Captain's Special

Check out our most popular package! If you are looking to gain the skills and experience necessary to skipper a sailboat on San Francisco Bay, this is the perfect money saving package for you! Included in this package is a Club Membership, which will give you access to sail our fleet and great discounts on courses. This special includes the first three levels of the American Sailing Association certification scheme.

After successfully completing these courses, you will feel confident and comfortable chartering boats up to 44 feet for day sails and overnights with friends and family!

Captain's Special - Cruising Boat

Modern Sailing Club Membership Initiation Fee*
ASA 101, Basic Keelboat Sailing (Cruising Boat)
ASA 103, Basic Coastal Cruising (Cruising Boat)
ASA 104, Bareboat Cruising
ASA 118, Docking Endorsement
Site Orientation Sail
$4085 - Save $445!

Captain's Special - Sportboat

Modern Sailing Club Membership Initiation Fee*
ASA 101, Basic Keelboat Sailing (Sportboat)
ASA 103, Basic Coastal Cruising (Sportboat)
Upgrade to Silver Fleet Clinic
ASA 104, Bareboat Cruising
ASA 118, Docking Endorsement
Site Orientation Sail
$5235 - Save $565!

To purchase, please contact us or purchase online by following one of the links below. (Enroll in courses after purchasing your package.)

Not sure whether to start with Cruising Boat or Sportboat courses? Our article Beginning on Sportboats or Cruising Boats - Information to Help You Choose will help you decide.

*Monthly dues are $65 individual / $80 partners and begin the 1st of the month following initiation.

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John Boynton

The class was terrific. I know you must get many compliments about your sailing instructors...But I must tell you that Robert is outstanding. Having taught SCUBA, I really appreciate the way he is so sensitive to all on board, dealing with each so well, knowing quickly their strengths and weaknesses making each feel special and cared for.
Emma & George Stubbs, Sausalito

We just took our ASA 106 at a school in Rhode Island as we prepare for 6 months of cruising in the Caribbean. The class was great, but more than anything it made us really appreciate the quality of teaching and rigor at Modern Sailing. Even though we were the newest to sailing, the group seemed to think that we had the best fundamentals. We felt very well prepared and we see why Modern Sailing has the reputation it does.
Salesforce (Ashley H.)

Our team at Salesforce did the Corporate Regatta Team Buidling activity (August 2026). What a blast!! HIghly recommend for your next team activity. It's fun to be out on the water, but the skippers also did a great job of teaching us all the sailing basics. The race is set up well so that we all had a chance to try out different roles. We did it with 11 people across two boats but having more boats is also doable and would lead to even more competition.
John Clark

Every aspect of Modern Sailing - training, syllabus, course materials, quality of the boats, quality of the instructors, and the very friendly and helpful staff - exceeded my expectations. Modern Sailing has a first class sailing program in an environment with challenging winds and currents. I look forward to coming back to charter a boat and certainly plan to continue my sailing training.
Mike, Santa Rosa, California

All of the courses and my instructors (JT and Stan) were extremely professional and full of knowledge and experience. I found I was able to learn from their experiences beyond the scope of the courses, and look forward to future opportunities to do so. I would highly recommend Modern Sailing to anyone.

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