Private Sailing Lessons




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 hoving 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 than our group practices offer.

All custom private lessons and cruises may be scheduled by contacting the Courageous boathouse at 857-452-1769 or emailing
In order to get the most out of every lesson, there is a two-hour minimum.

Topics for Private Sailing Lessons


  • Knots
  • Wind and weather
  • Rigging
  • Points of sail
  • Tacking and gybing
  • Rules of the road
  • Docking
  • VHF usage


  • Crew overboard recovery (Figure 8 and Quick Stop methods)
  • Sail controls (vang, cunningham, outhaul)
  • Advanced boat handling and weight placement
  • Race prep (courses, signals, basic rules)


  • Spinnakers
  • Cruising boat systems
  • Using auxiliary power
  • Anchoring

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 Advanced Keelboat, a two-day course focused on sail trim, spinnaker use, and performance boat handling, or Basic Cruising, for those who want to learn about advanced systems onboard a larger sailboat.