2024 Sailing Season is coming! See you April 13, 2024!

Monday is History….

As the sunsets behind Schooner Woodwind another Monday is History

Another great day of sailing on the Chesapeake Bay is History. Every Monday we have a guest visitor from Historic Annapolis that joins us for our sunset sail. Thank you to Author/photographer Roger Miller who joined us this week.Roger spoke about several historical sights in Annapolis that should be a must see for everyone while … Read more

Happy Memorial Day Weekend……

Woodwind II blasting along in the breeze!!

What a great weekend for sailing. We even got and extra day to play.  I had the day off on Saturday but the winds were blowing in the 20’s all day. I raced the Annapolis to St. Michael’s  race and our race boat hit 16 knots a few times on the way there. So I … Read more

One Sail, Two Sail, Three Sail, Four

Sailing fast on Sunset Sail

Winds were “honking” when I woke up. It’s going to be a terrific day for sailing, I thought. I even wrote this on Woodwind’s Facebook page while trying to find a pic of the Woodwind healing nicely to add to the post. When I arrived to the dock, the tide was down 2 feet from … Read more

Hannah and the Roadside Show

Abraham and Hannah encourage Ann at the helm

The title is somewhat misleading.  During our 1:30 cruise we had Hannah and her guests.  In the evening we had the duo, Roadside Show sing for our guests. Hannah worked for us several years ago and just recently got married to Abraham.  She and her extended family joined us sailing this Wednesday.  In the photo is … Read more

Over 55 miles in one day

Getting ready for the start of the Wednesday Night Race. On the starting line just before the start.

What a day!  The wind started blowing from the SE at 10-15 and increased to over 22 knots by the 4:00 sail. We were lucky enough to have a 4.5 hour private charter for a day outing on the bay. We put just under 40 miles on the boat in just this cruise. We sailed … Read more

Lighthouse Cruise on the Bay

Thomas Point Lighthouse

The cruise we had today was the re-named Blue Angels Cruise.  After the Blue Angels were canceled due to sequestration, we had many people signed up for this cruise. We changed the theme to a Lighthouse Cruise and asked them what they wanted to do, and many wanted to stay on the cruise. So, we … Read more

It Didn’t Rain…..

The Hannon Family aboard the Schooner Woodwind and steering the helm

And it turned into a wonderful sailing day. I think the forecast scared everyone away. But it didn’t stop the Hannon family from Manassas. It turned into a private cruise. They were all gathered to celebrate Tim’s graduation from Virginia Tech. What a great way to spend the morning. We sailed out into the bay … Read more

Beer Tasting and traditional craft

Our guests and the Pride of Baltimore II

What could be better than sailing on Schooner Woodwind on a beautiful evening?  The answer for some would be, great sailing with a delicious beer from Flying Dog Brewery.  That’s why we had Ben, one of the brew-masters from Flying Dog join us. That’s Ben in the foreground with the gray hat.  Behind him to … Read more

Schooner Woodwind
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