Sailors Delight Cocktail Cruise

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

Sail away on a sunset sail. Enjoy appetizers, great cocktails (featuring Mount Gay Rum), wine and beer as you enjoy the scenery of the Chesapeake Bay.  A representative from Mount Gay Rum will join us for the sail. She will tell you stories of the one of the oldest rum producers and how it came ... Read more

$114.61

America 250 – Annapolis and the Birth of the Republic

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

Michael Bors is an Annapolis native, history enthusiast, and experienced sailor. He is currently earning his PhD in philosophy at the Catholic University of America. He also offers walking and boat tours through TourAnnapolis.com, a business he founded to share the beauty of Annapolis with the world. He looks forward to recounting the fascinating Revolutionary ... Read more

Mother’s Day Brunch Sail

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

Sail Mom away!  Guests can raise the sails, steer the boat, or just sit back and relax with a cold beverage. We sail past the Naval Academy and into the Chesapeake Bay. Fun for the whole family. Departing Annapolis Waterfront Hotel Dock at 11:00am and returning at 1:00pm. Maximum 30 guests on each sail. Includes ... Read more

$111.42

The Animal that Built America – The Eastern Oyster

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

Jesse Iliff is executive director of the Severn River Association. He grew up on the Severn River and knew early on he wanted to do whatever he could to protect and restore the river and the bay. A lawyer by training, Jesse began his career in conservation as a riverkeeper and became a scientist by ... Read more

Acoustic Brunch Sail with Gareth Asher

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

An Intimate, Acoustic Show with Memorial Day favorite, GARETH ASHER aboard the Schooner Woodwind for a concert on a beautiful sailing boat, including a light delicious breakfast burrito. 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 ... Read more

$120.33

America 250 – Annapolis and the Birth of the Republic

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

Michael Bors is an Annapolis native, history enthusiast, and experienced sailor. He is currently earning his PhD in philosophy at the Catholic University of America. He also offers walking and boat tours through TourAnnapolis.com, a business he founded to share the beauty of Annapolis with the world. He looks forward to recounting the fascinating Revolutionary ... Read more

The Life & Times of Chesapeake Bound (1763–1765)

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

Thomas Guay is the author of Chesapeake Bound, a historical novel set in the uneasy years just before the American Revolution. Set between 1763 and 1765, the novel follows indentured servants on a perilous voyage to America, where storms, sickness, betrayal, and even Barbary corsairs test their hopes for a better life—only to find themselves ... Read more

History of Watermen on the Chesapeake

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

James Ronayne is a sophomore at Cornell University, majoring in Environment and Sustainability with a focus on Environmental Law. He is an environmental photographer, conservationist, and storyteller. Ronayne’s photography is heavily influenced by the Chesapeake Bay and the watershed region. His photographs highlight the working men and women of the Bay and the environmental issues ... Read more

Battle of the Severn

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

Steve Carr attended the U.S. Naval Academy and rode his bicycle twice across the United States. He worked for fifteen years at the Grand Canyon, ran a successful political and environmental consulting company, and was in charge of state trails for the Maryland Department of Natural Resources before retiring. Steve has been a competitive sailor ... Read more

Father’s Day Brunch Sail

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

Sail Dad away!  Guests can raise the sails, steer the boat, or just sit back and relax with a cold beverage. We sail past the Naval Academy and into the Chesapeake Bay. Fun for the whole family. Departing Annapolis Waterfront Hotel Dock at 11:00am and returning at 1:00pm. Maximum 30 guests on each sail. Includes ... Read more

$111.42