Sailing Courses

Whether it’s your first time on a boat or you have miles of water under your keel, when it comes to sailing there’s always more to learn.

No membership required

US Sailing Certified Instructors

3:1 Average student to instructor ratio*

All abilities - no boating experience necessary

*For most Learn to Sail courses. Cruising courses may have a a 4:1 or 5:1 ratio
 

Just Getting Started?

You’re in the right place! We offer a wide range of courses, led by expert US Sailing certified instructors. Our classes are extremely hands-on and are kept small (usually no more than three students in the boat with an instructor) for a highly individualized learning experience. While our group classes are geared towards adults (18+), we are more than happy to set up private lessons for families or individuals of any age and experience level.

Intermediate and Advanced Courses

Once you know the basics, you may be looking to increase your skills or learn about larger vessels. Courageous offers courses than can satisfy a whole range of interests on an easy to sail and adaptable J80. Whether you want to take a few more friends out to the Harbor Islands or you want to finally give the asymmetrical spinnaker a try, our courses will provide all the tools and confidence you might need to achieve those sailing goals.

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Cruising Courses & Certification

Everything you need to get started on cruising! Basic Cruising will teach you everything you need to know to start cruising Boston Harbor and the Boston Harbor Islands. All courses are taught on one of our five cruisers, including our First Mate course, in which our students learn the skills to be a competent and confident crew. Start with the basics and then work your way up to becoming Bareboat certified and ready to take on a week in a chartered cruising boat down south next winter.

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Group Practice

On alternating Saturday and Sunday mornings, join other members and students looking for extra practice, coached by one of our senior instructors. This is a great way to hone the skills necessary to progress from Red Flag to Yellow Flag rating, get out on the water and work towards earning your Red Flag rating (if your instructor has given you specific skills to work on), gain more confidence at the tiller, or to get back into it if you haven't been sailing in a while.

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