Adventure Vacations, Advanced Sailing & Charters

Our philosophy is to train and sail locally, gain experience, and then take to the seas and sail in exotic locations. This approach empowers sailors to make the most of the more ambitious voyages, training and experience.

Adventure Vacations

Lagoon 421 sailing

Vacation Sailing + Training

Take training to the next level and meanwhile enjoy the fun, sun and exploration of exotic locations in the Northwest and across the world.

These adventure and training vacations have it all! Bareboat, RYA and ICC certifications are available - or, just sail and enjoy a personalized adventure.

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Advanced & Offshore

advanced and offshore sailing

Ready for Advanced Sailing?

An advanced sailing program that includes "Blue Water" sailing between exotic ports. Certifications are available.

More importantly the quality of the training you'll receive is second to none.

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Guadeloupe Sailing Vacation

Bareboat Certified?

Island Sailing has relationships with Charter Boat owners, companies and brokers around the Northwest and the world. Many are prior students and members now fulfilling their own boat ownership and charter dreams!

Students and members often receive reciprocal discounts.


Simply, we tailor these voyages and charters to each sailor's goals and needs. If you're not sure or have questions, certainly contact us....


Need Help? Contact Island SailingAlternatively, contact Chris Black directly at with questions or for more information.

And then I realized adventure was the best way to learn