1:3

We boast one of the best instructor-to-student ratios in the business. Here's how things typically work:

Step 1: Sailing 101
Youth can expect to sail with two other children and an instructor in a boat. No experience required!

Step 2: Beginning Sailing
Youth can expect to sail with two other children and an instructor in a boat.

Step 3: Intermediate Sailing
Youth can expect to sail with two other sailors of their level, monitored by instructors in a safety launch.

Step 4: Advanced Sailing - Cruising
Youth will sail with three to four other sailors of their level, monitored by senior instructors on board the cruising boats.

Step 4: Advanced Sailing - Racing
Youth will sail on their own or with one or two other sailors of their level aboard 420s, monitored by instructors in a safety launch.

Our Team

Most of the instructors who will be joining you in your class learned to sail at Courageous, just like you. They, too, come from all different neighborhoods in and around Boston and, by now, know the harbor like the backs of their hands!

Other instructors come to Courageous from all over the country and even fromall over the world. We've had instructors join us from Ireland, Scotland, and even Italy! Many of our older instructors have also sailed boats in the Caribbean, Mexico, off the coast of Cananda, and in the Mediterranean, to name a few.Your senior instructors also have certifications from places like US Sailing, NOLS, SOLO, RYA, and even the US Coast Guard—they really know their stuff!

These instructors are chosen to ensure that every student will learn new things, stay safe, and have a great experience at Courageous Sailing!