Youth Middle School HS

Recreational Sailing

Ages: 8 – 11 years old as of August 31, 2025

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.

Sep 08 – Oct 03, ’25

Mondays, Fridays, 3:30 PM – 5:30 PM

Registration opens August 1, 2025 at 12:00 PM!

Opti Afterschool

Ages: 9 – 12 years old as of August 31, 2025

Prerequisites: Competent Swimmer, Ages 9-12

This course will focus on developing fundamental racing skills, with an emphasis on understanding the basics of  racing 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.

Sep 08 – Oct 22, ’25

Mondays, Wednesdays, 3:30 PM – 5:30 PM, Saturday, September 20, 2025, 9:00 AM – 12:00 PM, Saturday, October 18, 2025, 9:00 AM – 12:00 PM

Registration opens August 1, 2025 at 12:00 PM!

Opti Afterschool | Extension

Ages: 10 – 13 years old as of August 31, 2025

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.  

Sep 08 – Oct 22, ’25

Mondays, Wednesdays, 2:30 PM – 3:30 PM

Registration opens August 1, 2025 at 12:00 PM!

Private Lesson

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.

Looking for our Adaptive Sailing program?

Youth Middle School HS

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.

Sep 02 – Oct 16, ’25

Tuesdays, Thursdays, 3:30 PM – 6:00 PM

Registration opens August 1, 2025 at 12:00 PM!

Looking for our Adaptive Sailing program?

Youth Middle School HS

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. 

Sep 02 – Oct 23, ’25

Tuesdays, Wednesdays, Thursdays, 3:30 PM – 6:00 PM

Registration opens August 1, 2025 at 12:00 PM!

Looking for our Adaptive Sailing program?