Chatham Yacht Club

Teaching Love of Sailing on Pleasant Bay Since 1921


2023 Sailing School Registration NOW OPEN!


NOTE: You must have a fully paid, active (not lapsed) Family with Children membership to register for sailing school classes.

If you need to renew your membership, you will see a message in the bottom right corner of your screen. 

CYC also offers Adult Sailing!  

Adult Sailing Registration

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 2023, classes will run from June 26 - Aug 18.

Crew, our beginner class, is taught in Beetle Cats with an instructor and 2-4 students in each boat. 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.  Some 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

Sailing School Progression Chart

Which sailing school class leads to which boat?


Weekly Overview of Class Schedules for 2023


2023 CYC Sailing School Staff:

Program Director:

Schuyler Bartlett


420 Race Coach: 

Ryan McGauley

Helmsman Lead Instructor:

Helmsman Instructor:

Tucker Lamoreux

Chad Bartlett


Opti Race Co-Coaches &

Opti Advanced Instructors:

Cody Lamoreux

Cailyn Murphy

Opti Intermediate Lead Instructor:Sarah Lenox

Opti Intermediate Instructor:

Julia Scipione

Opti Beginner Lead Instructor:

Opti Beginner Instructor:

Amelia Gassner

Amy Byler

 Beetle Cat  
Crew Class Lead Instructor:

Catherine Dickson

 Crew Jr. Instructors:  Brooke Bartlett
  Sophie Dart

Finlay Sullivan

Max Wesp

Recreational Sailing Co-Leads:

Coco FitzMaurice

Julia Szymanski


Margaret Dickson
 Substitute Instructors: Rosie Benson

Henry Bishop

Jamie Eslick

Maeve Hecht

Harrison Kintz

Kristen McLean

Jessica Scipione

Alex Wesp



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.   

Volunteer opportunities

CYC is excited to be working with US Sailing this summer with their new application for sailing skill development called Skill Up. Everyone in Crew, Opti Beginner, Opti Intermediate, Opti Advanced, Sunfish and Helmsman were given a youth US Sailing Membership as part of your CYC class registration.

The parents should have received an email from US Sailing with your child's US Sailing number as well as requesting additional information. Please take the time to update your membership information. Your child will most likely receive stickers from US Sailing if they have your mailing address.

Skill Up is an App that you can download onto your phone. You can access what your child is learning by entering in their US Sailing Number. Please look at the following link with additional information.


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) 
  • Personal water bottle (please use a refillable bottle to cut down on global waste).

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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