Updated August 17, 2020
** The 2020 summer sailing season will come to a close on Friday, August 21. Please join us in thanking Anna Flaherty for her tireless efforts in preparing boats, loaning us her family 420 for lessons, and her incredible spirit, especially when working with children. All our best for your first year of med school – we hope to have you back next season! **


  • A CCC Membership is required. 
  • Lessons are $60 per hour and can be purchased by visiting the on line store
  • If you own your own boat with access to the water, lessons are $50 per hour
  • New this Year: We are able to rig at least one of our 420s for your learning experience for up to two, same household members + the instructor. 
  • We will not be putting our boat storage float out this year, therefore have limited lesson capacity. Logistics for each private lesson need to be coordinated through the program office by emailing or call/text Pam Stenson at 617.842.0807


Cancellations/Inclement weather : If a class is cancelled by the participant, instructor, program office or due to weather, we will do our best to reschedule at a time convenient for all. Unfortunately we are unable to offer refunds, but we are happy to apply your payment to another program or consider it a donation to the CCC.

Liability & Medical Forms and Payment must be received by the CCC office before first lesson.

Medical Form
Liability Form

Lastly, we have a new, experienced instructor. Please join us in welcoming Anna Flaherty! A recent graduate of Hobart and William Smith Colleges where she was a four year varsity member of the HWS sailing team. She was honored by the international Collegiate Sailing Association as an All-American crew and a four time Academic All-American. She grew up sailing at the Vineyard Haven Yacht Club and worked at Edgartown Yacht Club for three summers teaching intermediate Opti, recreational sailing, and the Opti race team. Anna has competed in club 420’s and Fj’s all over the United States, from Buzzards Bay to Corpus Christi, TX. This fall she will be moving to Burlington, VT to attend the Post-Baccalaureate Pre-Medical Program at University of Vermont in pursuit of a medical degree. She is very excited to continue teaching sailing this summer at the Chappy Community Center! 


Main sheet - Alex Dunbrack