Captain Mike

About Captain Mike

Captain Mike is a Chesapeake native and a resident of South Baltimore. He joined the Woodwind in 2010, after running traditional Chesapeake work boats focused on outdoor experiential education. Mike has managed sailboat fleets for a community sailing center in Baltimore City and a bareboat charter company in Annapolis. Mike enjoys sharing his interest in Chesapeake ecology and maritime culture.
Author Archive | Captain Mike
Playing with Woodwind

September 5, 2012

Don’t Waste the Wind

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Today, the breeze was blasting out of the SSW, just under 20kts at times!  The conditions were perfect: warm sun, cool breeze, and flat water.  Still, we had very few people aboard.  If you are reading this, I advise you to take the kids out of school, call in sick to work, and leave the …

Sailing Woodwind Alongside a Trimaran at the Mouth of the Severn River

September 4, 2012

The problem with a fast boat…

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  Everyone want to race ya We had some fun with this trimaran, while heading into the Severn River this evening.

Lightning over Greenbury Point

August 17, 2012

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Today we gave Woodwind a workout.  She ran gracefully in the southerly that increased over the day.  By the evening we had 19kts of wind, fantastic!  After docking, while we were putting the boat to sleep for the night, we witnessed the start of an incredible light show well to the north.  This was brought …

Pottsville, PA in the, BOAT.

August 12, 2012


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All day, we had parties of 5+ folks sailing with their family or friends.  While boarding and underway, I asked some of these groups, “Are you all celebrating something?”  It made me happy to see the shrugs and smiles, and hear some excellent responses: “Nah, just a Sunday.”  “Hanging out with the family.”  “Um, summer?”  …

Deadrises on Mill Creek

August 10, 2012

Lunch on Mill Creek

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This morning, we rigged Woodwind II in a light rain.  Since we set our canvas awning for some shelter, the precipitation stopped!  This may have been some positive perversion of Murphy’s law at work. We made a Cantler’s run today, a chartered sail to one of our favorite crab houses.  The guests, from a financial …

Oyster Buyboats in Annapolis Harbor

August 9, 2012

Harbor Burn

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When the conditions are right, on the Woodwinds we enjoy doing a ‘harbor burn’.  That’s a sail around the mooring field in Annapolis harbor under full sail: main, staysail, jib, and fisherman topsail.  This is usually followed by quick striking of all sail.  It’s fun to do, and awesome to watch other boats burn it …

Woodwind II at the Chesapeake Bay Bridge, southbound.

August 4, 2012

Birthdays and Bachelorettes

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Saturday’s breeze built beautifully from the SSE over the course of the day. In the morning, Don, a sailor from the South River, took the helm of Woodwind for the first time.  He and his family were celebrating his 80th birthday!!  If he’s living proof that sailing is good for your health, I think everyone …

Sandy Point Lighthouse from Woodwind II

July 15, 2012

Lighthouse Cruise

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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 Marriott 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 to mark …

Making 10kts of boat speed on Woodwind II

July 14, 2012

10kts of Boat Speed!

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This was one of our favorite part of the day. Okay, there was a rainbow too:)    

Them Eastport Oyster Boys jammin' on the Chesapeake Bay

July 12, 2012

Sailing with Them Eastport Oyster Boys

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  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.   …

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