Schooner Woodwind

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

Full Moonshine Sail

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

Sail with us on the Chesapeake Bay while the full moon rises on the horizon plus we have added a moonshine tasting from Pathfinder Farm and Distillery. Sample three, 2-oz cocktails made with their moonshine while sailing on a classic, 74-foot schooner. When finished with the sampling you may purchase your favorite cocktails (or beer ... Read more

$79.65

Greenbury Point – Towers to the Past

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

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

History of Shipping in the Chesapeake Bay

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

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

Buffets, Bands and Beaches – Socializing on the Severn

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

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

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

$75.25

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.  Ernie Halter will play acoustically while at anchor in a secluded cove. He will play for over an hour and after the performance we will set sail on the 74-foot, classic wooden schooner, Woodwind. Raise the sails, steer the ... Read more

$121.90

Full Moonshine Sail

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

Sail with us on the Chesapeake Bay while the full moon rises on the horizon plus we have added a moonshine tasting from Pathfinder Farm and Distillery. Sample three, 2-oz cocktails made with their moonshine while sailing on a classic, 74-foot schooner. When finished with the sampling you may purchase your favorite cocktails (or beer ... Read more

Sediment and the Chesapeake

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

Sediment is an important component of the Chesapeake Bay ecosystem. Often viewed as a pollutant due to its impact on water clarity and potential to settle on bottom dwelling flora and fauna, sediment also has positive aspects in the estuary. The talk will cover a range of sediment related topics focusing on sources (watershed, shore ... Read more

On the Horizon – Annapolis Landmarks Seen from the Water

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

Four iconic buildings and areas on the Annapolis waterfront and skyline will be discussed and their historical importance: the Maryland State House, the USNA Chapel, St. Mary's Church, and the Annapolis Harbor and waterfront. There's a reason the city retains its colonial appeal and charm and much of it is tied to these four. History ... Read more

The History of Annapolis – City on the Severn

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

Annapolis has a rich and fascinating history, from its founding in 1649 as "Providence," to the Golden Age of the 1760's and 70's, to serving as the first peacetime capital of the United States, to the founding of the U.S. Naval Academy, and onward to today. You’ll get an introduction to the city's past as ... Read more

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