Schooner Woodwind

Thank you for a great sailing season. See you in April 2025!

Latest Past Events

Greenbury Point – Towers to the Past

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis

For over the course of two world wars and well beyond, the people of Annapolis played golf next to and boated past America’s most top-secret military communication facility and didn’t have a clue they were living near our nation’s first line of defense. On our sunset sail, we will unravel the guarded government secrets that ... Read more

$75.25

History of Shipping in the Chesapeake Bay

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis

Ever since the colonists arrived here IN SHIPS, there has been shipping. Come discuss with us, the fascinating history and differences of early local maritime shipments and how drastically different things look today. History Monday Sunset Sails occur every Monday, May-September 22. Different topics and speakers vary throughout the season. Our bar includes a selection ... Read more

$75.25

Buffets, Bands and Beaches – Socializing on the Severn

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis

Bay Ridge Resort was developed in 1879 as a grand Victorian summer resort with a large frame hotel on the bluff near Tolly Point. Weekends were filled with USNA bands, lawn games, live animals, and frivolilties for those wealthy enough to come by ferry or rail. In the mid-1900s, Carr and Sparrow beaches were the ... Read more

$75.25
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