On the Water Activities

A club with a great heritage of sailing.

Mead Batchelor on Weatherly

From the classic Stars to an active PHRF and J/22 fleet plus a thriving Jr. Sailing program, Milford Yacht Club has been a sailor’s home for 125 years.

We are honored to have members who have participated in (and won) regattas around the world as well as at home.

MYC hosted a classic 12 meter regatta

On the Water Activities for 2022

  • Sign up for Race Committee for a day

Join the Race Committee boat one (or many) of our races. Learn flags, scoring, timing and have a great time on the water! (No prior experience necessary)

  • Dates:
    • June 7 – J22 Series
    • June 14 – J22 Series
    • June 21 – J22 Series
    • June 28 – J22 Series
    • July 27 – Opti Regatta
    • Aug 6 – Milford invitational for the Boardman Cup
    • Sep 25 – Last Chance Regatta
    • Oct 9 – Columbus Day Regatta

RSVP to fleetcaptain@milfordyachtclub.com    

  • Sign up for Crew Opportunities

Always wanted to race? Now’s your chance! Boats are always looking for Thursday night and weekend racing crew.  We’ll match you up! Inquire to fleetcaptain@milfordyachtclub.com   

  • Adult Learn to Sail Program

Want to find out what sailing is all about? Take our five session Learn to Sail program on our fleet of J22’s taught by our experienced member volunteers.

To learn more, click here.

  • Club Cruise

This year’s cruise begins at Pilot’s Point Marina in Westbrook, From there, the boats move to Stonington, then on to Greenport!

Charter a Sailboat!

  • J22 – charter for $40 a day, or sign up for a annual subscription at only $300. Lock in your boat to race on Thursday nights! These boats don’t have engines, so you’ll need to sail in and out of the harbor.
  • Cal 24 – “Phoenix” is a great day sailer. with outboard engine. Enjoy a day on the water with family and friends

First time charter, just fill out the attached form and return to fleetcaptain@milfordyachtclub.com. Returning skippers, just contact the Dock Office at 203-783-0065 to arrange a boat.


This annual event is a club highlight! We’ll have 75+ junior sailors from clubs along Long Island Sound competing on two courses in the Gulf. We are always looking for volunteers, both on land and on the water as Race Committee or on a mark boat. We’re also looking for mark boats, so if you have one and want to spend a day on the water, please reach out!

To volunteer, please contact fleetcaptain@milfordyachtclub.com

  • Documents
  • Challenge for the Boardman Cup Regatta – August 6

History of the Boardman: In 1986, “Swim Across the Sound” included a variety of events to raise money to fight cancer.  That year, MYC was approached to include the Milford Invitational Regatta as one of the events.

To add a new dimension to the race, what became the “Challenge for the Boardman Cup” was conceived by then Rear Commodore Ed Becker.  At the time, MYC purchased many of its trophies from the Boardman Silver Company in Meriden, Connecticut, whose generous owner was a member of MYC.  The magnificent trophy, which is approximately three feet tall, was the result of the collaboration between the MYC and the company.  

The Boardman Cup was first introduced and awarded at the Milford Invitational Regatta in 1986 and was presented after the race by then Lt. Governor William O’Neil, who would be elected Governor three months later.

The Cup is awarded each year to the Club whose top three finishing spinnaker boats total the lowest score based on their class finishes.

Milford Yacht Club has won the club competition 27 out of the 36 years since its introduction.  Windjammer’s Sailing Club has won it six times and Duck Island Yacht Club has won it once.  Only once since the introduction of the Boardman Cup has the early-August race been abandoned due to insufficient wind.

  • Last Chance Regatta – September 25
  • Columbus Day Regatta – October 9
    • NOR
    • SI

Other Fleets

  • Frostbite Fleet

The Milford Frostbite Association is a winter sailing fleet under the wing of the Milford Yacht Club, CT. They sail 9′ Dyer Dhows in two Winter sessions. The first half runs from the 1st weekend in November to early Jan. The second half begins in January and ends mid March.

The fleet welcomes both new & old salts to sail, and on any given week there is a boat available to trial sail, and when you make up your mind to join this esteemed fleet, there are quality boats available for purchase.

Please contact our Fleet Captain, Ed Becker at ebecker@optonline.com   

  • Junior Sailing

It is the mission of the Milford Yacht Club Junior Sailing Program to encourage junior sailors to experience the joy of recreation and/or competitive sailing and to teach the essential elements of performance boat handling, seamanship and racing.  The program strives to instill in our junior sailors self-esteem, a realization of the value of teamwork and the respect of the sea.  The success of our program will not be measured in races won, but in the legacy of the love of the sport.

Click here to learn more.