Schooner Woodwind

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

Little Captain

Little boy with sunglasses and orange life vest steering the shcooner

Our 6-year-old son’s first trip on a sailboat. He loved having his turn at the wheel. Photo by Victoria Caison of Owings, Maryland

Marriage Proposal Accepted

Young couple just getting engaged on the Woodwind

The sun and the sea can really make a new diamond ring sparkle. Nicole admires her new engagement ring moments after Fernando proposed to her at the helm on the next to last cruise of the 2014 season. Everyone on board was applauding. Photo by Gary Schonman of Rockville, Maryland

Marriage Proposal

Young couple just getting engaged on the Woodwind

It was the next to last cruise of the 2014 season. As we were taking in a beautiful afternoon on the Chesapeake, Fernando suddenly proposed to Nicole at the helm. Everyone turned, watched, and waited for her reaction. It was a moment to remember. Photo by Gary Schonman of Rockville, Maryland

A windy day

Man with American Flag behind him steering the schooner

My husband and I rode the Woodwind for our anniversary in July 2014. My husband took a turn steering on that windy day. I was afraid he was going to send us all out to sea, but he managed to keep us all aboard. Lots of fun! Photo by Susan Woodford of Fredericksburg, Virginia

Sailing at Sunset

Women with hair blowing in the breeze enjoying a sunny sail

My daughter relaxing and enjoying the breeze as we return to the dock after the race. Photo by Dennis Hardy of Manitowoc, Wi.

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