2024 Sailing Season is coming! See you April 13, 2024!
The first conversation of the day started with, “Is this the same schooner?….” We get this question a lot, followed by “as used in the Wedding Crasher’s Movie?” But this was a different question… “as the one that was here, maybe 17 years ago?” I answered them, “yes it was, did you sail with us … Read more
It was a day for celebrating! We had three bachelorette parties aboard on 2 cruises. They were all low key, and just wanted to spend their day sailing with their friends. On the sunset sail, we had a couple aboard Robin and (oh no… I forgot his name- I guess that’s better than writing the … Read more
This afternoon, aboard Woodwind II, we sailed with a crew of fun folks from a DC PR firm. They held a fashion show and a talent contest aboard. Our crewmate handsome Matt, fresh off the runways of Milan, warmed up the action. He strutted down the Annapolis Waterfront Hotel Dock catwalk, donning the latest in … Read more
You know it’s a windy, awesome day for sailing on the Woodwind when: Frequent Sailors’ are on each cruise and bring their friends (Russ, Joyce, Deb, Patrick, Pat, Ana, etc.) Frequent Sailors’ come by themselves because they are spontaneous and know a good sailing day when they see one. (Kathy) You have to tell guests … Read more
And that is exactly what we did today on Woodwind II, Charters all day. But what fun. We got to go farther afield than we normally get to and saw some fun sights all day. We started the day with seeing the start of the SUP Chesapeake Challenge as they came by the entrance to … Read more
Jacks parents grew up sailing in Barnegut Bay and had a small boat named Smilin Jack. And their son is wearing one of their old hats they had made for the boat as he captains the Schooner Woodwind. How fitting!! Jack and his family joined us from Virginia today. It was a pleasure to have … Read more
Monday was a great day for sailing. The winds were in the teens all day. We were able to get under the bay bridge 2 out of 4 sails.Yeah. On our 1st sail Capt. Jason took the wheel and safely guided us through out the Chesapeake bay and Severn River. Good Job Jason!!! Always fun … Read more
Over this holiday weekend, it is easy to remember why we fought so hard to be our own country. What a beautiful country it is. And I am so thankful that I get to take people out sailing on the Woodwinds and introduce them to sailing. We had a terrific full weekend of sailing and … Read more
Every Monday is History Day on the Schooner Woodwind. This weeks subject was on the history of Greenbury Point. Our speaker, Janet Williman, is very engaging and takes the time to come around the boat and talk to everyone in small groups so all can hear. Thank you Janet for another educational trip. It is … Read more
That’s right. The hardest beer to find in Maryland is on our boat. So come on out on every Tuesday in the month of June and enjoy a free sample. Every Tuesday aboard the Woodwind is our beer tasting night. This month we are featuring the Flying Dog Brewery from Frederick,Md. The starting line-up is: … Read more