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.

Learn to Sail + Membership Package

The best way to keep your new skills in practice is to use them, so we've made it easy with a discounted package deal. Most beginners choose to combine the two weekend Learn to Sail course with a full Rhodes 19 membership, but there are a couple of options to suit your needs.

View the package options

Advanced Courses

The next step for sailors looking to increase their skills, Courageous offers advanced keelboat courses. Taught in J/80's, a higher performance boat than the Rhodes 19, this course goes in-depth into sail trim, theory, docking and piloting on a larger and faster vessel.

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Cruising Courses & Certification

Everything you need to get started on cruising! Our basic cruising class is taught on an Erikson 28 and will teach you everything you need to know to start cruising Boston Harbor and the Boston Harbor Islands. 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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Courses & Membership Combos

Purchase a course and membership package to get ready for the upcoming season. Packages are available for certain courses and membership combinations and can save you hundreds of dollars off the full price.

Learn to Sail + Full Rhodes 19 Membership

$1,390 $995

Learn to sail in two weekends and then enjoy an individual, full Rhodes 19 membership for the rest of the season.

Course: Learn to Sail
Membership: Rhodes 19 - Full Individual

Purchase together and use coupon: combo1

Learn to Sail Part 2 + Full Rhodes 19 Membership

$1,090 $795

Complete the second half of the Learn to Sail course and then enjoy an individual, full Rhodes 19 membership for the rest of the season.

Course: Learn to Sail Part 2
Membership: Rhodes 19 - Full Individual

Purchase together and use coupon: combo2

Learn to Sail Part 2 + One Month Rhodes 19 Membership

$550 $475

Complete the second half of the Learn to Sail course and then enjoy an individual Rhodes 19 membership for one month.

Course: Learn to Sail Part 2
Membership: Rhodes 19 - One Month

Purchase together and use coupon: combo3

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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