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

John Hopkins

Crew member Billy tells our helmsman, "Steer the boat right there."

We took out a group from John Hopkins, in Baltimore.  You can see form the pictures that the weather was perfect and everyone had a great time.  Thank you Jeffrey Salmore for sending me the great photos.  I had fun coming up with captions.  I hope you all enjoy.             … Read more

Short tacking Ego Alley

Two guests with fun hair dos that look like the wind is blowing their hair high into the air

  Our boats live at the mouth of Ego Alley, one of the busier intersections in town.  We see it all go down: cruisers making a dinghy run for ice cream cones, fishermen triumphantly returning for cold beers, backflips off of moored boats, stand up paddling with a dog, runabouts styling and profiling in their summer mating … Read more

“It’s so much Nicer on the Bay”

Everyone was amazed what a nice breeze could feel like on a hot summer day on the Chesapeake Bay. We had a great private, corporate event on the first cruise. They loved the relaxing sail, and were anticipating the amazing crabs at Cantler’s Crab House. The second cruise was terrific, especially when four year old … Read more

Heat Wave on the Woodwind

Jack Sherwood and Captain Jen at the helm

It has been hot these past days! There was a little wind today which made us have a nice day. Our first cruise was a corporate team event where High’s Convenience Stores chartered both Woodwinds for a Crew Match Race. We got our teams ready on the fisherman sail winches and our other stations. There … Read more

Sailing Adventure….

Guest Dillon at the wheel of Woodwind

Monday morning we had a group of kids from one of the Anne Arundel County adventure camps join us. They were a lot of fun. everyone that wanted to get a turn at the wheel got a chance to be the skipper of our 74′ schooner. You should have seen the smiles. Chris broke out … Read more

Viva La France!

Wine in the Wind cruise full of happy guests

Bastille Day or La Fête Nationale (The National Celebration) was a good enough excuse to taste French wines,  tasty food and sing La Marseillaise. Thank you Charlotte for the photos!  

Brides and Birthdays…..

Ashley and all her friends on a Sail before the Veil cruise

Bridal parties all day onSchooner Woodwind     Today was a day of brides and birthdays.We had several bachelorette parties join us sailing today. And we several people out celebrating their birthdays. Happy birthday to everyone and pre-congratulations to all of our brides to be. You all helped in setting and unofficial record for champagne … Read more

Let it Rain, Let it Rain, Let it Rain….

The Renninger Family in ponchos on a rainy day

  And it did. All day. And all night. But we did have some adventurous souls that wanted to sail and it so happens that we love sailing!! We ended up not going out on our 1st sail of the day and on the 2nd we had 2 people. Denise and John. It was Denise’s … Read more

Study in Contrasts

Woodwind sails buy, hoping the Germania Nova will "come out and play"

Woodwind, at 20 years old, is no longer a teenager.  She is usually mature enough to handle the sight of seeing other schooners larger than her.  But when the recently built Germania Nova came into the harbor, flaunting her 196 feet of gleaming varnish, paint and towering rig, Woodwind gasped.  In fact, everyone on board, … Read more

Monday…Monday….

Heading Home both schooners in the sunset light

And what a Monday it was. Not your ordinary beginning of the week day. Lots of people stayed in the area after the big holiday weekend and came sailing with us today. We had plenty of breeze today and with just the right amount of cloud cover to keep the temperature down it was pleasant … Read more

Schooner Woodwind
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