2019 Boat Show Sales

10% - 50%

off select courses and memberships

All Products are giftable. After Checkout, look for the Gift Certificate Download. Sale ends at midnight EST on 2/17/19

Sailing Courses

Courses discounted 10 - 50% off.

Purchase for yourself and enjoy next summer on the water, or buy a course and help someone you know fulfill a lifelong goal of learning how to sail.

Featured Products 50% off
2 Hour Sails and Private Lessons

A great way to get introduced to sailing or work on some skills. Give as a gift or purchase one for yourself!

Buy a 2 Hour Sail or a Private Lesson

Cruising Courses

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.

For more information about the other courses we offer, find our full course catalog here.


10% - 15% off.

Signup for a Courageous membership and sail one of our boats on Boston Harbor or to the islands whenever you’d like.

Featured Product 15% off
Rhodes 19 Membership

The year-long individual membership is our most popular option, yet with a 27 boat fleet there is always opportunity to get on the water.

Join Today

Rhodes 19 Core Fleet

The Rhodes 19 is backbone of the Courageous fleet with 27 Stewart made keelboats and counting. Stable and easy to handle, they offer a fun, comfortable sailing experience for sailors of all calibers, from novices to seasoned one-design racers.

J22 Fleet

The J22 is a popular next-step for our members looking for a little more elbow room and offers 7 day/week access all season long. Membership includes access to our R19 fleet ensuring you'll never be left without a way to get out on the water.

J80 Fleet

The J80s provide a versatile platform that is easy to sail, stable and fast. The J80 has a very large cockpit, a high boom, a roller furling head sail, and can comfortably accommodate 6 adults. With excellent light air performance, as well as a 1400lb keel to provide stability in higher winds, the J80 is a modern performance boat that is as comfortable on a harbor cruise as it is rounding marks on a race course.