In Our Community—

Gold Star Sailing Regatta Brings Community Involvement

Recipient of the First Jim Webb Sailing Scholarship Fund


Named after multi-generational member and past Commodore of Jackson Park Yacht Club (“JPYC”), the Jimmy Webb Youth Sailing Fund provides scholarships for sailing lessons to youth in need.
Kim Webb (right) and the first Jimmy Webb scholarship participant, Gabby Wright, and her mother Joanie Wright along with Commodore Karen Harris.
Jimmy Webb’s lifelong love of sailing started as a child when his family were members at JPYC. This fund, named in his honor, provides the opportunity for the next generation of sailors to learn and enjoy the sport of sailing and safety equipment.
Donations to the fund is used to provide scholarships for children’s sailing lessons to train instructors and to purchase sailing and safety equipment.

Present configuration

The Gold Star Regatta is a fundraiser sailing race created by JPYC member, Marlon Harvey, founder of the Chicago Police Sailing Association, to help support surviving family members of Chicago Police Officers that were killed in the line of duty. 2017 was the first year for the Gold Star Regatta. The race was hosted by Jackson Park Yacht Club and benefits the Chicago Police Memorial Foundation, the Brotherhood for the Fallen and the 100 Club of Chicago. JPYC is proud to sponsor the Gold Star Regatta as a way for Chicago’s sailing community to honor and support our Chicago’s fallen police officers and their families that have suffered the ultimate sacrifice.


Proposed configuration by Past Commodore Jimmy Webb

JPYC Meets With Jackson Park Re-Development of Local Golf Course / Proposed Jackson Park Inner & Outer Harbor

Chicago Junior Race Week

Sponsored by


CHICAGO, IL 41.46.50 | 87.34.42



Kim Webb (right) and the first Jimmy Webb scholarship participant, Gabby Wright, and her mother Joanie Wright along with Commodore Karen Harris.


Jackson Park Yacht Club
Promotes Sailing and Boating Education in Hyde Park
4th of July Parade



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Chicago, Illinois 60649

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Ship 5212 turns up to clean up 63rd Street Beach! And clean up we did! 1st Mate Candace made us clean every square inch of that beach filling buckets with plastic, metal and glass trash! GREAT JOB SCOUTS!!

Special thanks to The Great Lakes Alliance and the Shedd Aquarium for organizing this event!

Sea Scouts Clean 63rd Beach

2017 was the inaugural year for the Chicago Junior Race Week (CJRW). JPYC, in collaboration with Chicago Yacht Club, Burnham Park Yacht Club, Columbia Yacht Club and Corinthian Yacht Club, organized CJRW which was also sponsored by Harken. 125 boats, from Illinois, Wisconsin, Michigan, Colorado, Maryland and St. Thomas, entered the 3-day regatta which included a distance race, called the “Mini Mac” and buoy races for all levels. JPYC hosted the Green/Beginner fleet in its harbor. This annual event is expected to grow and become one of the premium junior racing events in the Midwest.

JPYC’s Bridge, Board and members have been actively meeting with officials from the Obama Foundation and other groups involved in the development of the Obama Presidential Center and the re-development of the Jackson Park golf course. In particular, JPYC presented a proposal to redesign Jackson Park Inner and Outer harbors as part of the redevelopment in order to provide boaters with greater access to these harbors. The proposal, which was conceived of by former Commodore Jimmy Webb, was well-received by community groups.

With two floats with themes based on Disney’s “Moana”, an little girl’s sailing adventure, and “Ships Ahoy”, JPYC proudly marched in the annual Hyde Park 4th of July Parade. In addition to having a good time, JPYC distributed brochures to the crowd about its sailing lessons and encouraged the community to become active in boating and enjoying Chicago’s beautiful lakefront.


Two Full Lockers with Life Jackets
Available for All Children and Adults