Your Pocket Sailing Instructor Podcast
Rating
4.9from
This podcast has
95 episodes
Language
EnglishPublisher
Penny CaldwellExplicit
No
Date created
2021/11/22
Latest episode
2026/02/01
Average duration
24 min.
Release period
47 days
Description
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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Podcast episodes
Check latest episodes from Your Pocket Sailing Instructor Podcast podcast
#83 Mastering Winches: A Sailor's Guide!
2026/02/01
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 different types of winches, including self-tailing and non-self-tailing options, and offers insights on how to choose the right winch for your boat.
Penny shares her personal experiences and tips for operating winches effectively, making this episode a valuable resource for both novice and experienced sailors. takeaways
Winches are crucial for controlling sails on a boat.The evolution of winches has significantly improved sailing efficiency.Self-tailing winches allow for easier sail management.Understanding winch types is essential for boat maintenance.Choosing the right winch size is important for performance.Historical context enriches our understanding of sailing equipment.Electric winches provide convenience on larger boats.Durability and material quality are key factors in winch selection.Proper operation of winches enhances sailing safety.Upgrading winches can improve overall sailing experience.Connect with Penny!
- Support Penny on Patreon!
- Learn more about Penny's sailing school!
- Get in touch!
- Take a course!
- Penny's sailor resume
- Instagram
#82 Equipment Upgrades! NOW is the time!!
2026/01/19
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 your boat. She discusses the typical timing of boat shows in North America, which generally occur from January to March, and highlights the various items that can be upgraded or purchased at discounted prices during this period. Penny shares her personal experiences and recommendations for big-ticket items such as self-tailing winches, electronics, inflatable PFDs, and solar setups, all of which can significantly enhance the sailing experience.
Penny also touches on frequently replaced items like first aid supplies, running rigging, and spare parts, encouraging listeners to check their inventory and replace any outdated or worn-out gear. She concludes with a discussion on comfort items that can make sailing more enjoyable, such as sailing gloves and innovative products like toques with built-in headlamps. Overall, this episode serves as a comprehensive guide for sailors looking to upgrade their equipment and make the most of the boat show season.
Chapters
00:00 Introduction to Boat Show Season
02:37 Big Ticket Items to Consider
06:17 Electronics and Safety Gear Upgrades
09:30 Dinghies and Solar Power Solutions
11:48 Foul Weather Gear Essentials
14:08 Frequently Replaced Items
18:46 Comfort Items for a Better Sailing Experience
Connect with Penny!
- Support Penny on Patreon!
- Learn more about Penny's sailing school!
- Get in touch!
- Take a course!
- Penny's sailor resume
- Instagram
#81 Am I ready for the Intermediate Bareboat Sailing course?
2026/01/05
Summary
In 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 prior sailing experience and necessary certifications. The course focuses on real-life navigation skills, managing a crew, and enhancing sailing abilities beyond the basics. Penny emphasizes the importance of preparation and understanding crew dynamics to ensure a successful sailing experience. She also encourages listeners to immerse themselves in sailing culture to gain additional knowledge and skills.
Takeaways
The Intermediate Cruising Course prepares you for chartering.
Prerequisites include basic sailing and navigation courses.
Real-life navigation experience is crucial for success.
Understanding crew dynamics is essential for a smooth trip.
You should have prior sailing experience before taking the course.
The course focuses on practical skills and real-time decision making.
Effective provisioning and meal planning are part of the course.
Communication of expectations with the crew is vital.
Immersing yourself in sailing culture enhances learning.
The course is designed for those ready to take on more responsibility.
Connect with Penny!
- Support Penny on Patreon! - Learn more about Penny's sailing school!
- Get in touch!
- Take a course!
- Penny's sailor resume
- Instagram
#80 Multi-generational Sailing Trip!
2025/12/29
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 episode I talk about my preparation, things to think about, where we went, why we went there and some highlights of the trip along the way. Filled my bucket!!
Connect with Penny!
- Support Penny on Patreon! - Learn more about Penny's sailing school!
- Get in touch!
- Take a course!
- Penny's sailor resume
- Instagram
#79 Last Minute Christmas Gift Ideas!
2025/12/23
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! - Learn more about Penny's sailing school!
- Get in touch!
- Take a course!
- Penny's sailor resume
- Instagram
#78 Croatia 2025 Trip & Highlights!
2025/11/27
Summary
In 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 strategies. She discusses the benefits of sailing on a catamaran, the importance of provisioning, and the beautiful anchorages she discovered. Penny also touches on the changing weather conditions and her future sailing plans, emphasizing the joy of relaxation and camaraderie during the trip.
Takeaways
Penny returned to Croatia for a more relaxed sailing experience.
She chose a Lagoon 42 catamaran for more space and comfort.
Provisioning boxes made meal planning easier and more efficient.
Having experienced sailors on board allowed for a more enjoyable trip.
The catamaran handled well in strong winds, reaching impressive speeds.
Penny preferred anchoring in quieter locations away from crowds.
Weather changes impacted the trip, signaling the end of the sailing season.
The trip was a refreshing break from her usual coaching responsibilities.
Penny plans to explore other sailing destinations in the future.
She looks forward to sharing more adventures from her summer travels.
Connect with Penny!
- Support Penny on Patreon! - Learn more about Penny's sailing school!
- Get in touch!
- Take a course!
- Penny's sailor resume
- Instagram
BONUS: AI hosts discuss Bareboat Cruising course in Desolation Sound
2025/01/27
Bonus episode created with Google Notebook LM.
#77 Creating an Itinerary! The basic steps...
2025/01/27
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! :-(
2025/01/01
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 more about Penny's sailing school!
- Get in touch!
- Take a course!
- Penny's sailor resume
- Instagram
#75 Last Minute Gift Ideas for your Sailor!
2024/12/23
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 great this time around again. Still sorting out this new recording software they are making me use... sorry!
Connect with Penny!
- Support Penny on Patreon! - Learn more about Penny's sailing school!
- Get in touch!
- Take a course!
- Penny's sailor resume
- Instagram
#74 My Experience with AI ... yikes!
2024/11/11
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 has 2 presenters, loads of information from the website... I was a bit shocked. Have a listen and let me know what you think!
#73: Winterizing... we've come full circle LOL!
2024/11/04
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 winterize this year: one in the water, and one on the hard! I talk a bit about the differences. Here you go!
#72 Standing Rigging Checks!
2024/06/03
This week I am digging into standing rigging checks thanks to a Patron! For those of you looking to offer some support, head on over to Your Pocket Sailing Instructor Podcast - Penny Caldwell | creating awesome podcast episodes, useful checklists, & free dow | Patreonto check it out!
#72 Spring!! Maintenance & Shake Down Sail...
2024/04/29
This week I'm giving you some Spring maintenance/check ideas and chatting about a shake down sail to get yourself set up for success! Spring Maintenance Checklist available for free download at sailnelson.com/podcast! Episode #51.
#71 How to build experience between courses!
2024/04/22
This week I am answering a question that I get asked A LOT! How to get more experience in between courses. Not an easy task sometimes! Thanks for the question Ell, and please let me know what kind of sailing groups you guys have found to be useful!
Enjoy!
Podcast reviews
Read Your Pocket Sailing Instructor Podcast podcast reviews
!&$!& 2022/08/16
Sailing with your spouse
What a great topic. My spouse and I are learning to sail together. We definitely have different strengths & weaknesses and I will take your recommend...
Shmmd 2022/07/21
Great podcast
Love it. Please keep up the good work.
phinehas j 2022/04/11
Thanks Penny!!!
My grandfather passed away unexpectedly a few years ago when I was 14 and I was given books of his and among them was the Annapolis book of Seamanship...
JarrodParks1126 2022/01/27
Excellent Info
This is just what I was looking for - a podcast for new sailors (like myself) that gives good information without the lame jokes and talking like a pi...
winmeback 2022/01/06
Good start to the podcast.
Host has a tonne of knowledge and passion about sailing. She does a great job speaking at a level for beginners to sailing like myself.
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