Youth Middle School HS
Recreational Sailing
Ages: 8 – 11 years old as of August 31, 2025
Prerequisites: Competent Swimmer
Quest Adventure's 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 Powder Point Bridge, Captains Flats, and Clark's Island.
Learn to Race
Ages: 10 – 13 years old as of August 31, 2025
Prerequisites: Opti Green Fleet or Opti Champ Fleet Experience, Competent Swimmer
The Opti Learn to Race program is designed for young sailors who are ready to take their first steps into competitive sailing. This course will focus on developing fundamental racing skills, with an emphasis on understanding the basics of sailboat racing, boat handling, and racecourse navigation.
Private Lesson

Ages: 6 – 18 – years old as of August 31, 2025
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, 2025
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.
Looking for our Adaptive Sailing program?
High School 420
Ages: 14 – 19 years old as of August 31, 2025
Prerequisites: Competent Swimmer, Open to High School students in the 9th-12th grade,
No prior sailing experience is necessary.
Looking for our Adaptive Sailing program?