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5,001 - 15,000
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Recent episodes
Episode 2 Why you still don’t feel confident sailing NEW SERIES: From Passenger to Confident Skipper!
Apr 27, 2026
24m 43s
#81 Am I ready for the Intermediate Bareboat Sailing course?
Jan 5, 2026
Unknown duration
#79 Last Minute Christmas Gift Ideas!
Dec 23, 2025
Unknown duration
#63 Your 2024 Seamanship Toolbox Kick Off Party!
Jan 8, 2024
Unknown duration
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 4/27/26 | ![]() Episode 2 Why you still don’t feel confident sailing NEW SERIES: From Passenger to Confident Skipper!✨ | building sailing confidencepracticing skills+3 | — | sailnelson.com | — | sailing confidencedecision-making+3 | — | 24m 43s | |
| 1/5/26 | ![]() #81 Am I ready for the Intermediate Bareboat Sailing course? | 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 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.TakeawaysThe 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 | — | ||||||
| 12/23/25 | ![]() #79 Last Minute Christmas Gift Ideas! | 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 | — | ||||||
| 1/8/24 | ![]() #63 Your 2024 Seamanship Toolbox Kick Off Party! | This week I am trying out a few new things including a video podcast. Yikes. Today I am giving you some tools, skills and books to check out to kick off 2024 on the right foot. Here are a couple book recommendations, an essential knot recommendation, sail trim thoughts and docking maneuver to master. Enjoy! | — | ||||||
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Chart Positions
11 placements across 11 markets.
Chart Positions
11 placements across 11 markets.
