In the event that state guidelines prohibit more than 3 persons sailing together, DISCOVERY WEEK programs will be cancelled and anyone currently enrolled will be refunded or encouraged to enroll in other DBMS programs.

Ages 7-9

4hrs/Day, 5 days $350

This is a great first step for anyone interested in sailing but who is anxious about sailing without an instructor! Participants will spend the majority of the week sailing an RS Quest. This durable, stable, and versatile boat fits three participants and an instructor! If the wind dies or participants decide they want a new adventure, they’ll get a chance to hop in kayaks and explore the bay a different way! Depending on weather and boat availability, participants will also be able to try sailing a Pram.

Ages 10-12

4hrs/Day, 5 days $350

Is your participant new to sailing, or a returning sailor looking for a relaxed one week offering? Grab a friend or two and come spend the week sailing a Hartley 12. The Hartley 12 is a fun modern boat that fits 2-3 participants and is designed for both new and experienced sailors. To mix things up, participants will also get a chance to kayak, windsurf, and sail an Opti!

Ages 13-15

4hrs/Day, 5 days $350

This course is designed for older, thrill-seeking students! Our Hobie Getaway catamaran is fast and fun. This is the perfect course if you want to blast around the harbor in our fastest boat! This boat requires a higher level of experience to sail and therefore an instructor will do the majority of the sailing. In lighter wind, participants will get a chance to sail the boat themselves by steering the tiller or learning to control the sails. As the wind picks up, participants will be able to sit back, hold on tight, and enjoy the ride! Weather permitting, participants will also be able to kayak and windsurf!

What will I use during my week?

RS Quest

With this durable, stable, and versatile boat, students can expect to challenge themselves by learning to be the captain of their own ship while an instructor is in the boat. The RS Quest keeps sailors engaged and does not overwhelm them during the crucial learning process. 

Hartley 12

The Hartley 12 is a fast modern boat designed for both new and experienced sailors.


Students will learn to sail, reach, tack and jibe on boards with a variety of sail sizes.


Our Hobie Getaway catamaran is fast and fun.

For questions, please email Calder Stames at

For updates and COVID-19 protocols at DBMS, visit the following pages on our website: