Sailing School
Learn to Sail With SailTime!

SailTime University
SailTime Annapolis sailing school invites you to discover and enjoy the finest learning experience in Chesapeake Bay sailing. We are a certified American Sailing Association (ASA) affiliate saling school offering unparalleled excellence in sail training of all abilities and skill levels.
Our goal is to give you the confidence and competence to safely skipper your own sailing vessel, whether it’s a SailTime yacht in our fleet or any keelboat. Sailing lessons are geared for all experience levels, from first-time sailors to seasoned salts, our sailing school can help you take your sailing abilities to the next level and beyond!
Experiential Education
We offer small class sizes (typically two to four students) to maximize helm time and accelerate your skills development. We believe that experiential education is the best way to learn, so nearly all our sailing school course time is spent on the sailboat.
All of our instructor-captains are USCG-licensed and ASA-certified. Learn more about each class by clicking the sailing school links below. Contact us for more info or book your sailing class time directly here.
ASA 101 Course
Students learn to sail on a Beneteau First 22, a small keelboat, in moderate winds and sea conditions in familiar waters without supervision.