Willoughby Racers

The events listed below are Willoughby and BBSA racing-related events that have been entered into our calendar.  You can also open the Southern Chesapeake Bay regional race calendar, which includes our BBSA events, in PDF form: 2020 CBYRA Region IV (South).  The Willoughby Race Committee Schedule is shown here.

Upcoming events

    • Thursday, May 13, 2021
    • (EDT)
    • Willoughby Bay

    The Notice of Race and Sailing Instructions have been posted on the Documents page. 

    More series information can be found at the Willoughby Racers Homepage.

    To be scored, you need to sign up for a race committee date.  If you don't see your name on the Race Committee Schedule, then you have not signed up, and will not be scored.

    Please make sure you have renewed your PHRF Rating .

    • Saturday, May 15, 2021
    • 9:30 AM (EDT)
    • Chesapeake Bay off Buckroe Beach

    The Cape Henry Cup is a CBYRA-sanctioned event with points qualifying for their High Point standings and is a Race #2 in the Southern Bay Distance Racing Series.  This unique long distance race takes racers over both openings in the Chesapeake Bay Bridge-Tunnel.  Entry fee is WAIVED for all BBSA members!

    Register here using the button shown to the left.

    • Thursday, June 03, 2021
    • (EDT)
    • Sunday, June 06, 2021
    • (EDT)
    • Southern Bay

    Southern Bay Race Week, June 3-6, 2021

    • Saturday, June 26, 2021
    • (EDT)
    • Sunday, June 27, 2021
    • (EDT)
    • Lafayette River/Elizabeth River

    BBSA-NYCC Wolcott Memorial Regatta on June 26-27, 2021

    More details to come.  

    • Friday, July 16, 2021
    • 12:00 AM - 11:30 AM (EDT)
    • Lower Chesapeake Bay

    Note:  July 16, 2021 is the last day you can register for the 
    Leo Wardrup Memorial Cape Charles Cup regatta at the low rate of $115. 

    Register NOW!!!

    After today,

    • The price of registration goes up to $165 
    • Boat photos will not make it into the printed yearbook
    • All sizes of shirts may not be available 
    • Monday, August 09, 2021
    • 12:00 AM - 12:00 PM (EDT)
    • Chesapeake Bay - See NOR for course details

    Leo Wardrup Memorial Cape Charles Cup
    registration order update form.  

    Use this form to update your registration to add more regalia, such as shirts, hats, and bags.   You can update your order multiple times, but please contact the webmaster if you need to delete items from your order.  

    If you have not registered as a skipper for the LWMCCC, please do so first at:

    LWMCCC Registration 

    If you are a racing skipper who has already registered for the Leo Wardrup Memorial Cape Charles Cup, you can add to your regalia order here.  Please register here with the same skipper name and boat name, so we can connect your registration to your order.  All pre-orders will be delivered in the skipper's bag. 

    We will also be selling shirts, hats, dinner tickets, etc. at the door.  Anyone attending can buy at the door.  

    NOTE: If you have not registered your boat for the regatta, please go to:
    Leo Wardrup Memorial Cape Charles Cup

    • Monday, August 09, 2021
    • (EDT)
    • Friday, August 13, 2021
    • (EDT)
    • Lower Chesapeake Bay

    If you would like to crew on a boat participating in the Leo Wardrup Memorial Cape Charles Cup regatta, register here.  Everyone who registers will be listed on and in emails to skippers.  

    After you register, you can always remove your name if you change your mind or once you have found a boat.  Just click on the "Already Registered" link and cancel you registration.  

    For more details on the race, go to  

    For questions, send an email to:

    • Friday, August 13, 2021
    • 6:00 PM - 8:00 PM (EDT)
    • TBD

    The Leo Wardrup Memorial Cape Charles Cup regatta starts with the skippers meeting on Friday 13, August The location of the skippers meeting is still under negotiation, so look for updates on the BBSA website.  The event in our calendar will be updated with details.  

    Due to the gathering restrictions that may be in place by the Governors order for COVID-19, details regarding the Skippers' meeting will be published and e-mailed to all participants closer to the event.

    • Saturday, August 14, 2021
    • 10:00 AM (EDT)
    • Sunday, August 15, 2021
    • 4:00 PM (EDT)
    • Chesapeake Bay - See NOR for course details

    BBSA is proud to organize and present the
    18th Annual Leo Wardrup Memorial
    Cape Charles Cup Regatta (LWMCCC)

    The LWMCCC starts with the Skippers' Meeting on Friday August 13.  
    The racing happens on Sat-Sun, August 14-15, 2021.   Registration includes 1 skipper's bag, 1 regatta T-shirt, 1 regatta hat, and 4 Saturday night dinner tickets.

    • Notice of Race - last update 4/25/2021
      • Saturday's race will start off Little Creek / Ocean View and finish in Cape Charles
      • Sunday's race will start at Cape Charles and finish near Fort Monroe
    • Sailing Instructions (will be released in early August)
    • Schedule of Events (will be released in July)

    For more details and regular updates, go to: LWMCCC 
    Save this link to follow key dates:  LWMCCC_Dates

    NOTE: You can only register once.   If you need to update your regalia order after you register, go to:  Skipper Order Update

    • Saturday, August 28, 2021
    • 10:00 AM - 2:00 PM (EDT)
    • Lower Bay off Ocean View

    Hold this date for the annual BBSA Championship, where Little Creek Sailing Association competes against the Willoughby Racers for the Bold Mariner Cup

    • Saturday, September 25, 2021
    • 10:00 AM - 10:00 PM (EDT)
    • Starts off Little Creek Entrance

    BBSA's annual Neptune's Atlantic Regatta.

    More details to come.  

"Broad Bay Sailing Association" is a non-profit organization. Virginia Beach, VA 23454

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