Cruising Class

The Cruising Class at CPYC runs a full schedule of racing, cruising and social activities.

Handicap racing has been a fixture at CPYC for over 100 years.  Weekly racing and cruising occurs throughout the spring, summer and fall.  Our beautiful, well protected, deep water basin is one of the finest on the Sound!  Inquiries about joining should be directed to Fleet Captain, John Durkin. Email:

The 2023 CPYC Cruising Class Schedule

See the Notices of Race and Sailing Instructions for full details.  
Wednesday Night Series -- 16 consecutive Wednesday nights starting May 17 and ending Aug. 30.
Summer Series -- 8  Sunday afternoons:June 11 ;July 9, 16, 30; Aug. 6, 13, 20, 27.
Aunt Kate Cup & Uncle Dan Cup -- 3 summer holiday afternoons:  May 29, July 4 and September 4.
Navigator Series -- 5 Sunday races in a variety of formats  June 24, July 22, Sept 10, 17, 24

The Jackie Flournoy Cup (Women at the Helm) -- Sunday, Fathers' Day, June 18. 

Wednesday Night Series and Dinners

A relaxed race for after work fun with friends.  Racing is open to all yachts with a YRA of LIS PHRF Certificate, assuring a large fleet (35-45 boats on a summer Wednesday) and close competition.  Enjoy dinner and camaraderie afterward on CPYC's beautiful deck overlooking the sound.

Registration is required. Please visit to register.  

Wednesday Night Dinner Assignments

Summer Series on Sundays

Spinnaker, Double handed Spinnaker and non-spinnaker divisions compete on courses using both CPYC race marks and government buoys.  Rules are set to enable easy, short-handed sailing on courses with longer legs for non-spinnaker boats and double-handed spinnaker plus windward leeward courses for spinnaker boats.  More than one race depending on conditions is up to the determination of the PRO.

Navigators Series

A five-race series of two destination point-to-point races on June25 and July 23, with overnight destinations;  and three distance races on the first three Sundays after Labor Day. Daily prizes and season trophies will be awarded for the Navigators Series.

Aunt Kate and Uncle Dan Cup

One Race per day around the buoys on each of three summer holidays followed by the club-wide picnics on each day:  the Vice Commodore's Cup (Memorial Day), the Commodore's Cup (Independence Day) and the Rear Commodore's Cup (Labor Day).  The winners of the Aunt Kate (Spinnaker) and Uncle Dan (Non-Spinnaker) Divisions are required to regale the fleet with a poem about their exploits upon trophy presentation!  No poem No trophy.  

Jackie Flournoy Cup

Named for Jackie Flournoy -- of illustrious accomplishment on the race course and pre-eminent service to CPYC -- her eponymous Cup is a race of boats with women only at the helm.  Come honor Jackie and celebrate Fathers' Day on the race course, with refreshments and prizes following.  

Safety Program

Please Read Storm Policy

Cruisers Note


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