Schooner Woodwind

Now Sailing for the 2026 Season — Book Your Cruise Today!

Learning to Navigate a Schooner

Women steering schooner with guidance from captain

Learning to steer this beautiful sailing vessel was an unexpected and amazing opportunity. Under the Captain’s watchful eye, I learned a few basics about navigation on the Bay. An experience I will never forget! Photo by Jeannie Goryl of Harrisburg, Pennsylvania

Captain AJ

Small boy with sunglasses and life vest smiling as he peaks through the wheel of the schooner

This photo was taken on my son’s 5th Birthday. We love the Schooner Woodwind cruises! Photo by Lisa French of Falls Church, Virginia

Sean

Man in white jacket and shorts standing on deck on a cloudy day

Sean Gibbons enjoys a day on the Chesapeake aboard Woodwind II. Photo by Sean Gibbons of Hampstead, Maryland

Jonathan Gibbons

Man in white shorts and sweater leaning back and relaxing on sail

Jonathan Gibbons aboard Woodwind II enjoying a day on the Chesapeake Son of Sean gibbons Photo by Sean Gibbons of Hampstead, Maryland

On deck

Beautiful wood deck of the schooner

Beautiful wood deck on the woodwind II Photo by Greggory Anderson of York, PA

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