Vintage 1986 Poster advertising the first Mayor's Cup Race

2024  Annual Mayor’s Cup Race date is Sunday, June 9, 2024.

To register, or view race documents please click on

Few events better symbolize our bouncing back in 2022 than Stamford’s Mayor’s Cup Race.  This 36-year old regatta, like all of us, has been a victim of circumstances in recent years.  In 2019, it was abandoned during the first leg, when electrical problems disabled the mark boat.  (Yes, Moosehead.)  In 2020, it was Covid-canceled.  In 2021, there just wasn’t any wind.  But, Sunday, June 12, 2022 we finally had a great race and then enjoyed a big celebration for all participants.  Stamford’s new Mayor, Caroline Simmons, joined us at the party and presented awards to the winners during the award ceremony.

Halloween YC’s Mayor’s Cup Race is a qualifying race for YRALIS Handicap Racing Trophies.


Spinnaker  Non-spinnaker Catboats
First place Mischief, Eric & Maggie Deichmann * Kekoa, Luke Wakeman ** Malo, Mark Dam
Second place Roo, Gary Tarnoff Flo III, James Goodridge Scout, Noah Fouad
Third place Unplugged, Chris and Marc Malloy On the Mark II, Marc Luxemburg Cricket, Scott Jones

*   Mayor’s Cup winner

** City of Stamford Cup winner

To view detailed results, please click on

For further information, please contact [email protected]

Race video is posted on HYC and can be viewed on YouTube channel,

Race tracks recorded by RaceQs software is available on

2023 Photo Gallery

Race Photos

Award ceremony

2022 Notice of Race and Sailing Instructions

For 2022 Nor and SI please go to 2022 Mayor’s Cup event page on YachtScoring site to select appropriate document,,

2022 Results 

Published on Mayor’s Cup event page on YachScoring website,

2022 Photo Gallery

Mayor’s Cup 2021 Gallery

(Photos courtesy of Rick Bannerot,