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

(10 June 2017) ​The 25th Annual Annapolis Leukemia Cup Regatta took place on June 3: 26 Harbor 20s registered BEAT our goal of 25; 20 boats started at least one race – AMAZING;  $31,140 raised to date (more coming in) – BEAT our goal of $25K;    Annapolis Leukemia Cup Regatta set a record for the event with over $320K raised (and more coming in).

From our participation at the Governor’s reception in March through to the Regatta and surrounding celebrations this weekend, the Annapolis Harbor 20 community has been an inspiration and leader in supporting funding a cure for blood cancers. Thank you!

Crab26