Chatham Yacht Club

Teaching Love of Sailing on Pleasant Bay Since 1921


Summer 2021

Join Us!


Saturday, June 26th

(via Zoom)

10 AM


Monday, June 28th

Spinsheet -May 2021

Welcome, Welcome Everyone!

Greetings fellow members!

We may feel a bit like a battered ship, but we’ve weathered the winter storms and, with some care and a little bit of elbow grease will soon be ready for a summer of sailing. This week there’s been a lot of change in Massachusetts regarding the re-opening guidelines and timing. Governor Baker has ended most COVID restrictions effective May 29th and I am so excited that all official guidance tells us that fully vaccinated people can gather again safely - looking forward to seeing you all!

As a community, we’ve come a long way to get to this point, and now is the time to plan how we can resume CYC Sailing activities and gatherings in a safe manner. Our Opening Meeting will be on Saturday June 26th at 10AM. The meeting will take place over Zoom format because it’s a more efficient way to address a large group and ...well, who doesn’t want to get on one more Zoom call. At that time we’ll be able to provide more information on all procedures we will have in place to ensure safe gatherings at the club. Our first races will be held at the club on Saturday, June 26th as well. And we’ll begin sailing school classes on Monday, June 28th. Contrary to past tradition, we will not be having an “all hands on deck” Memorial Day clubhouse opening where everyone shows up to clean and pull boats out of the basement. So sleep in and enjoy your coffee on Sunday as most of the club opening tasks will be staged over the work week prior to the first races.                                                              

Please be sure to register for sailing school ASAP as classes are filling up now and we need to finalize numbers so we can staff appropriately. We will be adding a 2-day option to the Sunfish class registration so as to accommodate those sailors who want to take the Sunfish class in addition to another sailing school class. Our Monday afternoon adult sailing program, back by popular demand, has been expanded and will include both a racing and a recreational track.

As many of you know, CYC is hosting the New England Beetle Cat Boat Association Leo J. Telesmanick Championship Regatta, a regatta marking the 100th Anniversary of Beetlecat sailing. For those who love cat boat sailing this is a must-see event, and if you’re lucky enough to own a Beetlecat or have access to one then it’s a “must-sail” event. Unfortunately, some visiting Telesmanick sailors are having a hard time finding accommodations to stay in the area. If you are able to host a sailor coming in for the Regatta for the nights of July 30 & 31st please let Ted Dickson or Cathy Taylor know so that we can offer up lodging for visiting sailors. Also, if you have a mooring in the CYC mooring field that you won’t be using this year please let one of us know so that we have spots for all our current sailors. This can be handled through a third-party authorization so you won’t lose your mooring spot.

Later in the season, we have some very special Centennial Season events in the works surrounding our 100th CYC Regatta scheduled for August 7-8th including the Commodore’s Buffet/CYC Centennial Reception on the Friday of that weekend. And we are working on a special tribute sail parade for Baybirds also on Friday. This should be a particularly festive weekend as we’re celebrating 100 years of CYC and 100 years of Baybirds on Pleasant Bay. That’s a lot of maritime history for one weekend!

I look forward to seeing you all on the water, around the clubhouse, and on June 26th for our Zoom Opening Meeting. Until then, happy sailing!

For more details on the calendar of events for this summer please visit our website CYC Events                                                                                                 

-The Flag Officers of The Chatham Yacht Club

John Maggioni, Commodore

Marshall Bartlett, Vice Commodore

Tracy Dart, Rear Commodore

Julie Murphy, Co-Treasurer

Cindi Fitzmaurice, Co-treasurer                                            


"Then & Now"

Please upload and share any photos you may have on our new CYC100 photo sharing site. 


 We look forward to sharing the memories as we celebrate this incredible milestone. 

SITE IS PASSWORD PROTECTED - Please login and view the member directory page for the login information.



First Day of Sailing School

    June 28th, 2021

Last year, we put together a sailing school program in one of the most challenging environments imaginable. The feedback we received from parents and students alike was universally positive.

We create such a successful program largely because of the many excellent instructors who decided to spend their summers cheerfully serving the next generation of youth at Chatham Yacht Club.

At the top of the instructor leadership, Ashley Dart proved invaluable as Assistant Sailing Director, first as one of the co-planners for the season, then as the guiding force for the Crew class and a leading contributor for the 420 Race Program. She returns this summer in a similar role that should prove invaluable to the program.

Collegiate sailors like Hank and Will Bailey with the 420 Race Team, and Kaitlyn McGauley with the Opti Race Team will lend their considerable expertise to directing the children in their respective programs.

Crew class will have a good chance to operate in borrowed Beetle Cats once again, and life-long CYC sailors Schuyler Bartlett and Karina Lamoreux direct the junior instructors and the beginning sailors in this program. Ashley Dart will serve as a major consultant as this program will feature lessons either in Beetles or Optis depending upon the wind conditions and the skill level of our youngest participants.

Grace Gunsalus, Cailyn Murphy, and Calder Robbins will cover the wide range of sailors in Opti Beginner and Opti Intermediate with Calder taking on added responsibilities as the Fleet Captain who will help maintain our vast fleet of 420s, Optis, Sunfish, Lasers, motorboats, and floating docks.

In assigning highly skilled and tremendously motivated young people to run the daily operations of the club, the Exec Committee hopes to replicate last year's daily string of positive experiences for every child in the program.

As program director, my aspiration is that, for every kid, we will find a way to help them love sailing as much as each individual staff member.

- Jeffrey Howell

Please see the  Sailing School Overview page for detailed information on:

Parking and Drop-Off Guidelines

What to Bring to Sailing School

Pickup from Sailing School



Two 100th anniversary celebrations are happening this summer on Pleasant Bay. The Chatham Yacht Club (CYC) turns 100 and is planning for an even larger regatta than usual on the weekend of August 7 and 8. Traditionally over 100 boats participate with 3 starting lines and courses in 3 distinct areas of the Bay. The Baybird was the first boat sailed and raced at CYC. There were 20 boats that first summer and an effort has been underway to get many of these classic gaff-rigged sloops back this summer for the regatta. THERE WILL A SPECIAL BAYBIRD CELEBRATION ON FRIDAY AUGUST 6.

The classic, wooden, 12 foot, gaff-rigged Beetle Cat is also 100 years old in 2021. To celebrate that milestone, CYC will host the Leo J. Telesmanick Championship as well as the Mitey Mite and Junior Beetle Championships on the weekend of July 31 - August 1. In the past 30 Beetle Cats have gathered at CYC for this regatta, with more expected in 2021. HOPING FOR 50!

SMSA Team Racing champs August 4-5

Cummings Cup August 14-15

AP catboat events - tentatively late August


Once again Chatham Yacht Club will offer Adult Sailing classes. 

The Adult Sailing Instructors met recently to plan for the season. We are excited to have expanded our class size so that we can get more adults out on the water. This year we will be dividing the group into those who want to learn sailing basics and those who want to learn racing tactics. We are also planning our annual sail to Hog Island. If you would be willing to lend your boat or offer your expertise, please contact Gwen Shipley (

Getting your boat to CYC:

No boats or sailboards may be carried over the hill to be launched at CYC. Launching may take place at Jack Knife Harbor, the Town Landing on Crow's Pond, or in Round Cove.

Transportation of 420s and Optis over the hill for the purpose of attending regattas during the summer may occur ONLY before sunrise and after sunset per our lease with Eastward Ho!





June 26th: CYC first races of the season!

June 26th: OPENING MEETING Virtual, 10am


July 4th: TBD Parade & Races

July 17th : TENTATIVE Commodore's Cocktails, 6:00pm

July 18th: TENTATIVE CYC Beach Day

July 23rd: TENTATIVE Sailing School Picnic 5:30pm

July 31 - August 1st: Leo J. Telesmanick Championship Regatta

August 6th: Baybird Sail Parade

August 6th: CYC Commodore's Centennial Ball

August 7th-8th: CYC Centennial Regatta

August 15th: Downchannel Race / CYC Beach Day

August 20th: Last Hurrah Cocktails, 6:00pm

August 21st: Closing Meeting

The CYC Social Committee is looking forward to a wonderful summer filled with fun events for the whole family, but we count on volunteers to make all these events happen!! Please sign up on the CYC website! If you have any questions or suggestions, please contact

Kristen Zabbo and Laura Etre



In order to keep children safe, the costs affordable as well as maintain the community culture of Chatham Yacht Club, CYC relies on ALL members to volunteer in order to get everything done. This a great way to get to know old and new CYC members.

Thank you to those who have volunteered this season already! 


Sailing School Families should sign up for at least ONE VOLUNTEER SLOT PER CHILD enrolled in Sailing School and at least ONE REGATTA DONATION PER CHILD in Sailing School. All other members should sign up for at least TWO VOLUNTEER SLOTS and donate at least ONE ITEM for the Regatta (see separate signups below; the more donations the better, thanks!). If you have a motorboat and are willing to serve as Race Patrol, please consider PATROL as your volunteer responsibility. If you have never patrolled before, don’t worry it is easy and there are plenty of folks to help guide you – just ask




 CYC fleece 1/4 zips, burgees, blankets, water bottles, hats, duffle bags, polo shirts, coolers etc and "vintage" t-shirts.

 SAILING SCHOOL SPECIAL : Towel, Waterbottle & Frisbee $25 

Did you miss out? email your wish list to Cara Maggioni

Payment via cash, checks, paypal and fingers crossed, credit card.



Race Ready OPTI FOR "SAIL"

Wonderful Condition

Race Ready

Owned Only by Chatham Yacht Club Families

Race Sail Number 13354

Black Racing Spars  

Racing blades with blade bag

Top Cover - Seitech Dolly


Contact Catherine Berube  ( or 978-815-2376)


"Shark Finn"

Good condition Optimist-One-Design for sale, complete with new and gently used parts. Dolly included. $1800.

Available to view at 7 Fox Hill Road

Contact: Kate Sullivan or chat with Finlay at the boathouse! 

CYC Parking

The new parking lot configuration allows for multi-directional Fox Hill Road access from three points as illustrated in the diagram below. It is essential that all CYC traffic use the third entrance on Fox Hill road to minimize the access traffic and pedestrian hazards in the other parts of the parking area.

The added parking has improved parking but we, EHCC and CYC, need to continue to optimize on the available parking with the following actions;

Sailing School morning classes

CYC instructors will be available to help students to and from the CYC club house so parents can enjoy the convenience of “drop and go” noted by the yellow cross-hash area. Before 11:30 am, parking maybe available on a first-come, first-serve basis in the designated area, highlighted in green box, for parents to bring their children to classes, meet the instructors and fellow parents. Please be aware this area is not exclusive to CYC but shared with EHCC. If there is a shortage of parking spaces in the designated area, please park on the shoulder of Fox Hill Rd. “Pickup and go” will also be available for your convenience at the conclusion of morning classes at the Pick-up spot shown in the diagram. This is a safer and shaded location where our students can be ready for pick-up.


Parking begins to get busy around 11:30 when Eastward Ho! Lunch service begins. After 11:30, We ask that CYC members park on the Fox Hill road shoulder during lunch if the north lot is busy.

Afternoon classes and races

Due to the limited amount of parking spaces, Parents are encouraged to enjoy the convenience of “drop and go” where appropriate for the children. Parents who would like to see your kids in action during the afternoon races can check for available parking spots in the designated (green) area after 2 PM. If there is a shortage of parking spaces at any time, please park on the shoulder of Fox Hill Rd.

Eastward Ho! will have parking lot attendants available to assist with traffic flow and direct CYC members to the designated (green) area. Please don’t hesitate to speak with them if you have any questions or need assistance.

As always, safety is paramount as we balance convenience and consideration for a shared parking resource with our friends at Eastward Ho!

Thank you for your cooperation as we begin a new exciting season at CYC!

Courtesy and Safety on the Golf Course

An average golf ball leaves the tee traveling 115 mph or more, and our path to CYC takes us right in front of the first tee. Adults and children need to take care as they cross in front.  Eastward Ho! has provided a fence to protect us.  CYC members should stop at the edge of the fence, look and assess the situation.  Always wait while golfers are teeing off, but if the golfers are waiting, they may signal it is safe to cross. Be aware as you approach the ninth green as well, since it is just beyond our path.

Eastward Ho! and CYC have a great working relationship, but it depends on CYC members being courteous to and respectful of the golfers.  Please wear shirts and shoes when crossing the hill, and do not use your cell phone.  It is best to be quiet when golfers are on the 9th green.  You may stop and wait, or move quietly by, but try not to distract those focusing on their putts.


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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