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Chatham Yacht Club

TEACHING LOVE OF SAILING ON PLEASANT BAY SINCE 1921

RACING

Chatham yacht club RACING

 

CYC TO HOST THE 2025 & 2026 GILL TROPHY

July 29-31, 2025


 

2025 CYC ANNUAL REGATTA

The longest running FREE regatta on the Cape!


CYC REGATTA INFORMATION


Important CYC Race Dates

Tuesday June 24

1:00pm: First Series races of the 2025 season.
Saturday June 28

1:00pm: A single Series race followed by CYC Opening Meeting. Please note that all classes will start sequentially after 1:00pm with no second later start time.
Friday July 4

2:00pm: CYC July 4 Race.  Please note that all classes will start sequentially after 2:00pm due to the Chatham Independence Day Parade in the morning.  This will be a trophy race and not count toward a Series.
Saturday August 2 – Sunday August 3

Chatham Yacht Club Regatta  Members, please visit the Regatta Weekend Page for details.  Participants, please visit the Events page.
Saturday August 16 

1:00pm: A single final Series race followed by CYC Closing Meeting and Award Ceremony. Please note that all classes will start sequentially after 1:00pm with no second later start time.


Weekly Race Schedule 

The CYC race schedule this summer will be the same as last summer with Series races on Tuesday, Wednesday, and Saturday and Sailing School races on Wednesday and Thursday.

Tuesdays: Two races will be held with the first starting at 1:00pm. The races will count towards two separate Series. For the first time, we will have a separate start during both Series for participants in the Adult Sailing program.

Wednesday: Sailing School races start at 12:30pm. One Junior race will then begin at 2:00pm.

Thursday: Sailing School races will begin at 12:30pm.

Saturday: All classes will continue to have two races on Saturdays that will count towards a single Series for each class. As a reminder, there will only be one race on Saturday June 29 and Saturday August 17 in advance of the Opening and Closing Meetings, respectively.

Reach out to us anytime with questions or concerns. We look forward to a great 2025 season for Chatham Yacht Club!

Ted Dickson and Marshall Bartlett

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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!


Sailing School & Racing Series Calendar 

Upcoming events

  • Opti Race Team

    • 23 Jun 2025
    • 11 Aug 2025
    • 8 sessions

    This is  a calendar placeholder.  For more detailed information please see the Sailing School page. 

    Sailors in the Advanced Opti class are automatically part of this class, with no additional cost.

    The Opti Race Team class joins the Advanced Opti class once each week on Monday mornings. 



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  • Sunfish Rec (3x)

    • 23 Jun 2025
    • 14 Aug 2025
    • 24 sessions

    Sunfish Recreational Sailing Class - 3 x per week

    This is  a calendar placeholder.  For more detailed information please see the Sailing School page. 


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  • Adv Opti / ORT

    • 23 Jun 2025
    • 14 Aug 2025
    • 24 sessions

    Advanced Opti / Opti Race Team Sailing School Class 

    This is  a calendar placeholder.  For more detailed information please see the Sailing School page. 


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  • Beginner Opti

    • 23 Jun 2025
    • 14 Aug 2025
    • 24 sessions

    Beginner Opti is also known as "Opti B".

    This is  a calendar placeholder.  For more detailed information about this class please see the Sailing School page. 

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  • Intermediate Opti

    • 23 Jun 2025
    • 15 Aug 2025
    • 24 sessions

    Intermediate Opti, also known as "Opti I"

    This is a calendar place holder.  Please see the Sailing School page for more detailed information. 

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  • Crew Class

    • 23 Jun 2025
    • 15 Aug 2025
    • 24 sessions

    Crew Class 

    This is a calendar place holder.  For more detailed information please see the Sailing School page. 


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  • Sunfish Rec 2x (M/Th T/Th)

    • 23 Jun 2025
    • 14 Aug 2025
    • 24 sessions

    Sunfish Recreational Sailing Class - 2 x per week M/T T/TH

    This is  a calendar placeholder.  For more detailed information please see the Sailing School page. 

    Students who would like to sail in the Sunfish class in addition to another class can use this 2 day / week option. For example, If your child will also enroll in Helmsman they would join the Sunfish class on Mondays and Thursdays. 


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  • 420 Race Team

    • 23 Jun 2025
    • 15 Aug 2025
    • 24 sessions

    This is a calendar place holder.  For detailed information, please see the Sailing School page.

    The 420 Race Team meets on Monday, Thursday and Friday afternoons. Team Members hone racing techniques and learn advanced tactics in 420s. Sailors also learn and master team racing in 420's. The environment of the 420 Racing Team, while not without a focus of fun and entertainment, is more geared towards competitive racing and drills during each practice. 420 Racing Team sailors compete in team racing events against other Cape Cod yacht clubs, other SMSA 420 Race Teams, and are sometimes selected to represent CYC in various other Southern Massachusetts Sailing Association (SMSA) and United States Sailing Association (USSA) events.



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  • Adult Sailing

    • 23 Jun 2025
    • 11 Aug 2025
    • 8 sessions

    Adult Sailing -Mondays from 2-4:30PM

    This is a calendar place holder.  For more detailed information please see the Sailing School page. 


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  • Helmsman

    • 24 Jun 2025
    • 15 Aug 2025
    • 24 sessions

    Helmsman Class.
    This is a calendar placeholder.  Please see the Sailing School page for detailed information. 

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  • Tuesday Series Races

    • 24 Jun 2025
    • 12 Aug 2025
    • 8 sessions

    On Tuesdays, we begin racing at 1 pm 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, or help patrol or help run the races.

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  • Weds SS Race

    • 25 Jun 2025
    • 13 Aug 2025
    • 8 sessions

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

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  • Jr Series Weds Race

    • 25 Jun 2025
    • 13 Aug 2025
    • 8 sessions

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

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  • Thurs SS Race

    • 26 Jun 2025
    • 14 Aug 2025
    • 8 sessions

    On Thursdays, the Sailing School race for that day's students begins approximately at 12:30 pm.  Family members are welcome to come watch the races!

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  • Beginner Adult Sailing (Sat)

    • 28 Jun 2025
    • 16 Aug 2025
    • 8 sessions

    This is a calendar placeholder.  Please see the website for more detailed information.

    In addition to our Monday afternoon Adult Sailing class, we will offer a Saturday morning beginner class taught by our paid sailing school instructors (generally teenagers). The Saturday class will offer the same curriculum as the Monday class. 


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  • Saturday Series Races

    • 28 Jun 2025
    • 16 Aug 2025
    • 8 sessions

    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. Because we are running two races, we will NOT try to make up any races that are canceled due to weather (etc.).

    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.

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  • GILL SMSA Regatta

    • 30 Jul 2025
    • 08:00
    • 31 Jul 2025
    • 16:00
    • CYC

    CYC is hosting the 2025 and 2026 GILL Trophy for SMSA.  This is the SM Sailing Junior Women's Championship.   Volunteers welcome to assist hosting this event!


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  • Chatham Regatta

    • 02 Aug 2025
    • 03 Aug 2025
    • Chatham Yacht Club

    The oldest free regatta on Pleasant Bay since 1921!

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  • Closing Meeting and Awards

    • 16 Aug 2025
    • 15:00 - 17:00

    CYC Closing Meeting and Awards; All are welcome and encouraged to attend.

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  • Clubhouse Closing

    • 17 Aug 2025
    • CYC

    Join us and help put CYC to bed for the off season.  CYC runs on volunteers and we can not do this without your help.  See you then!

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Courtesy & 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 & 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.

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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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