Vintage 1986 Poster advertising the first Mayor's Cup Race

2022 36th Annual Mayor’s Cup Race date is Sunday, June 12, 2022.

Halloween YC’s Mayor’s Cup Race is a qualifying race for YRALIS Handicap Racing Trophies of 2022.

To register, please click here  and select Online Registration Form. 

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, on Sunday, June 12, in this Year of the Great Rebound, we will have a great race and then enjoy a big celebration for all participants.  Stamford’s new Mayor, Caroline Simmons, is expected to join us at the party.

Winners of classes and divisions are duly recognized during the award ceremony.

Sign up today at 2022 36th Annual Mayor’s Cup Race on Yacht Scoring.

2022 Registration

Click on  and select Online Registration Form

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,

2023  Annual Mayor’s Cup Race date is Sunday, June 11, 2023.

Mayor’s Cup 2022 Gallery

Race Photos

Party photos

Mayor’s Cup 2021 Gallery

(Photos courtesy of Rick Bannerot,