Safe Harbor Pilots Point Sailing School

Knot Your Average Summer. Come Sail With Us! 

Welcome to Safe Harbor Pilots Point Sailing School! For over 25 years, we have shared our passion for sailing with students of all ages and skill levels. Our Junior Program offers instruction to students ages 8-16 in a fun, all-day summer camp with a half-day option. Our Family & Adult Classes are taught on our Colgate 26 or your personal vessel, and are tailored to your skill level and schedule.

Junior Sailing Program

An all-day sailing school for every level of experience

Our sailing instructors are U.S. Sailing certified to teach every level, from novice to advanced racing. We work with small groups of students to ensure that each sailor is engaged, learning, and having a great experience. Throughout the program, we strive to promote life-long values such as sportsmanship, consideration for others, teamwork, and self-confidence.

The Beginner level will focus on sailing basics, such as parts of the boat, rigging and de-rigging, seamanship, and points-of-sail. The goal for each sailor is to become comfortable skippering and crewing in a 2-person sailboat.

The Intermediate level will build upon the basics by honing these skills as well as mastering all aspects of skippering and crewing a sailboat.

The Advanced level is designed for sailors who are ready to take their sailing to the next level and test their skills against other sailors through racing – both within the Junior Sailing Program and at regattas with other racing teams. They will train to improve their boat handling, boat speed, and tactics under an experienced race coach.

Beginner & Intermediate

Monday – Friday 9 a.m. to 4 p.m.

The Junior Sailing Program meets every morning at the Pilots Point South Yard Pavilion. For more information on the marina and directions, please visit the Safe Harbor Pilots Point homepage.

Session 1: June 24 – June 28
Session 2: July 1 – July 5 (No Class July 4)
Session 3: July 8 – July 12
Session 4: July 15 – July 19
Session 5: July 22 – July 26
Session 6: July 29 – August 2
Session 7: August 5 – August 9
Session 8: August 12 – August 16


Pricing Information

One Week: $375.00
Two Weeks: $675.00
Three Weeks: $950.00


Half Day Rate (per week): $190

  • 9 a.m. – noon
  • 1 p.m – 4 p.m.


Current Safe Harbor Slip Holder? 10% off single week pricing!

Register Here

Adult Lessons

Our courses are tailored to help you achieve your sailing dreams!

With years of experience, our expert instructors offer two hour custom lessons, powerboating or sailing. We teach anything from beginner to advanced – skills such as docking, safety, and overall seamanship. The goal is to give each boater the confidence to handle any situation that may arise when out at sea or coming into port. Our friendly staff is available when it is convenient for you.

Contact us at or (860) 399-5128 for more information.

Return to Safe Harbor Pilots Point page