Keelboat Classes

Now that you have some sailing under your belt it is time to challenge yourself by moving on to bigger boats and new sailing adventures. A fun, fast and rewarding sailing experience lies ahead as you become familiar with our 30′ Shields and the J/105 Becky.

Whether you want to simply become a better sailor, work towards a US SAILING Basic Keelboat Certification, learn how to fly a spinnaker or try your hand at racing we are confident you will find a Shields or J/105 class to fit your sailing needs.

Select from the type of class and size of boat that best fits you.

Shields Sloop
Shields Sloop





Shields 1

The skills you acquired in your Learn to Sail classes will be applied and reinforced as you transition from the Lido 14 or Harbor 20 to the heavier, and more powerful 30’ Shields sloop. You will learn how to rig a Shields sloop, seamanship skills, safety topics, docking, reefing, obligations of the skipper and crew, right-of-way rules and safe handling of a larger boat.

  • Prerequisite
    • Ability to swim 50 yards
    • Successful completion of either Intermediate Lido or Harbor 20 level 2; or equivalent experience.
  • Book
    • Basic Keelboat
  • Successful completion prepares you for:
    • Shields 2
    • J/105 Level 1

Register online >


Shields 2

For experienced sailors who are ready to take their skills to the next level and are eager for more quality sailing time.   Class begins with a brief review of skills learned in Shields 1 before moving on to a more in depth look at sail trim and shape, heel control, wind shifts, helm control, apparent wind, crew over board, anchoring, jury rigging, crew work and safety. Ocean sailing (weather conditions permitting). Shields 2 will help you prepare for the US Sailing Basic Keelboat Certification Class.

Register online >

US SailingUS Sailing Basic Keelboat Certification Class

For students who have completed Shields 2 and are ready to pursue the US Sailing Basic Keelboat Certification. Each session will begin with a brief review, before we move on to the boats and spend the rest of the afternoon sailing and perfecting skills on the water.

Course and evaluation topics for this extensive sailing course includes tacking, gybing, crew coordination, navigation rules, basic chart reading, sail theory, docking, anchoring, reefing, heaving to, and crew overboard recovery.

To allow for more time on the water you will complete the written exam online.  Prior to the start of your class you will receive access to the US Sailing online test which must be completed prior to your third class session.  

Your active participation at home, in the classroom and on the water is essential for success. A passing grade on both the written and the practical test is required for certification. Upon successful completion of this course, you will receive your US SAILING Basic Keelboat Certification and be ready to move on to Basic Cruising 1.

  • Prerequisite
    • Shields 2 or equivalent experience
  • Book
    • Basic Keelboat
  • Successful completion prepares you for:
    • US Sailing Basic Cruising Certification 

Register online >


Private Lessons

Private lessons are available with a certified instructor for all skill levels. A private lesson is a one-on-one experience that works well as a confidence builder, as an introduction to sailing, or to allow focus on improving specific skills, or to make up a missed class. A private lesson with an OCC instructor will take your ability to the next level with individual learning and feedback.

Private lessons are typically taught in 3-hour sessions (except for powerboat instruction), scheduled at a time that is convenient for you, and based on instructor availability.

Rates are based on a 1:1 ratio. A fee applies for additional students.

Member’s receive a 10% discount on published rates.

Lido 14 or Harbor 20 $215 $25 $70
Shields $240 $25 $65
Catalina 42* $395   $130
Twin-screw Power $215/hr $25  
Whaler $125/hr $25  

*Catalina 42: Minimum 2-students, completion of Basic Cruising 1 or equivalent experience. For students with less experience, or for less than 2-students a fee will be charged to add additional crew.

All regular scheduled classes are available on a private or semi-private basis.  Contact the school for pricing and scheduling.