Sailing
Pine Pond Yacht Club, founded in 1960, offers Sunfish sailing opportunities for all members of Gipsy Trail Club. A long established racing program takes place every Saturday at 1:00 p.m. from Memorial Day Weekend through Labor Day, with regattas consisting of races on a series of weekend days. Scores are recorded for each race and trophies for the season and for the regattas are awarded at the annual fall Flags ‘N Cups Dinner. Fun events, such as a parent/child sailing regatta on Father’s Day Weekend and Capture the Flag, are held during the summer.
 
Group sailing lessons for introduction to sailing safety and skills are planned for early in the season, and group instruction for children and youth may also be arranged. Individual instruction, provided by experienced member sailors, is available by appointment throughout the season, and group instruction for children and youth may also be arranged. Club owned boats are available for use by members without charge and members’ boats may be for sale from time to time.
 
Please click here to request sailing instruction.
Please click here for information about the Waterfront, including the Boathouse and Waterfront Rules.