Sailors Delight Cocktail Cruise
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDSail 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
America 250 – Annapolis and the Birth of the Republic
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDMichael 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, MDSail 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
The Animal that Built America – The Eastern Oyster
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDJesse 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
History of Greenbury Point
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDSue has been researching Annapolis history for the last 6+ years and is writing a book on the Historic Himes of Annapolis. Sue also co- founded Save Greenbury Point. History Monday Sunset Sails occur every Monday, May-September 21. Different topics and speakers vary throughout the season. Our bar includes a selection of Craft Beer, Wine ... Read more
Blue Angels Performance Cruise
Watch the Blue Angels perform their aerobatic flight demonstration during this special cruise. Depart from Annapolis at 11:30 am and return at 3:30 pm. Typically, we sail for a 2 hour cruise and then we anchor up front in the "spectator zone" for the best view of the performance, which usually happens around 2:00 pm. ... Read more
Acoustic Brunch Sail with Gareth Asher
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDAn 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
America 250 – Annapolis and the Birth of the Republic
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDMichael 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, MDThomas 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, MDJames 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