Private Sailing Lessons

  • 2 Hours of instruction
  • Flexible schedule
  • One on one with a qualified instructor
  • Available for all skill levels and boats

This product is currently out of stock and unavailable.


You’ll be amazed by how much you can learn in just a few hours! Private sailing lessons are a one-on-one experience with a qualified instructor. Nervous about docking? Need some extra help heaving-to or completing a man overboard drill? Our instructors are here to help! Fully customizable based on what skills you are looking to strengthen. Private sailing lessons are a good choice if you’re working towards a particular rating here at Courageous, prefer one-on-one coaching, or you need more scheduling flexibility. In order to get the most out of every lesson, there is a two-hour minimum.

Please call for availability.

All custom private lessons may be scheduled by contacting us:
Phone: 857-452-1769

Private lessons are also a great fit for:

  • Those looking to make-up a missed class day
  • Individuals looking to gain more insight into which of our courses suits their skillset
  • New members looking for a deeper dive into skills necessary for flag ratings at Courageous

Additional courses

Looking for a complete Learn to Sail experience? Check out the complete introductory course which can take you from knowing nothing about boats or sailing to a capable skipper in just two weekends. Learn to Sail

Also check out Mid-fleet performance 1, a two-day course focused on sail trim, and boat handling in our mid-sized keelboats, or Basic Cruising, for those who want to learn about systems and sailing onboard a larger sailboat.


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.

For more information on our refund policy, click here.