Archive | Captain’s Blog

Celebrations Aboard!

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 […]

"Rage, rage against the dying of the light."

“Do not go gentle into that good night.”

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 […]

Lola, 5 years old, taking a turn at the helm

You Know it’s Windy when…

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 […]

This picture says it all. What an exhilarating sail.

Charters,Charters and More Charters……

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 […]

Smilin Jack! At the wheel of the Schooner Woodwind

Let’s go Sailing……

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 […]

Jason at the Wheel of the Schooner Woodwind

Monday Sailing, and what great winds………..

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 […]

Click picture to view video

America, the Beautiful

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 […]

Sunset over Greenbury Point

History of Greenbury Point…..

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 […]

Come out and enjoy Dead Rise every Tuesday in June on the Schooner Woodwind

Flying Dog’s Dead Rise Beer is on board…..!!!

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: […]

Great day of sailing on the Schooner Woodwind II

New Friends and Old Friends…….

We had some fun kids out on the boat today. Nia joined us along with her family all the way from Atlanta,Ga. She could not get enough helm time. Look at that smile. We had small groups all day so we were able to give her plenty of time behind the wheel. Braeden and his […]

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