Chatham Yacht Club

Teaching Love of Sailing on Pleasant Bay Since 1921

COVID-19 Update:

The leadership team at CYC is working to adjust to our new uncertain world. We will be working within the guidelines of the state of Massachusetts as well as both state and local health agencies. As of now, we do not know exactly what the 2020 season will look like, but we know that we all would like our summer to include some sailing!

For now, we are asking sailing school families to please register for classes for their children if they plan to participate in sailing school this season, but please do not pay for the class yet. All of our classes ask for offline payments (ie, not online credit card payments). Given class registrations, limitations of boat use, social distancing policies... etc, we will be making adjustments to our program, and possible our associated costs as well. For example, if we cannot hold a class 3 days/week and opt for 2 days/week, we would adjust the cost of that class.  

Sailing School Overview                             

The Chatham Yacht Club runs a sailing school program with approximately 100 students each year.  We run classes 5 mornings / week for 8 weeks during the summer. For 2020, classes will run from June 29 - Aug 21.  Crew, our beginner class, is taught in Beetle Cats, with and instructor and 2-4 students in each boat. Students in the crew class come to sailing school two mornings each week. Typical students spend 1 to 2 summers in the crew class. Seaman, our intermediate level classes are taught in Optis. We offer two or three levels of opti classes depending on student ability. In these seaman level classes, students begin by learning how to single hand a sailboat (sailing it alone) and progress to learning racing tactics in the optimist. In addition to our Seaman level Optimist classes, we have a Seaman level Sunfish class which allows students to sail in pairs. This is our Seaman Recreational class, which has a focus on sailing rather than racing. Our Helmsman level classes are taught in 420s.  Most summers we offer both Helmsman Racing and Helmsman Recreational classes. 

The Chatham Yacht Club Sailing School is available to members only. If you are interested in becoming a member, please contact Karen Taylor at

Sailing School Progression Chart


Weekly Overview of Class Schedules (2020)


Sailing School begins each day at 9:30. Monday, Tuesday & Friday 9:30-12:00. Wednesday & Thursday school ends after the sailing school race at approximately 1:30. 

What time do I pick up my child??

Monday, Tuesday and Friday classes-  12pm

Wednesday and Thursday classes- 1:30 (approx)

In addition sailors are invited to race the Junior race on Wednesday 

and the pick up for that is 3pm (approx).

Click here for CYC Parking and Access details

See below for information on "What to Bring" to class each day.

See above for Sailing School Progression, what class leads to which boat?


All members of the Chatham Yacht Club are encouraged to take part in their club by volunteering during the summer sailing season, mid-June to late August. The friendly camaraderie that results is vital to the continued success of CYC, which has been dedicated to the development of sailors since its founding in 1921. 

Refreshments & Social Events

2020 CYC Sailing School Staff:

Program Director:
Assistant Program Director:
Jeff Howell
Connor Blanchet
Ashley Dart
420 Race Coaches:  Connor Blanchet
Opti Race Coaches: 
Izzy Maggioni
Crew Director: Ashley Dart
Recreational Program: 
Opti Advanced:

Opti Intermediate:  

Opti Beginner:


Instructors: (TBD for 2020)  
Opti -


Junior Instructors:

Staff Bios

Substitute Instructors:

What to bring?

Sailing school is held every day, RAIN or SHINE! 

It is important that each child comes prepared. Remember to mark items with your name!

Please have your child WEAR to Sailing School every day :

  • Swimsuit
  • T-shirt and Shorts (clothing to cover up during walk through Eastward Ho! Golf course)
  • Closed-toe shoes (crocks, old sneakers, or water shoes)

Please have your child BRING to Sailing School every day :

  • Life Jacket (to be worn at ALL times on dock, on float, in launch and in sailboats)
  • Towel
  • Sunscreen
  • Hat / Visor / Sunglasses Extra t-shirt and shorts
  • Sweatshirt / rain jacket
  • Lunch on Sailing School Race Day (Wednesday or Thursday)
  • Refillable water bottle

Chatham Yacht Club | P.O. Box 531 | North Chatham, MA 02650

CYC is a 501(c)(3) Non-Profit Organization. Your donations are tax deductible!

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