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Chatham Yacht Club

TEACHING LOVE OF SAILING ON PLEASANT BAY SINCE 1921

Sailing School & Racing Calendar

To see additional CYC events, please use the calendar tab on the home menu.


Upcoming events

  • Kickoff Luncheon

    • 19 Jun 2026
    • 12:00 - 15:00
    • The Berdik Home, 150 Quanset Road, South Orleans
    • 26
    Register


    Kickoff Luncheon

    Friday, June 19th

    12:00 - 3:00

    Hosted by Jeanne & Dick Berdik

    150 Quanset Road, South Orleans

    Open to all adult members

    Rain or Shine!

    $38pp 



    Join fellow members for a kickoff luncheon hosted by the Berdiks at their home with wonderful garden and pond views in Orleans.

    Attendees will enjoy a delicious meal provided by Ring Bros, including beverages and dessert.

    Parking is limited; please carpool.

    An alternate option is to park at the South Orleans Post Office and carpool from there to the event.

    RSVP BY JUNE 15th!

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  • Clubhouse Opening

    • 21 Jun 2026
    • 09:30

    All hands on deck!  Meet at the clubhouse to open up the club and get her ready for the season.  Check your email or Spinsheet for details. 

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  • CYC Staff "Work Week"

    • 22 Jun 2026
    • 26 Jun 2026
    • CYC


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  • Commodore's Cocktails

    • 26 Jun 2026
    • 17:30
    • CYC Clubhouse

    Reconnect with your fellow adult CYC members.  Check the Spinsheet for additional details. 

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  • C420 New Englands

    • 27 Jun 2026
    • 28 Jun 2026

    C420 New Englands

    SMSA Website 

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  • Saturday Races Begin

    • 27 Jun 2026
    • 13:00


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  • Saturday Series Races

    • 27 Jun 2026
    • 22 Aug 2026
    • 9 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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  • Opening Meeting

    • 27 Jun 2026
    • 15:00
    • CYC

    The opening meeting will be an in person meeting at CYC following the Saturday race beginning at approximately 3:00.

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  • Sailing School Begins!

    • 29 Jun 2026
    • CYC

    Opening day of this year's sailing school season. 

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  • Tuesday Series Races

    • 30 Jun 2026
    • 18 Aug 2026
    • 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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  • Junior Race

    • 01 Jul 2026
    • 19 Aug 2026
    • 8 sessions

    On Wednesdays, the Junior Race begins at 2:00, after the sailing school race. Skippers must be under 16, but there is no age requirement for Crew. 

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  • Parade

    • 04 Jul 2026
    • 08:00
    • Chatham Village

    March in the parade!  Details to follow

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  • 4th of July Race

    • 04 Jul 2026
    • 14:00
    • CYC Clubhouse

    Annual 4th of July Race starts at 2:00 at CYC. 

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  • Strawberry Shortcake Social

    • 04 Jul 2026
    • 16:00
    • CYC

    Celebrate the Fourth with Strawberry Shortcake following the July 4th Race.

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  • West Dennis Invitational Regatta

    • 06 Jul 2026

    West Dennis Invitational Regatta

    SMSA Website 

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  • Stage Harbor Opti Regatta

    • 09 Jul 2026

    Stage Harbor Opti Regatta

    SMSA Website 

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  • New Bedford Jr. Regatta

    • 11 Jul 2026
    • 12 Jul 2026

    New Bedford Jr. Regatta 

    SMSA Website 

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  • Stone Horse Opti Regatta

    • 20 Jul 2026
    Stone Horse Opti Regatta


    SMSA Website 

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  • Coast Guard Auxiliary Class

    • 21 Jul 2026
    • 16:00
    • 22 Jul 2026
    • 19:00
    • CYC Clubhouse

    Earn your Boater Safety Certificate

    We have invited the COAST GUARD AUXILIARY again this summer to offer a chance to earn your Boater Safety Certificate.

    Class will run for 2 consecutive nights (Tuesday July 21 & Wednesday July 22nd from 4-7pm).

    Topics include Boating Law, Safety Equipment, Safe Operation and Navigation, Boating Emergencies, Trailering, Storing & Protecting your Boat, Sports and Boating.

    For more information and to register

    For those that can't make it, or prefer to obtain your certification earlier, there are great online courses that are informative and do fulfill the state requirements.

    "These online versions of our Boater Safety education courses are self-paced and the same course content you’d find in our classrooms."

    Boaters Ed Safety Course

    Interactive Boater Safety Course


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  • C420 Womens North Americans

    • 28 Jul 2026
    • 30 Jul 2026
    C420 Womens North Americans


    SMSA Website 

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  • GILL SMSA Regatta

    • 28 Jul 2026
    • 08:00
    • 30 Jul 2026
    • 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!

    SMSA Website


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  • Wianno Opti Regatta

    • 29 Jul 2026
    • 30 Jul 2026
    Wianno Opti Regatta


    SMSA Website 

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  • Commodore's Regatta Dinner

    • 31 Jul 2026
    • 17:30 - 21:00
    • CYC, Under the Tent!

    Join fellow CYC members for an evening or dinner, drinks and dancing under the tent at CYC. Details and registration information to follow.

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  • Chatham Regatta

    • 01 Aug 2026
    • 02 Aug 2026
    • Chatham Yacht Club

    The oldest free regatta on Pleasant Bay since 1921!

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  • CJ Buckley Regatta

    • 03 Aug 2026
    • 04 Aug 2026
    CJ Buckley Team Race Regatta, Rhode Island


    SMSA Website 

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  • Barnstable Green Fleet Opti Regatta

    • 03 Aug 2026
    Barnstable Green Fleet Opti Regatta - 2026 NOT YET CONFIRMED


    SMSA Website 

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  • Scituate Jr Regatta

    • 03 Aug 2026
    • 04 Aug 2026
    GP 420s and GP Optis


    SMSA Website 

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  • Hyannis Youth Invitational

    • 06 Aug 2026
    • 07 Aug 2026
    Hyannis Youth Invitational 420 & Optis


    SMSA Website 

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  • SMSA Team Race Champs - Durant Trophy

    • 10 Aug 2026
    • 11 Aug 2026

    SMSA Team Race Champs - Durant Trophy

    Hyannis YC

    SMSA Website

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  • Beverly Jr. Regatta

    • 12 Aug 2026
    • 13 Aug 2026

    Beverly Jr. Regatta - 420s, Grand Prix 


    SMSA Website

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  • Last Hurrah Cocktails

    • 21 Aug 2026
    • 17:30
    • CYC Clubhouse

    Join fellow adult CYC members for the last official CYC social event of the season.  

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  • Closing Meeting and Awards

    • 22 Aug 2026
    • 15:00 - 17:00

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

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  • Clubhouse Closing

    • 23 Aug 2026
    • 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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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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