Youth Middle School HS
Recreational Sailing
Ages: 7 – 11 years old as of August 31, 2026
Prerequisites: Competent Swimmer
Quest Adventures is tailored for both new and returning sailors, grouped 3-5 per boat, who will navigate the bay aboard our RS Quest under the watchful guidance of a skilled instructor in a coach boat. It offers a unique opportunity to explore the bay and visit local landmarks while learning about navigation and seamanship.
Opti Afterschool
Ages: 9 – 12 years old as of August 31, 2026
Prerequisites: Competent Swimmer, Ages 9-12
This course will focus on developing fundamental skills, with an emphasis on understanding the basics of sailing rules, boat handling, and racecourse navigation. On Mondays and Wednesdays: Participants will engage in structured practice sessions, where they will learn the rules of racing, practice starts, and improve their boat handling skills in a controlled environment. On Saturdays: Sailors will have the opportunity to apply their skills in a race-like setting, where they can experience the excitement of real competition while receiving guidance and feedback from experienced instructors.
Opti Afterschool | Extension
Ages: 9 – 13 years old as of August 31, 2026
Prerequisites: , Competent Swimmer
We provide transportation from Alden School! We pick your students up in our 15 passenger vans and return to DBMS for supervised classroom time before our on-the-water sailing session. Students will have time for a snack, tie knots and discuss sailing rules and tactics. This is a great extension to the 3:30pm Opti classes.
Private Lesson
Ages: 6 – 18 years old as of August 31, 2026
Prerequisites: Competent Swimmer
Looking for personalized instruction tailored to your child’s experience and goals? Our Private Junior Sailing Lessons offer one-on-one or small-group coaching with a DBMS instructor, perfect for beginners looking to build confidence, intermediate sailors seeking focused skill development, or advanced racers working on strategy and technique.
Lessons are taught aboard a variety of boats including Prams, Optis, Quests, and 420s, based on the sailor’s age, size, and interest. Whether it’s learning the basics, mastering a maneuver, or preparing for a regatta, our instructors will meet each sailor where they are and help chart a course for growth on the water.
Let’s Talk First
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Looking for our Adaptive Sailing program?
Middle School 420
Ages: 12 – 15 years old as of August 31, 2026
Prerequisites: Competent Swimmer, Open to sailors in the 7th-8th grade,
Our program for 7th and 8th grade students, sailing as both Skipper and Crew in the 420, a collaborative two-person boat, students learn essential skills like sail trim, body positioning, and teamwork. This hands-on experience helps them develop a strong foundation for success in high school racing and beyond. NO experience necessary!
Looking for our Adaptive Sailing program?
High School 420
Ages: 12 – 19 years old as of August 31, 2026
Prerequisites: Competent Swimmer, REGATTA EXPERIENCE, ,
Led by US Sailing Level 2 Coach Will Kelleher – Training in C420's for Regional and National Regattas.
Looking for our Adaptive Sailing program?