Sailing Courses

Sailing courses open a world of possibilities that includes many unexpected challenges. To sail competently, students need knowledge and experience to safely operate sailboats, and the skills and confidence to handle whatever unexpected weather or equipment issues may happen. After 35 years, thousands of students and over 12,000 club sails we've learned what makes a great sailing program! Learn more about our courses >


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 safely and confidently.

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Includes 2 extra free days of sailing. Why? The post-class confidence sails and experience is critical to learning sailing - and fun!

Learn to Sail Skipper Small Keelboat Basic SailingIncludes Skipper Small Keelboat Certification


Learn to Cruise and sail further and faster with improved sail and boat handling techniques, in heavier weather and with sailboats 25' and larger

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.

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We make no excuses for challenging students in this course - learning to sail is easy, but we want you learn to sail well.

Basic Cruising and NauticEd Skipper course and certificationIncludes Skipper level Certification


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 Cruising Course teaches a complete understanding of vessel systems, planning, and large boat handling.

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We train to higher UN International (ICC) licensing standards - so, we include clinics like Coastal Navigation in our Bareboat.

Bareboat Course and NauticEd Bareboat Charter Master certificationIncludes Bareboat Charter Certification

— New to Sailing? Introductory Programs —

US Sailing's First Sail

US Sailing first sail introductory sailing program

Interested in learning how to sail? Take the First Sail Experience to see first-hand why sailing is one of the most exhilarating activities on Earth!

Simply Go Sailing! in Portland

Awge Sailing introductory sailing in Portland

Join Capt. Stephen Frankland in Portland for 3-hour introductory sails on Mahalo. No experience required - just kick back and enjoy or get into the sailing action.

Two FREE Online Courses

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.

Navigational Rules Clinic
Basic Sail Trim


Advanced & Offshore Training

advanced and offshore sailing. bluewater sail training. sailing passages

An offshore sailing program for individuals and couples alike to receive advanced "Blue Water" training while sailing vessels between exotic ports.  Certifications are available, and more importantly the quality of the training and experience you'll receive is second to none. Explore Bluewater Sailing >

San Juan Islands Cruise & Learn

Sail in the San Juans and gain ASA and NauticEd sailing certification

A Great sailing opportunity for people looking to cruise the San Juans while learning skills and gaining certifications: relax and enjoy a captained charter, gain NauticEd certifications, and explore and discover a world-class sailing destination >



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, you're paying us to learn to sail at a certain level (not for a certain number of hours). We guarantee that in practical courses your instructor will verify your practical competency, regardless if it requires additional training time. And, if you're not satisfied with your class or instructor, then you can retake the course at no additional charge.