About the Fleet

With almost 30 boats, Fleet 5 is one of the most active one-design classes in Annapolis.  Our purpose is: to promote the continued enjoyment of Harbor 20 Class Yachts in fair, Corinthian, one-design racing, and in day sailing and other social activities; to promote friendship among owners and crews; and to support charities through fundraising and regatta participation.

In the Spring and Summer, our boats are raced in the competitive AYC Wednesday Night Race series, and through the winter months in the AYC Frostbite Series. In addition, the boats and owners participate in the H20 Fleet 5 Spring and Fall Championship Regattas which decide the Class Champion and selection to participate in the annual East-West Challenge Cup.  TheH20 East-West Challenge Cup includes sailors from Annapolis (Fleet 5), Hilton Head (Fleet 3), Charlotte Harbor, FL (Fleet 6), Santa Barbara (Fleet 4) and Newport Beach (Fleet 1) and the location rotates annually from west coast to east coast.  Fleet 5 hosted the 2017 East-West Challenge Cup in September with pictures of the spectacular event available on the Gallery page.  The Fleet also supports the Leukemia Cup, CRAB BYBG Regatta, and the Hospice Cup rounding out an active and challenging annual racing schedule.

Current News

(20 Jan 2018) ​Fleet 5 held its annual meeting on Saturday, January 20, at the home of John Heintz and Lynn Ohman. Fleet 5 elected officers for 2018, presented the Fleet Championship and 2017 high-point trophies, and charted the course for an exciting 2018.  With special guests Gary and Janice Jobson and Fleet 5's founding captain, Howard Brooks, in attendance, the fleet reflected on a wonderful year of sailing and charity support and established a robust schedule of sailing, charity support, education, and outreach for 2018.  Check out the Gallery for some great pictures of the presentation of the perpetual G. di Marzo Centennial Cup to 2017 fleet champions, Jim and Rachel Mead (Meadeor), and the inaugural award of the perpetual Howard A. Brooks High Point Championship Award for 2017 to Peter Trogdon and Margaret Podlich (Skimmer).

If you are interested in learning more about Harbor 20 Fleet 5 and how you can get in on the fun this year, please send a note to Communications@Harbor20Annapolis.org Thank you!