Schooner Woodwind

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

Sails Up

Enjoying a beautiful October afternoon Photo by Chris Cuneo of Greenville, SC

“Sole of the Captain!”

October 11th, 2025 Beautiful sail with YouTubers! I got a lot of great shots, but I thought this one was pretty fun! Photo by Jane Scheidler of Exeter, NH

Honeymooners Who Were Married Yesterday

Janet and David met on the Woodwind II last October 5th and have enjoyed a number of great sails on the Woodwinds. They got married on September 13, 2025 and returned the next day with a number of friends and family members to sail on the Woodwind II (photo). They also returned after their honeymoon … Read more

Rainbow after Rain

It’s been my dream to sail on a boat for most of my life. This was our 8 year wedding Anniversary and my husband and I chose to celebrate by sailing on the Woodwind. It was our first time out and it couldn’t have been better. Incredible crew, incredible winds, taste of rain on the … Read more

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