Island Sailing's program progresses from learning to sail to cruising, bareboat and advanced training. Each class introduces new theory and skills, larger boats, and sailing in more challenging conditions.

Learn to Sail with the fundamental knowledge and on-the-water training needed to competently crew and Skipper Keelboats up to 24'

Learning the basics of sailing is easy, and once sailing you'll wonder why you waited so long to learn!

This fun 2-day Basic Sailing Course teaches you how to sail a keelboat safely and confidently.

Get Details »

learn to cruise sailing with this basic coastal cruising course

Sail further and faster with the 2-day Basic Cruising Course.

Learn improved sail and boat handling techniques, including heavier weather sailing and sailing on sailboats 25' and larger. Gain your Skipper Certification.

Get Details »

Learn Bareboat
Bareboat Course

bareboat chartering class. Learn to bareboat charter, coastal navigation and sail around the world.

Sail big boats and charter in exotic locations.

The 3-day charter Bareboat Course teaches a complete understanding of vessel systems, planning, and large boat handling. We train to International ICC standards.

Get Details »

San Juan Cruise & Learn
Bareboat Course

learn sailing while cruising in the san juan islands

Explore a world-class sailing destination while sailing and training with local and veteran instructors.

Earn your Bareboat, Skipper or Crew certification.

Get Details »


Weather Seminars

Weather seminars - clouds, sailing in gusts & lulls, applied heavy weather sailing
Learn weather planning and applied sailing skills to the full range of sailing conditions, from gusts to lulls to heavy weather. Oct. 26-27, Portland.
• Gusts and Lulls: Helm & Trim Response
• Weather for Cruisers: Cruise Planning & Resources
• Heavy Weather: Strong Wind & Big Seas
Register today»

Florida 5-day RYA Dayskipper and Bareboat

Rya day skipper course on catamaran
**NEW** Learn and Explore the South Florida coast on a 5-day vacation adventure.
Earn your RYA Day Skipper or ICC certification
Get Details »

International Certificate of Competence (ICC)

The International Certificate of Competence is approved by the UN resolution 40
Earn your ICC! Assessments ongoing through 2019. The ICC is the only sailing license recognized by the United Nations.
more info»

International Sailing License & Credentials (SLC)

Approved SLC school. The international sailing license and credentials.
*New* International Licensing.
Earn your SLC, the recreational sailing license valid for yacht charter companies worldwide including Europe.
Learn more »

Private Sailing Instruction

private sailing instruction, sailing certification challenge
Work one-on-one with an instructor to focus on improving skills, experience and techniques.  Island Sailing works with many of the top instructors and experts in the country, and we offer many services beyond the classroom…
Get Details »

2 FREE sailing courses and free online sailing logbook with NauticEd

Sign-up with NauticEd > receive 2 FREE online courses, learn the basics and gain access to free online sailing resources. If new to sailing, this is an instructive and interactive introduction.

Two FREE courses. GO»


Sailing courses open a world of possibilities that includes many unexpected challenges. To sail competently, sailors need knowledge, practical training and experience to safely operate sailboats - three components of all Island Sailing programs. After 36 years, thousands of students and over 12,000 club sails we've learned what makes a great sailing program!


Like most of our students, we are parents and professionals pressed for time in today's busy world. So, we construct our classes to make best use of the time available: interactive online training and testing is often more efficient than books as well as frees class time. The extra class time is spent training on the water, giving students more meaningful practical instruction. And, we're flexible in that if weather doesn't cooperate or additional training is needed, we'll work with your schedule in continuing the training.


Since the dawn of time when humans first took to the seas to 'learn the ropes', much of this training was passed down from sailor-to-sailor. That part hasn't changed much in sailing's 7,000+ year history, and in our small-group instruction you're trained by a highly experienced sailor. Our on-the-water courses include licensed instructors, Small Group low student-to-instructor ratios, proper equipment and no "time limit" on course length (i.e., we guarantee competency, regardless of time - hey you pay us for training, not stickers...). Choosing a Sailing School >


What has changed is technology, and we make knowledge training easier by utilizing the latest/greatest online training systems available. NauticEd's advanced online training gives students the most up-to-date and advanced training available while increasing your practical on-the-water instruction time. For continued training - Navigation, Radar, Weather and Celestial - we offer Starpath Navigation materials and home study courses. Learn about NauticEd >


Island Sailing's practical courses exceed the standards of US based certification systems. Our affiliation with NauticEd offers paths to RYA, ICC and international certification, and with knowledge courses such as Navigation we work with the Starpath School of Navigation - which, surpasses any certification standard. Learn about certification >


Simply, we work to fulfill each sailor's goals and needs. If you're not sure or have questions, certainly contact us....


Need Help? Contact Island Sailing

Alternatively, contact Stephen directly at or (503) 285-7765 with questions or for more information.

When you can't change the directions of the wind, adjust your sails