Sailing Season is Here. Join Us for a Sail!

Black Ankle Vineyards Dinner Cruise

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

Captain Jen fell in love with this winery's location, wine and people that work at Black Ankle Winery. Black Ankle Vineyards is the culmination of a long-time dream of founders Ed Boyce and Sarah O'Herron. They believe that the central Maryland Piedmont, sitting at the foothills of the Appalachian Mountains, has the right mix of ... Read more

$152.95

Acoustic Brunch Sail with Ernie Halter

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

An Intimate, Acoustic Show with, ERNIE HALTER aboard the Schooner Woodwind for a concert on a beautiful sailing boat, including a delicious breakfast wrap. We will only sell 30 tickets to this really special event! We do sail rain or shine. If the musicians cannot play due to the weather, but we can still sail- we will refund ... Read more

$129.95

The Last Days of the Schooner America Book Release Cruise

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

David Gendell's latest non-fiction book, "The Last Days of the Schooner America: A Lost Icon at the Annapolis Warship Factory" will be released in August 2024. The book reveals the extraordinary history of the iconic schooner and its unlikely but inextricable relation to the fast, focused rise of the Annapolis Yacht Yard as that facility ... Read more

Schooner Woodwind
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