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

Thank you Mother Nature

Today was a very interesting day on the Woodwind. We had a team building for the first 2 cruises and then 2 public sails afterwards. One of those public cruises was the Wednesday Night Race. Thank you Mother Nature for 15 knots of wind from the SW! We had a good teambuilding with a company … Read more

Feeling Crabby

Maryland Blue Steamed Blue Crabs

We only had one sail today, a round trip private cruise to Cantler’s Crab House. This is my first cruise to Cantler’s on Woodwind this season so I was excited for it. The wind was blowing beautifully, 10 knots, from the NW as we gybed our way out of the Severn with about 35 guests. … Read more

Light and Shifty

We spent all day with winds coming from the West North West. In shore it was hot but as soon as you got out on the Bay a bit the winds picked up and the sailing was good. We saw several car carriers heading up into the port of Baltimore, so if you were waiting … Read more

Lighthouse Cruise

Sandy Point Lighthouse from Woodwind II

Woodwind II kicked the day off with a Lighthouse Cruise!  We were joined by lecturer Meg Govan of the Annapolis Maritime Museum.  After departing the Annapolis Waterfront Hotel Dock in light airs, we set our main, jib and staysail- and motorsailed to the mouth of the Severn River.  Meg talked about the lighthouse that used … Read more

Saturdays Squall

Schooner Woodwind squall

Even with the threat of rain it did not stop everyone from flocking out t o the boat on Saturday. There were lots of celebrations going on rain or shine. Every trip we did was sold out all day…. On our 1st sail we had a group of girl scouts out and a groom with … Read more

“It’s My Lucky Day”

Emilio showing off his newly lost tooth on the Schooner Woodwind.

We have had every type of special event happen on the Woodwind. We’ve had weddings, proposals,receptions,birthdays,anniversaries, and all other types of fun events. But today we had something new happen. Emilio and his family were visiting from Mexico City, Mexico and during our trip he lost one of his teeth. I think this might be … Read more

Light Wind Day

It was a very light wind day. Our 1st trip was traded to Woodwind so we ended up doing maintenance on Woodwind II till our 1330 charter. We had a group of 18 and headed out to the bay. There were big ships anchored everywhere, the osprey chicks were coming out of their nests, it … Read more

Sailing with Them Eastport Oyster Boys

Them Eastport Oyster Boys jammin' on the Chesapeake Bay

  Thursday Sunset!!  This is becoming one of my favorite times to sail.  After departing the harbor, we buzzed the start line of the J boat races. Also, this evening we were stoked to have Kevin and Tom of Them Eastport Oyster Boys aboard!  They played some awesome songs, covering a variety of genres.   … Read more

Why is this woman smiling?

For this young lady, this is a first. She is smiling at the helm of Woodwind.

July 10, 2012  It is a pleasant, sunny day with a light breeze.  There is just enough wind to keep Woodwind II moving. Light air sailing is always the most difficult.  The young lady at the helm is smiling because she can see the results of her concentration.  Small motions of the wheel produce a … Read more

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