Schooner Woodwind

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

Heading to the Harbor Sunset Sail

Schooner sailing by channel marker with Osprey nest and sunset behind it

I was sailing close to Woodwind I and II on a beautiful, breezy evening and just rounded the mark heading back to Annapolis Harbor while the sun was setting behind. Photo by Heather East of Annapolis, MD

Warm Summer Night

Man looking out over water at Schooner with Moon rising above it

Our grandson looking out at the woodwind II with the full moon rising….Wednesday night race…we won of course! Photo by MARY ERNST of Annapolis, Maryland

AJV/AFF

Bright yellow large sun shining over Annapolis and water

Took this picture on my girlfriend and my 5th anniversary. We absolutely loved being out on the water with some relaxing music and some locally-brewed beer. Perfect end to a perfect day. We can’t wait to go back. Photo by Andrew Fabian of Mount Laurel, New Jersey

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