The Community Sailing Program has teamed up with the City of Winter Park, Florida to provide a sailing program that is focused on fun and safety. Join us for an exciting course covering all the basics of sailing. Upon completion, you will have the skill and knowledge to rig and sail a small boat on your own and will receive the Community Sailing Program Small Boat certification. Students must be at least 16 years old. 

Course Itinerary

The course consists of three shore classes and three water sessions. The shore classes are held on Monday evenings at the Winter Park Library from 6pm to 8pm. The water sessions are held on Saturday mornings at Lake Baldwin Park from 9am to 1pm. Students will get a copy of the Learn Sailing Right textbook on the first day of class. The tuition is $200 plus $15 for the Learn Sailing Right textbook. Family and friends are welcome to share a single textbook.

Topics Covered

  • Standing and running rigging
  • Points of sail
  • Sail trim
  • Tacking and jibing
  • Rules of the road
  • Light and heavy air sailing
  • Capsize recovery
  • Person overboard recovery
  • Marlinspike, aka Knots


Sailing is a physical sport. Your training will include being seated on a one-foot high bench seat, moving from one side of the boat to the other, righting a capsized boat and climbing into the boats from the water. For your own safety, we require the following as a minimum for your ability to participate. You should be able to complete 5 standing squats, 2 knee push-ups, and swim 100 feet while wearing a PFD. If you have any orthopedic or other health problems, please contact us before registering.

You will need to bring your own Personal Flotation Device, also known as a Life Jacket. We recommend a coast guard Type III PFD.

Refund Policy

You may receive a full refund until the start of the first day of class. Once you’ve started the class we cannot offer a refund. We may be able to move you to a different class.

Fall 2023 Class Schedule

MonthShore classes
(Winter Park Library 6 – 8pm)
Water Classes
(Lake Baldwin Park 9am – 1pm)
September 2023Sep 5th, 11th and 18thSep 9th, 16th and 23rd
October 2023Oct 2nd, 9th and 16thOct 7th, 14th and 21st
November 2023Oct 30th, Nov 6th and 13thNov 4th, 11th and 18th

Learning Materials