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
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:)    

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.   …

Sailing by an anchored cargo ship on the Chesapeake Bay.

July 9, 2012

Learning to Fly

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Last night’s cold front brought a cool NE breeze for the day.  The reduction in humidity allowed us great views of Thomas Point Light House, the mouth of the West River, Poplar Island, and Bloody Point Light.  We even heard the Buyboat Mister Jim on the VHF radio, calling from St. Michael’s. For our first …

A great view from Woodwind's slip at the Marriott Dock!

July 7, 2012

Celebrate Good Times!

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  The past two days there was much celebration aboard our schooners!  Friday evening, Hillary and her friends from Alexandria sailed with us.  She was celebrating her Sweet Sixteen!  Her next adventure is a trip to France and Spain!! Saturday, we continued the party with our first time sailing friend Joe’s 35th birthday, a 15th …

Moth Sailboat flying/sailing through the water

June 24, 2012

Boat Designs

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The NE breeze took Woodwind II to Thomas Point Lighthouse today.   Along the way we came across some amazing small boats, a Moth and a gaff rigged schooner.  There’s a boat out there for everyone, different styles serving different purposes!

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