Learn to Sail + Membership Combo


Learn to Sail Part 1

  • 2-day, 12-hour course
  • Introduction to sailing
  • Rigging, knots, basic boat handling
  • Follow up with part 2 for the full curriculum

Learn to Sail Part 2

  • 2-day, 12-hour course
  • US Sailing certification available
  • Build on the basics from Part 1
  • Build comfort with sail trim,
    docking, & more

Core Fleet Membership


Learning to sail is just the beginning of a lifetime of fun and adventure on the water. We at Courageous Sailing don’t just want to teach you the basics of sailing, but we want to keep sailing part of your life and routine. So, we are excited to offer a bundle that takes you seamlessly from learning all of the basics in our Learn to Sail Complete course to enjoying a full season of sailing on the Boston Harbor! After you spend two weekends with one of our instructors getting comfortable on the water and at the helm, there is no better way to maintain and improve your hard-earned skills than to use them out on the water. The membership will also give you the opportunity take your friends and family for a leisurely cruise around the harbor in one of our Rhodes 19’s.

More About the Course:

At the end of the two-weekend Learn to Sail Complete: Parts 1 and 2, most students are ready or almost ready to skipper one of our Rhodes 19 keelboats on their own. Your instructor, who will always be in the boat with you and up to two fellow students, will guide you through the sailing fundamentals, combining short chalk talks and extensive on-the-water coaching to help you develop and reinforce new skills. You’ll learn all you need to know to rig and unrig your boat, leave and return to the dock safely, adjust your sails and rudder to make the boat go where you want it to go, understand the basics of how sailing works, and tie some important knots (always a good way to impress your non-sailing friends!).

For more information about the course, visit the Learn to Sail Complete page.

More About the Membership:

As a Rhodes 19 (aka Core Fleet) Member, you will have access to our fleet of 27 Rhodes 19s to suit your sailing plans and your schedule. All memberships include access to barbecues, racing, fireworks-watching parties, moonlight sails, and Harbor Island camping trips. Private lessons are always 50% off for members, and courses are discounted 10%. Members are welcome to take guests sailing for no extra charge or sail solo after passing a single-handed checkout. As a Courageous member, you’ll be a part of an enthusiastic, inclusive community of sailors…and you’ll be helping Courageous provide free and low-cost sailing opportunities for Boston kids.

For more information about all of our memberships, visit the Memberships page.

Covid-19 Updates
Guidelines for member use, boat availability, and guest privileges are subject to change and will reflect the most up to date CDC and Massachusetts guidelines with respect to Covid-19. Please continue to check our Covid-19 Updates page for more direct guidance.

Next Steps

Cancellation and Refund Policy: Please note that in an effort to keep our courses and memberships as affordable as possible, we must limit changes in schedule and membership. Because staff and instructors are hired and scheduled in advance, Courageous memberships, lessons, and/or other program fees are not refundable for any reason, including cancellation due to weather, or the participant’s inability to utilize the membership, lesson, or program. That said, we do understand that sometimes life gets in the way of sailing plans and, if necessary, we will work with you to reschedule for a later date. We cannot reschedule lessons within two weeks of their start date unless we are able to fill the spot with another student. All rescheduled lessons purchased before September 1 must be completed before the end of the season for which they were purchased; if purchased between September 1 and October 31, rescheduled lessons must be completed before June 30 of the following year.