Private Lessons

Private Lessons or Charters


Rhodes 19 or J/22 with Instructor
Do you have a specific skill you would like to improve? Let our friendly, experienced instructors guide you to sailing success!  Our instructors can teach or simply sail you around if you are looking for a tour beautiful Boston Harbor.  Our R-19s and J/22s can fit up to 3 or 4 guests. Minimum of two hours for non-members.

R-19 Price:  $95/hr for non-members, $47.50 for members.

J/22 Price:  $125/hr for non-members, $62.50 for members.

Big Boat with Instructor

Want some coaching on how a bigger boat handles, or cruising refresher? Let our friendly, experienced instructors teach you on our Seafarer 30, Erickson 28, O'Day 240, or J/24!  Our cruising boats are also available for private charters if you would simply like a tour of Boston Harbor.  Our larger boats can fit up to 4 or 5 guests.  Minimum of two hours.

Price: $150/hr for non-members, $75 for members.

For more information about courses, or to purchase and schedule a course, please contact:

Dave DiLorenzo, Director of Adult Programs,  dave@courageoussailing.org

Cha O'Connell, Assistant  Director of Adult Programs, cha@courageoussailing.org

Or call the boathouse directly at (617) 268-7243.

Getting Started

Never been sailing? Get ready for the ultimate adventure! In just one lesson you'll be out on the water. If you like it—which we're sure you will—before long you'll be skippering a boat, racing on a team, or cruising around the harbor islands. If you stick with it, one day you could even be a Courageous instructor!  While you're on the water, you're going to learn lots about the environment and get to practice some pretty important life skills, too. From fishing off our pier to overnight island camping trips, you'll be having fun on adventure after adventure, all year long!

Read the website and still have questions? Email your questions to Ashton Smith at ashton@courageoussailing.org or call 617-242-3821.



Courageous Mainsail Partners


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