83 episodes

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

Your Pocket Sailing Instructor Podcast Penny Caldwell

    • Education
    • 4.9 • 33 Ratings

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

    #72 Spring!! Maintenance & Shake Down Sail...

    #72 Spring!! Maintenance & Shake Down Sail...

    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.

    • 28 min
    #71 How to build experience between courses!

    #71 How to build experience between courses!

    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!

    • 31 min
    #70 Tender 2.0

    #70 Tender 2.0

    Finishing up our tender discussions and talking a bit more about how I am selecting my tender.

    • 24 min
    #69 New Tender Time!

    #69 New Tender Time!

    This week I'm diving into a Spindrift project and researching new tenders. My last one met an unfortunate, and unexpected, end. Enjoy!

    • 18 min
    #68 Chartering in Croatia: Interview with Graham Toews

    #68 Chartering in Croatia: Interview with Graham Toews

    This week I have an interview with my friend and instructor Graham! Graham came to Croatia with me in 2022 and loved it so much that he returned in 2023. He's here to share some of his chartering tips and tricks! Enjoy!

    • 36 min
    Top 10 Experiences for your Sailor!

    Top 10 Experiences for your Sailor!

    Are you looking for something unique to gift the sailor in your life? I've pulled together a list of some unique experiences to think about!


    1. Sunset Sailing Cruise: Gift a serene evening sailing experience, allowing the sailor to enjoy the beauty of a sunset over the water.2. Private Sailing Lesson: Arrange for a personalized sailing lesson with a professional instructor to help improve skills and confidence on the water.3. Weekend Sailing Getaway: Provide a weekend getaway aboard a chartered sailboat, offering the sailor a chance to explore new waters and destinations.4. Racing Regatta Participation: Enroll the sailor in a local sailing regatta or race, providing an exhilarating and competitive experience on the water.5. Sailing Expedition Adventure: Gift an adventurous sailing expedition, perhaps to explore remote islands, coastal regions, or offshore destinations.6. Navigation and Seamanship Course: Enroll the sailor in a comprehensive course focused on navigation, seamanship, and maritime skills to enhance their knowledge.7. Sailing Vacation Package: Surprise the sailor with a pre-arranged sailing vacation package to a sought-after sailing destination, complete with accommodations and boat rental.8. Historical Tall Ship Cruise: Offer an unforgettable experience aboard a historic tall ship, allowing the sailor to appreciate the romance and tradition of sailing.9. Marine Wildlife Watching Tour: Arrange a marine wildlife watching tour, providing the opportunity to observe and learn about local sea life while sailing.10. Sailing Equipment Upgrade: Gift a voucher for a professional boat upgrade, such as new sails, navigation equipment, or safety gear, enhancing the sailor's sailing experience.

    • 23 min

Customer Reviews

4.9 out of 5
33 Ratings

33 Ratings

!&$!& ,

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 recommendations with me on the next lesson! Thanks and keep up the podcasts…we are listening.

Shmmd ,

Great podcast

Love it. Please keep up the good work.

phinehas j ,

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 by John Rousmaniere. I was instantly hooked on sailing and now I’m in the process of saving to build a curragh.

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