“I was impressed with Penny’s abilities, knowledge and skills as a sailing instructor. I would strongly recommend her to other students and as a former flight instructor myself, I am well positioned to appreciate an instructor’s abilities when I see them!”
Welcome!
Explore beautiful Nelson BC from the water! Sail Nelson is our local recreational boating school offering you professional, fun, sailing courses that lead to Sail Canada certifications.
NEW for Fall 2027 –> We are headed to Greece for a sailing charter! If you’d like to join us, be sure to reach out and find more information at 2027 Sailing in Greece!
If you are not interested in courses, but still want to go for a sail, check out our Sailing Samplers! Fully skippered sail charters, just for you!
You can also tune in to our podcast, Your Pocket Sailing Instructor, where Penny provides weekly, free, sailing content for you to enjoy! Be sure to sign up for our weekly freebies, so you don’t miss an episode!

Courses & Resources
- All
- Charter Sails
- Intermediate Cruising
- Crew Training
- Skipper Training
- Gifts
- Women & Wind
- Coastal Navigation
- Marine Radio
Testimonials
“The Sail Nelson Basic Cruising Course was just what I needed! It gave me the terminology, theory and, above all, the practical experience I required to be confident in sailing my own 22 ft Catalina sailboat. Penny Caldwell is an excellent instructor!”
“Sailing with Penny Caldwell of Sail Nelson was an absolutely thrill! Not only did I feel very at ease on the water, I was amazed at how much I was able to learn and absorb during the lesson and all while having so much fun! I will be sure to join Penny on the water again.”
Recent Podcast Episodes
EP 58: When things go wrong! My 5-step organized approach
Why do we need an approach? Life is full of ups and downs. Curve balls coming our way constantly. However, you can’t let them shut…
Continue reading → EP 58: When things go wrong! My 5-step organized approach
EP 56: Chartering Step 2 – Type of sailing charter & collecting quotes
What’s your type? We are continuing our journey about charter destinations and having a look at how to set up your own sailing charter. Very…
Continue reading → EP 56: Chartering Step 2 – Type of sailing charter & collecting quotes
EP 55: Chartering Step 1 – Choosing a destination
Choosing my sailing destination?! This week I’m talking about choosing a sailing destination and the steps that I go through when I’m choosing a destination…
Continue reading → EP 55: Chartering Step 1 – Choosing a destination
EP 54: Recycling your Boat… when it’s time to say goodbye
Episode #054: Your Pocket Sailing Instructor Podcast Recycling your Boat: What to do when it’s time to say goodbye It is the time of year…
Continue reading → EP 54: Recycling your Boat… when it’s time to say goodbye
EP 51: Spring Maintenance!
Episode #051: Your Pocket Sailing Instructor Podcast Spring Maintenance! Here I am sanding away on Spindrift’s bottom! Graham and I did SO MUCH sanding, faring,…
EP 50: Renaming Ceremonies!
Episode #050: Your Pocket Sailing Instructor Podcast A Renaming Ceremony! It is kinda appropriate at that my 50th podcast episode is about performing a renaming…
Our Safe Boating Partners
