Chatham Yacht Club

Teaching Love of Sailing on Pleasant Bay Since 1921


Summer 2024

We are working on our website to improve viewing from mobile devices and are aware it's challenging!  For best experience, try using a screen other than a cell phone.  We have also added a 'site map' to the home page to help you navigate.

Spinsheet - July 5, 2024

A giant thank you to Schuyler and the entire Sailing School staff and students for their enthusiastic participation in the July 4th parade.

Thank you to the Barlett  family for driving their super stylish Jeep in the parade.

And a big shout out to all of the parents and members who came out to decorate and walk in the parade. 

We look forward to seeing you at the Commodore's Cocktail gathering - next Friday 5:30-7:30

See the "CYC Social" section for information on the Midsummer Women's Luncheon to be held at Eastward Ho! July 17th

2024 Regatta Shirts are available for Pre-order.  See the "CYC Gear" section for more details!

"SALE-ING" Skills needed:  Part of CYC's operation depends on rotating older boats, motors and parts out of inventory to make way (and funds) for new necessary items.  This requires facilitating the selling or donation of appropriate items.  We need someone to assist with this process.  For more information or to volunteer, please contact Bart Wesp (

Recyling: Please look for recycling canisters in the clubhouse kitchen and around the property to help us be environmentally friendly. 

Erosion: Please keep boats off of the beach grass.  The beach grass is our only protection from erosion!  Boats can be tied to the moorings on the beach. 

Paddle Courts: Please do not store things up against the paddle courts.  The paddle courts are a separate entity and are also undergoing some construction work. 

Volunteers: CYC runs on volunteerism and we are in need of volunteers this year across multiple areas, including patrolling the CYC races, serving as a parent-on-duty at the Sailing School, and assisting with the annual CYC Regatta. Learn more in the Volunteer section. 

Social Media: Have a cute photo that you would like to share?  Send them to our Instagram handler, Amber Caggiano (

Have a great week!

Tracy Dart, Commodore



Some of our Opti sailors participated in the annual Stage Harbor regatta this week and did very well!


Saywer Hemingway: 3rd place Green Fleet & Sportsmanship Award

Sam Bartlett: 2nd place Red Fleet & 2nd Place overall

Millie DiRocco: 1st Place Blue Fleet & 4th overall

Lucas Proia: 3rd place Blue Fleet & 7th overall.

What a great way to start the season!

We are in need of parent volunteers for a few spots:


Parent on Duty:  Whistle while you work!   It's a great way to see what happens at the clubhouse and see your child sail. There are simple tasks that help us to stay organized and tidy.  

Race Day Refreshments:  Race Day volunteer needs include refreshments: Bringing and serving snacks after races. 

Please see the Volunteer page to get started.  If you have any volunteer questions, please contact fellow parents : Alicia Downs at 917-623-3819 or Sarah Lipson 646-283-4209.

Please reach out to me or your child’s instructor if you have any questions. Let’s go sailing!

Schuyler                                                                                                     Top

Please see the  Sailing School  page for detailed information on:

Parking and Drop-Off Guidelines

What to Bring to Sailing School

Weekly Schedule     

CYC Sailing School Intructors


CYC has a tradition of the CYC has a tradition of powerboat patrol which keep our sailors (children and adult) safe while racing, and we thank those who volunteer year after year.

If your child or children race in the CYC races on a regular or semi-regular basis, we need you to please volunteer a few times this summer to serve as the driver of or a passenger on a patrol boat.  It doesn’t matter if you have a boat or not, as we have the CYC powerboats for use, and it doesn’t matter if you’re comfortable on a boat or not, as we can teach you.  In addition to helping to keep our kids safe, serving on a patrol boat is a great way to see your kids sail up-close.  

Following is the racing schedule so you can have a sense for the time commitment involved:

Tuesdays: Two races, 1:00pm – 4:00pm (approximately)

Wednesdays: One race, 2:00pm – 4:00pm (approximately)

Saturdays: Two races, 1:00pm – 4:00pm (approximately)

Chatham Regatta (August 3 – 4): 9:00am – 12:00pm (Saturday and Sunday) and 1:00pm – 4:00pm (Saturday only)

To assure you, patrolling is straightforward and does not require experience.  Quite simply, we need to make sure all the boats that go out for a race return to shore.  If you have any questions or concerns about patrolling, please contact Mike Szymanski at any time (cell: 201-320-3270 or e-mail: or Andrew Caggiano  (cell: 781-690-4711 or e-mail:

Thank you!

ADULT SAILING - Spots are available!

Do you watch others sail and wish you could join them? CYC offers Adult Sailing classes both for beginners and for those who want to learn how to race. Join Adult Sailing on Monday afternoons and/or Saturday mornings. It is a great way to get to know other members better and to get out on the water. Monday classes are taught by other adults while Saturday classes are taught by our junior instructors. People are welcome to sign up for either or both if they would like extra practice. Registration is now active on the website. Inquire about child (or pet) care options available during Monday classes again this summer.

Questions? Please contact GwenShipley (


New Members! 

Welcome aboard!!

Please see the membership directory for more details. 

Dana and Peter Agnes

Summer Address: North Chatham

Winter City: Weston, MA

Ace (14), Kaden (16), and Will (16) will be in Helmsman

Laura and Rick  Barnard

Summer Address: Chatham
Winter City: Naples, FL

Laura and Rick joined CYC on Wednesday! They are new to the area and looking forward to sailing on the bay. 

Molly and Matthew Bechtel

Summer Address: Chatham

Winter City: Wellesley, MA

Caroline (7) will be in Crew class.

Jean Claflin

Summer Address:  Harwich

Winter City: Lynnfield, MA

Jean is a long-time sailor and will be racing her Sunfish at CYC.

Michele and Bruce Clifford

Year-Round Address: Chatham

Bruce and Michele are looking forward to volunteering and connecting with CYC members.

Matthew Coursen

Summer Address: North Chatham

Winter City: Bethesda, MD

Matthew has two children who may participate in sailing school in the future.

Neal Donovan

Year-Round Address: Harwich, MA

Neal is renewing his CYC membership and hopes to get back to racing again.

Catherine Flattmann

Summer Address: Chatham

Winter City: New York, NY

Daisy (14) will be in Helmsman.

Allison and Peter Hughan

Summer Address:S. Yarmouth

Winter City: Norwell, MA

John (13) will be in Helmsman.

Elizabeth and Joseph McKneely

Summer Address: Chatham

Winter City: Concord, MA

Jack (8) and Evie (8) will be in Crew class.

Dana and Blake Murphy

Summer Address: Chatham, MA

Winter City: Hingham, MA

Connor (7) will be in Crew class.

Courtney and Aaron Polhemus

Summer Address: E. Orleans

Winter City: Stowe VT

Katherine (10) will be in Sunfish and Will (7) will be in Crew class.

Alison and Tom Samph

Year-Round Address: Chatham MA

Tom and Alison are long-time sailors and would like to get back into racing.

Allison and Vaughn Schill

Summer Address: Chatham

Winter City: Radnor, PA

Mason (11) may sail with CYC in the future.

Marisa Wechsler

Summer Address: Chatham

Winter City: Chevy Chase, MD

Kai (7) will be in Crew class.



July 12th: Commodore’s Cocktails (5:30 PM)

July 17th: Women's Luncheon (11:30 AM)

July 19th: Sailing School Picnic (5:30 PM)

July 21st: CYC Beach Day

July 23: Ladies Beach Happy Hour (tentative)

July 29th : CYC Evening Sail & Raft-Up (tentative) (6:00 PM)

August (DATE TBD): CYC Sailing School Karaoke Night (5:30 PM)

August 2nd : CYC Regatta Dinner & Gala

August 3th & 4th : CYC Regatta

August 11th : CYC Beach Day

August 16th : Last Hurrah Cocktails (6:00 PM)

August 17th Closing Meeting & Awards (3:00 PM)

August 18th: Clubhouse Closing

The CYC Social Committee is ecstatic about the 2024 season & all the wonderful, fun-filled events for our families. We rely on volunteers to make all these events happen, so please consider helping out! You can sign up for most of these events on the CYC website, but please contact us with any questions! Looking forward to seeing everyone and having another amazing summer with our CYC family!!

Jennifer Gilmartin ( &

Amber Caggiano (

Chatham Yacht Club Membership Committee is looking for individuals, couples, and families who would be interested in mentoring new families this summer! This is a fun way to get involved and help make our newest members feel welcome. If you can help, please email Thank you!

Watch for an evite coming to your email inbox with details on the Commodore's Cocktail party on July 12th and with a link to sign up for your contribution to the evening. 

RSVP for the Women's Luncheon on July 17th at Eastward Ho!

Space is limited.




We need your help.

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 also a great way to get to know old and new CYC members.

Thank you to everyone who has signed up or volunteered their time so far in all capacities!  Just a reminder for those with children in sailing school, please sign up for one or more parent on duty, one or more race snack and one or more regatta item per sailing school student.

The volunteer scheduling program called Volunteer Scheduler Pro allows for volunteers to easily sign up, find substitutes and receive reminders!

Begin by enrolling to volunteer HERE

Make sure to select all Jobs you qualify for (ie, parent on duty, race patrol, regatta, etc or you may not see all the appropriate sign up slots)

A quick tutorial on Volunteer Scheduler Pro is available HERE

The mobile app is available on the app store. Questions can be directed to Alicia Downs at 917-623-3819 or Sarah Lipson 646-283-4209.



The CYC clubhouse honor shop, featuring CYC accessories, is open during sailing school hours! We're excited to bring back CYC favorites, including the CYC line of Smathers & Branson accessories, in addition to new items: acrylic CYC car burgees, ramblers, sports bags, new water bottles, lunch totes, and more. As always, you can visit our online CYC shops yearound to shop for custom CYC apparel at Eliza B and Team One Newport.


For the full collection of CYC apparel—including classic polos, tech tees, tech polos, sweatshirts, fleeces, quarter zips, hats, visors, sandals as well as outdoor Patagonia and Helly Hansen apparel—be sure to visit the online CYC club stores (open year-round) at Team One Newport and Eliza B Leather Man. The direct links to these CYC club stores are available on the CYC website’s gear page.

For any questions, feel free to reach CYC parent and gear volunteer Liz Kintz at                                                        Top

CYC 2024 Regatta Gear is now available for pre-order!



July 4th Races

SW 15-18 with gusts to 20+ - thanks to the stellar Patrol Boat fleet

Racing Photo Gallery 

Beetle Cat - 5 boats

1. 76 Ted and Melissa Dickson

2. E6 Carolyn Paczkowska and Lucy Grant

3. 6 Tommy and Olivia Syzmanski

Opti - 5 boats

1. Sam Bartlett

2. Lucas Proia

3. Sawyer Hemingway (green)

420 - 6 boats

1. Ryan and Katelyn McGauley

2. Cody and Tucker Lamoreux

3. Julia Scipione and Ada Hubbell

Sunfish - 9 sunfish

1. George McHorney

2. Kevin Byler

C-14 - 3 boats

1. Katy Sherer and Emily Sherer and Karen Taylor

2. John Maggione and Cara Maggione


CYC is hosting the Day Sailer North American Championships in July!

Day Sailer Fleet 34 Chatham YC, Fleet 15 Orleans YC, Fleet 18 Stage Harbor YC, and Pleasant Bay Community Boating will be hosting the Day Sailer North American Championships July 22-27 on Pleasant Bay on Cape Cod in Massachusetts. This will be the 4th DSNACs hosted on this beautiful body of water – we previously hosted very successful regattas in 1979, 1985, and 2015.

Boats will be weighed and measured at Monomoy Middle School, launched at Ryder’s Cove and towed to CYC on Monday, July 22 and Tuesday, July 23. The Junior Championship will be sailed on Wednesday, July 24 (for this event Junior means the skipper and is defined as 26 and under). The actual Championship regatta will be sailed July 25 - July 27 (finishing at lunch on the 27th).

This event is being planned to have a minimal impact on CYC’s daily schedule. Most of the CYC volunteers helping to run the event will be families who own Day Sailers. We would welcome anyone else who would like to help with breakfast or lunch or weighing and measuring, or towing, or patrolling, or ferrying sailors to and from their boats, etc. Please contact Ted Dickson if you would like to help on or off the water.

Calling all Beetle Cat sailors!

Mark your calendars for Saturday and Sunday, August 10 & 11, 2024, as our neighbor Wianno Yacht Club (Osterville, MA) is hosting the annual Leo J. Telesmanick Championship this summer. This is a great way to connect with other Beetle Cat sailors in the New England region. Launching is easy (right at the club), moorings are available (also at the club) and trailer storage is a stone's throw away. Saturday evening NEBCBA (New England Beetle Cat Boat Association) will hold its annual meeting, followed by a clambake dinner. For further questions, please contact Cathy Taylor @

CYC sailing programs begin the week of June 24th, 2023.   I look forward to seeing you all on “our” Bay!

Cathy Taylor



Trophy Engraving & Return

We are asking trophy holders to return them to the Clubhouse early this season so they can be displayed for everyone to see!

Reminder - If you won one of the CYC Awards or Season Series trophies last year, you are responsible for getting your name engraved onto the trophy.

Try CCI Engraving at 474 Station Ave, South Yarmouth - take old Exit 8 and go South - it will be in a shopping area on the left (across the parking lot from Marathon Sports). Their phone number is 508-398-4433. There is a one-time set-up charge of $25 for each trophy, but once it is in his system the same trophy can be engraved each year without that additional charge.

Thank you! 

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, Ryder's Cove or in Round Cove. Please pay attention to any permitting needs for launching any boat.

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! (If you have purchased an Opti for your sailor and are depositing or removing your Opti for the season, these same Eastward Ho! requirements apply.

Thank you in advance for your cooperation!

CYC Parking

The 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 may be 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.


CYC Classifieds

If you have an item you wish to list, please send pertinent details to

CYC Scuttlebutt

News, gossip, famous alumni accomplishments?  Please send any submissions to


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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