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 is hosting the 2017 East-West Challenge Cup in September with planning well underway.  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

(12 AUG 2017) ​The remainder of August leading in to early September is a busy part of the Harbor 20 Annapolis Fleet's schedule. We have three more races left in the Wednesday Night Racing series (16, 23, and 30 AUG), two in the Friday Night Beer Can series (18 and 25 AUG), the CRAB BBY&G Charity Regatta on AUG 19, and the East-West Challenge on 8 - 10 SEP!

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