2026 Photo Contest

I had a wonderful time on the beer tasting sunset cruise aboard Woodwind. The perfect mix of relaxation and site seeing. The local guides were also helpful pointing out areas of interest along the way. I will be back! Photo by Alicia Miller of Columbus, OH

40 of my closest friends came together to celebrate my 50th birthday! Photo by Kristin Duggan of Annapolis, MD

Sunset on the bay Photo by Ronda Duckworth of Charlottesville, Virginia

The special cruise was great being on the Woodwind II with Mickey, Adam & Paul. We’ve got some nice strong winds where we were able to lean the boat over for speed bursts. Scenery were great from typical powered boats to some regatta races of smaller sail boats. Photo by John chang of Gaithersburg, Maryland

Doodle: boat on the water in front of the tower Photo by Sean McDermott of College Park, MD

A bear and his ale on a sunset sail. Photo by Jordan Spangler of Ellicott City, MD

A day on the bay Photo by Gregory Blakey of Baltimore, Maryland

Katie and Caroline Tucker steer the Woodwind II on Father’s Day 2026 in Annapolis, MD Photo by David Tucker of Olney, Maryland

Father’s Day kisses aboard Woodwinds Photo by Alexandra Brooks of Columbia, MD

Perfect way to spend Father’s Day Photo by Alexandra Brooks of Columbia, MD