Chatham Yacht Club

Teaching Love of Sailing on Pleasant Bay Since 1921


Summer 2023

Join Us!


Saturday, July 1st

3 PM


Monday, June 26th

June 23, 2023

We hope you’re excited for the 102nd season of Chatham Yacht Club!  A big thank you to the CYC staff and volunteers who have been working very hard this week to open the Clubhouse, get the CYC fleet ready, and ensure the grounds are in good shape.

This Monday June 26 is the official start of the CYC season and in this Spinsheet are a lot of important updates that you’ll want to note to be prepared.  A few highlights:

Sailing School: The CYC Sailing School starts tomorrow so, if you haven’t completed a medical form for your child, please do so!

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.

Membership: We are seeking current members to serve as “mentors” to some fantastic new CYC families so please let us know if you’re interested!

Racing: We are continuing our traditional CYC racing schedule but we are adding races on Tuesday for participants in the Adult Sailing program. Please see below for more details.

There’s plenty more to read about including upcoming Social events, the summer Club calendar, and other topics. We look forward to seeing you at CYC and on the water soon!

Marshall Bartlett, Commodore


First Day of Sailing School

    June 26th, 2023

Welcome to or welcome back to CYC! The staff has been working hard this past week to get everything ready, and we are so excited to get the summer started! A few reminders before we begin:

  • Please be safe walking over the hill. Follow the crossing guards and always look both ways.
  • All sailors need life jackets, closed-toed shoes, sunscreen, a water bottle, and a snack if hungry!
  • Sailing school is held rain or shine with very small exceptions. Unless notified, sailing school is on!

Our morning classes run from 9:00-12:00 on Monday, Tuesday, and Friday. On Wednesday and Thursday we have our sailing school races, so please pack a lunch and stop by if you want to watch. Classes will end at 1:30 pm on those days. Please allow for some variability in our pick-up times. The sailors are responsible for putting away their own boats, so classes can run a little longer sometimes. 

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

Let’s go sailing!


If you have a child who will be in sailing school for the FIRST TIME, please fill out a medical form (link below). This includes both new families and younger siblings. If you have a returning child, we will keep the old one so you do not need to fill it out again. 

Medical Forms     

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



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 and child (or pet) care will be available during Monday classes again this summer.

New this year, student-only races! We will be holding separate races on Tuesdays for our adult sailing participants. And those students who race in our regular Saturday races will be scored separately. Our junior instructors will be available to crew and boats will be available to borrow.

Questions? Please contact GwenShipley (

Monday class: 2:00-4:30

Saturday session: 9:30-11:30


Adult Recreational Sailing and Activities

Interested in a sunset sail and cocktails, or a progressive sail around Pleasant Bay?  We are planning a few adult (or family) fun recreational sailing activities for the summer. Please contact Michelle deSilva if you’d like to help with ideas, planning or just show your support for getting out on the water in a beautiful place with great people!

Michelle deSilva, 816-377-2147,


Happy summer to everyone!  The Chatham Yacht Club racing season is almost upon us and we expect to continue to have some of the most active one-design racing in the US.  Sailors compete each week for pennants and their performance over the entire summer can lead to winning the season series (and adding their name to one of our trophies).  You do not have to own a sailboat or motorboat to participate.  Often sailors and patrol boaters need people to crew with them.  Students in the Sailing School can ask the instructors to help them find a way to participate. 

The CYC Season Series document contains the key information that you need which the following is a summary of the main points.

On Tuesdays, we begin racing at 1:00pm and run starts for 420s, Sunfish, Optimists, and Beetle Cats.  We run two starts for each class with each start being a different season series. The second Beetle Cat start is our Women's Series.   In addition, for the first time this season we will be holding a separate start just for participants in the Adult Sailing class who are learning to sail and race.  We know this will be a big success in continuing to build adult sailing participation at CYC! 

Even if you do not have one of these boats, you are welcome to come watch, help patrol, or help run the races.

On Wednesdays, the Sailing School race for that day's students begins approximately at 12:30pm.  The Junior Races – in which all skippers must be under the age of 16 – begin at 2:00pm with starts for 420s, Sunfish, Optimists, and Beetle Cats.  On Thursdays, the Sailing School race for that day's students begins approximately at 12:30pm.  Family members are welcome to come watch all these races!

The Saturday schedule, which was modified last year reflecting members’ desire to have two races, will follow the same format.  Just like Tuesdays, we begin racing at 1:00pm and will run a second race immediately following the first.  However, both races will count for the same Saturday series.  

Because we are running two races, we will NOT try to make up any races that are cancelled due to weather or other factors. On the first and last Saturday of the season we will only run one race because of the opening and closing meetings.  

On Saturdays, we run starts for C-14s, Lasers, 420s, Sunfish, Optimists, and Beetle Cats.

Please see the Racing page for all details, instructions and charts.

Marshall A. Bartlett



CYC has a tradition of the CYC has a tradition of powerboat patrol which keep our sailors 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 5 – 6): 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 Marshall Bartlett  (617-548-0507

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, permits may be required.

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 29th : New Member Coffee/ Sailing School Open House (9:30 am)

June 30th : New Member Coffee/ Sailing School Open House (9:30 am)

July 1st : Saturday Race (1:00 PM) & Opening Meeting (3:00 PM)

July 3rd : Optimist Race Team & 420 Race Team Parent Meetings (12:00 PM)

July 4th : Chatham Indpendence Day Parade/ 4th of July Race (2:00 PM) / Strawberry Shortcake Social (4:00 PM)

July 7th : Commodore’s Cocktails (6:00 PM)

July 21st: Sailing School Picnic (5:30 PM)

July 23rd : CYC Beach Day

July 28th : Mid Summer Luncheon

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

August 3rd : CYC Sailing School Karaoke Night (5:30 PM)

August 4th : CYC Regatta Dinner & Gala

August 5th & 6th : CYC Regatta

August 13th : CYC Beach Day

August 18th : Last Hurrah Cocktails (6:00 PM)

August 19th Closing Meeting & Awards (3:00 PM)

August 20th: Clubhouse Closing

The CYC Social Committee is ecstatic about the 2023 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 (



We need your help.

Don’t’ miss out on the many CYC membership opportunities the first official week of sailing school and beyond! 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.

You can start by enrolling to volunteer HERE

A quick tutorial on Volunteer Scheduler Pro is available HERE

The mobile app is available on the app store.

Thank you to those who have volunteered this season already! 

Any volunteer questions or ideas can be directed to Alicia Downs at 917-623-3819 or Sarah Lipson 646-283-4209.


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!


There are a few small yard work chores around the clubhouse that still need to be done. Anyone interested? Please contact Bart Wesp @

On Friday, June 16th Ginger Winslow and Amber Caggiano co-hosted the Kickoff Luncheon for CYC members. It was a gorgeous day at The Winslow Estate. We had 27 attendees that enjoyed catching up with one another and noshed on a delicious catered lunch by Casual Gourmet Centerville , 

A big thank you, to Ken and Ginger Winslow, for opening up their home and graciously hosting so many CYC members. It was a wonderful start to our summer!



The CYC clubhouse honor shop, featuring CYC accessories, will open the first day of sailing school, and will be open each day this summer 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 (including new CYC sweatpants and visors) 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 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.


New! Private and Semi-Private Rowing Lessons

Vintage Nautical Wood Boat Oars 3D model | CGTraderNew this summer! CYC sailor and junior instructor, Harrison Kintz, is offering private and semi-private rowing lessons for pre-sailors and young sailors (as well as sailor parents) on the club beach. The 45-minute lessons will introduce students to the basics of dinghy rowing—while building confidence around boats and the water. In addition to rowing instruction, lessons will teach students about the parts of a boat, rowboat safety, and simple knot tying. For more information, please contact Harrison Kintz at or text Harrison at 703-298-0818. Alternatively, feel free to contact CYC parent, Liz Kintz, at 703-258-9021 or

CYC Classifieds

Own your very own Haven 12.5!


  Great opportunity to own an apprentice built Haven cold molded 12.5.

Fully equipped and ready to sail. Had some extensive repair work done to it over the past few years. Located on Cape Cod. Please call Tony at 774-722-0012 for more details or to schedule a viewing. 

To view more details

Winner Optimist Racer for Sale!  


Scott Cahaly

Cell: 917-447-4868

Winner Optimist Racer  $2800

  • Black & gold racings spars
  • Racing sail (North Sails) with bag
  • Racing boards with travel bags
  • Bailers
  • All lines
  • Mast lock
  • 3 air bags
  • Wind indicator
  • Boat cover
  • Travel dolly
  • Stored inside
  • Condition = Excellent 

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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