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 recently completed 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 Annapolis's fascinating Revolutionary history ... 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 recently completed 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 Annapolis's fascinating Revolutionary history ... 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
Battle of the Severn
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDSteve 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, MDSail 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
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
Skipjacks Living Symbols of the Chesapeake Bay
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDSusan Schneider, raised in the historic seaport of Charleston, South Carolina, and formally trained in historic architecture, now volunteers in the maritime community, combining her passion for sailing with public education. She leads tours for several nonprofit organizations dedicated to preserving Maryland’s iconic skipjacks. In 2025, Susan spearheaded the return of skipjacks to the Annapolis ... Read more
Fireworks Cruise
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDJoin us for a festive cruise celebrating the 4th of July. We will depart from the Annapolis Waterfront Hotel dock at 6:30 pm for a sunset sail. We will then anchor close to the fireworks barge for the 9:15 pm fireworks display and return to the dock after the show. Advance online tickets required Tickets ... Read more