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, MDFirst boat has sold out, we have opened a second boat. If you are part of a group be sure to put a note on your reservation so we can try to keep your group togetherJoin us for a festive cruise celebrating the 4th of July. We will depart from the Annapolis Waterfront Hotel dock ... 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
Lighthouses on the Chesapeake Bay
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDJohn Potvin retired in 2015 and started volunteering at the Thomas Point Shoal Lighthouse. He was appointed the Lighthouse Manager in 2020 and has been instrumental in the restoration of the lighthouse. He is a Certified Chesapeake Bay Storyteller and lives in Annapolis within site of the historic lighthouse. History Monday Sunset Sails occur every ... 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
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
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