Chatham Yacht Club

Teaching Love of Sailing on Pleasant Bay Since 1921


Summer 2024

Join Us!


Saturday, June 29th

3 PM


Monday, June 24th

If you have a dinghy stored on the CYC grounds, it would be greatly appreciated if you can move them to the beach.  This allows us the ability to prepare the grounds and clubhouse for opening.  Thank you!

The clubhouse will not officially be opened this weekend, however the water is on, the 'pink key' in it's location and the bathrooms are accessible. 

Spinsheet -Pre Season 2024

Happy Memorial Day!  The  2024 Chatham Yacht Club season is finally upon us and we are all looking forward to another spectacular season on the Bay.

Please note that the Clubhouse will not be opening this weekend.  Our clubhouse opening will be SATURDAY, June 15th. All hands on deck! 

It’s only a few weeks before we can begin to gather and sail together. Once again, we have a fun and action-packed schedule for the coming months.

Thanks to our House and Grounds Chair, Bart Wesp,  the Clubhouse received a new awning this week and many thanks to member Jim O'Sullivan for refinishing our clubhouse floors during the off-season. 

Sailing School begins on June 24 and will continue through August 16. Races begin that same week and will follow the same schedule as past summers. Please see the updates below from the Sailing School and the Racing Corner for more details. Our Opening Meeting will be held at 3:00pm on June 29 following the Saturday races and will be held in-person outside the Clubhouse with a Zoom option as well. Other important dates for social events, the CYC Regatta, beach days, and other activities can be found in the calendar below.

We are thrilled with the team that will be managing the Sailing School program this coming season.  We have our returning superstar team of Schuyler Bartlett leadingthe Sailing School as Program Director, and Ryan McGauley as the 420 Race Team Head Coach.  Our talented  returning and new staff members will fill out the other important positions. We are offering two sessions of a combined Sailing School Open House and New Member Coffee on the mornings of June 27 and June 28. If you’re new to CYC or have children in the Sailing School, please plan to join us on one of the mornings to learn about everything happening at CYC this summer.

There are many other exciting developments at CYC. Led by Gwen Shipley, the highly popular Adult Sailing program returns with options on Mondays and Saturdays, offering more opportunities to participate.

Thanks to the work of Liz Kintz and Courtney Bishop, CYC once again has a fantastic gear store to get everything and anything you could want for CYC merchandise. Led by Alicia Downs and Sarah Lipson, CYC has expanded the number of ways you can volunteer and get involved at the Club. Finally, we have a number of fun social events planned for the summer thanks to our amazing Social Committee. Please see below for details on all these topics.

We hope to see you at the Clubhouse soon!

The Flag Officers of the Chatham Yacht Club

Tracy Dart, Commodore

Bart Wesp, Vice Commodore

Gwen Shipley, Rear Commodore

Nick Proia, Treasurer

Carrie Spring, Secretary



First Day of Sailing School

    June 24th, 2024

Our staff is the foundation of our program. This year, we have a mixture of returning and new staff. The 2024 instructors are racing enthusiasts, sportsmanlike competitors, and passionate teachers. They are a truly inspirational group for younger sailors to learn from.

We are so lucky to have our 420 Race Coach, Ryan McGauley return to CYC. Ryan is a highly accomplished sailor and has just completed his freshman year at BC, sailing on the Boston College Sailing Team. He has sailed for Team USA in Optimists as well. With knowledge of both skippering and crewing, fleet racing, and team racing, we could not ask for a more versatile and impressive teacher.

Tucker Lamoreux will lead our Helmsman 420 class with help from Chad Bartlett. These two instructors worked together last summer and will continue to inspire their students to love racing as much as they do.

Cailyn Murphy and Cody Lamoreux will be the Opti Co-Race Coaches and lead our Advanced Opti Class. These sailors dominated Cape Cod Opti regattas when they were Opti sailors, and they are eager to now be on the teaching side of things. They led these classes last summer to great success and are eager to return with even more knowledge. Joining Cailyn and Cody in the Advanced Opti classes will be CYC instructor Brooke Bartlett.

Julia Scipione will lead our Intermediate Opti Class with help from instructor Max Wesp. Both instructors have taught in Optis for a few summers and have ample knowledge to pass on. Amelia Gassner and Sarah Lenox will lead our Opti Beginner Class with instructor Sophie Dart. Amelia and Sarah have the patience, enthusiasm, and kindness it takes to run this essential curriculum. Our Opti students are lucky to benefit from the expertise of our outstanding coaches!

Catherine Dickson is the enthusiastic leader of our Crew Class. This beginner class sails in borrowed Beetle Cats, generously donated by CYC members. Catherine has been teaching Crew for many summers, and the students adore her. Her creativity and ability to connect with all students make her perfect for this role. The students will also receive individual attention and feedback from our fantastic junior instructors: Rosie Benson, Henry Bishop, Jamie Eslick, Harrison Kintz, Jessica Scipione, Alex Wesp.

Our growing Recreational Program, which sails in Sunfish, will be run by Julia Szymanski and Coco FitzMaurice. These instructors have worked with Sunfish for many summers and are extremely skilled in creating exciting lesson plans fit for all levels of sailors. They will no doubt excel in encouraging the learning of sailing in a non-racing environment.

Finally, our classes would not be complete without the help of our Substitute Instructors: Sam Bartlett, Eli Gertsberg and Ada Hubbell.

Our Summer 2024 staff will build on CYC’s reputation as a yacht club valuing sportsmanship, competition, and learning. Every student has a place in our program. We hope that they will leave sailing school each day having learned something.

As program director, my goal is to foster a safe, fun, and inclusive environment for every sailor. I hope to encourage learning, growth, sportsmanship, and friendship. Let’s go sailing!

-Schuyler Bartlett

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

Weekly Schedule

Parking and Drop-Off Guidelines

What to Bring to Sailing School

Pickup from Sailing School



Racing at CYC - Summer 2024 - The First Race is Tuesday, June 25

Happy summer to everyone!  

Welcome back to some of the most active one-design racing in the United States. Sailors compete each week for pennants, and their performance over the entire summer can lead to their winning the season series (and adding their name to one of our trophies). You do not have to own a sailboat or motor boat to participate. Often sailors and patrol boaters need people to crew with them. Students in the Sailing School can ask the instructors if they have interest. The CYC Season Series document contains the key information that you need, but here is a summary of the main points.

The CYC Season Series document contains the key information that you need which will be posted on the website soon.  In the meantime, 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.   

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 – open to any CYC sailor - in which all skippers must be under the age of 16 – begin at 2:00pm with starts for 420s, Sunfish, Optimists, and Beetle Cats.  

NOTE: We will have someone at the July 10 races to help explain to the spectators how the races are run.

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!

NOTE: We will have someone at the July 11 races to help explain to the spectators how the races are run.

The Saturday schedule has been modified for this year - reflecting the members desire to have two races but to not be at CYC too long. Just like Tuesdays, we begin racing at 1 pm and will run a second race immediately following the first. Both races will count for the same Saturday series.

We also plan to have a series for the Adult Beginner class as a C-14 Green Fleet.

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. We also plan to have a series for the Adult Beginner class as a C-14 Green Fleet.

 The Sailing Instructions will be posted them on the website (and shared in a Spin Sheet) as soon as they have been updated.Please reach out to us with any questions!

Ted Dickson


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!


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 (


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





June 17: Sailing School Staff WORK WEEK

June 20th: Kickoff Luncheon


June 27th : New Member Coffee/ Sailing School Open House (9:30 AM)

June 28th : New Member Coffee/ Sailing School Open House (9:30 AM)

June 29th: 1st Saturday Race 1300 and OPENING MEETING 1500

July 1st: 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 12th : Commodore’s Cocktails (6:00 PM)

July 17th: Mid Summer Luncheon

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

Gentle reminder to RSVP to the Kick-Off Luncheon if you have plans to attend! Ann Sampson has graciously offered to host and it’s sure to be a beautiful event to start the season.


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 (



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 those who have volunteered this season already! 

Members with sailing school participants should sign up for at least one Parent on Duty slot  per child enrolled in Sailing School, two race day slots (refreshments, patrol, dock committee, or race scoring), and at least one Regatta donation and one social slot per child in Sailing School.

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.


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!



Happy nearly summer from the CYC Gear Shop! 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 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 Scuttlebutt

"Emily Taylor (4th from right) - past CYC Sailing Master (early 2000's) - received the national "Program Director of the Year" award from US Sailing, at their annual symposium in Savannah, Georgia. For the past fifteen years, Emily has worked tirelessly at Nantucket Community Sailing to grow the programs, and was recognized for her hard work. After her program director position at CYC, she took the position on Nantucket, where she met her future husband, Dartmouth College Sailing coach Justin Assad. Justin also runs all of the sailing programs for Nantucket Yacht Club. Justin and Emily share two daughters, Henley and Meris, and when not on Nantucket in the summer months, they reside in Hannover, NH. Emily is the daughter of long time CYC members Cathy Taylor and the late Jeff Taylor. Congratulations to Emily Taylor, who got her start at CYC!"


CYC Classifieds

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