Schooner Woodwind

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

“Tucked in for the night”

Schooner tucked in for the night at the dock

Following the successful evening sunset sail, the Woodwind has had another great day providing a wonderful experience to many. Photo by Cindy Palmer of Falls Church, VA

Sunset for two, please!

Schooner breezing through blue waters at sunset

First time on Schooner Woodwinds sailboat. Was in August 2017. Beautiful and informative trip for my boyfriend and I. Definitely will do it again. Photo by Stacey Yearicks of Morrisville, Pa

Hail Hail the gangs all here!

One of the schooners full of guests sailing away

Beautiful day for sailing with friends! This pic was taken on 4th of July weekend shortly after a Thunder storm had gone through the area. It was so much fun! Photo by Cheryl Zissa of Birdsboro, PA

First sail

Small girl with sailboat sundress captaining the helm with a smile

Natalia’s first sailing trip on a beautiful fall day. Photo by Anthony Borradori of Ashburn, VA

Toddlering on the High Seas

Happy little boy on boat with orange life vest

Jackson fell in love with sailing during our fall cruise. He still talks about when he was captain of the sailboat and can’t wait to go back! Photo by Kristina Granger of Arlington, VA

Sunset on the bay

Yellow and blue sunset over the bay

This picture was taken on June 10th, 2017. We took a sunset cruise to celebrate my fiance’s birthday. It was amazing and we would love to do it again! It would make a great place to have our wedding! Photo by Jennifer Wolf of Lancaster, PA – Pennsylvania

410-263-7837