Latest Past Events

Spring Sailboat Show

City Dock Annapolis

The Annapolis Spring Sailboat Show will include over 2,000 feet of floating docks accommodating over 80 new and brokerage sailboats, both mono and multi‑hull. In addition there will be equipment and accessory vendors on land surrounding Ego Alley.

Boat Maryland Week

Chesapeake Bay Annapolis

Welcome to Boat Maryland Week! This 10-day celebration highlights the beginning of Maryland’s boating season and the state’s deeply-rooted ties to maritime history. From April 26 – May 5, 2019, visitors can enjoy everything from events and festivals, to the latest in boating equipment to maritime art, celebrate the opening of boating season, the maritime [...]

Wednesday Night Sailboat Races

Annapolis Yacht Club 2 Compromise St, Annapolis

Woodwind and Woodwind II will be match racing every Wednesday night that there is an Annapolis Yacht Club (AYC) Race. Both boats will start on the AYC starting line at 6:45pm, and then race out to a slightly different race course, probably a little longer. During the race, passengers (“guest crew”) will be able to participate in helping [...]

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