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Classes Fully Booked for the Season!

SkyWind Sailing is currently fully booked and not accepting new students at this time. Thank you to everyone who has reached out, taken a class, and helped make this season so much fun.

If you have general sailing questions, please feel free to reach out. I’m always happy to help when I can.

If you’re hoping to get out on the water, crewing on local sailboats can be a great next step, and often no experience is required. You can find local boats looking for crew here:

https://sailpdx.org/resources/crew-lists/local-crew-lists/

Also from Captain Skylar,
"I recently launched HitchPiggy, a community rideshare app for people already driving between Portland, Seattle, campuses, events, and coastal towns."
Share the ride. Split the cost.

Choose Your Adventure!

Whether you’re curious about sailing, ready to learn the basics in a day, or looking to sharpen your skills, we’ve got you covered. From Intro to Sailing rides, to our fast-track Quick and Salty 101 class, to practice sails for building confidence, there’s an option for every sailor at heart.

Send us a message!

How did you hear about us?
What are you interested in?

© 2026 SkyWind Sailing, LLC

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