Archive | Captain’s Blog

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The Start of the Great Chesapeake Bay Schooner Race…..

Go Woodwind…!!!!   Competing in her 21st race Woodwind got off to a good start today. We were out there on Woodwind II with a boat load of well wishers. The conditions were in Woodwinds favor with lighter winds coming from the south making it and upwind race to start. Woodwind does well in the […]

Elf moves swiftly by in the light breeze.

Classic Boat Regatta

The Fifth Annual NSHOF Classic Sailboat was held Sunday.  It was sponsored by the National Sailing Hall of Fame which is adjacent to City Dock.  What a great event!  What makes this event unique and special is that all the boats are made out of wood.  No “plastic fantastics” here.  There are many reasons to marvel […]

The Lynx is rigged similar to the Pride of Baltimore II.  The original Lynx was a privateer built in Fells Point and was used during the War of 1812.  Notice her split lower square sail on her foremast.

Star Spangled Sailabration

This past weekend was the 200th anniversary of the Battle of Baltimore which took place Sept 12 – 13, toward the end of the War of 1812.  It was one of the most significant battles of the war.  Francis Scott Key witnessed the event from on board a British warship while trying to secure the […]

Woodwind caught in the sunlight

Today on the Bay…..

We were lucky on our 1st sail today to time our arrival near the leeward mark just right to see both of the downwind legs in the J80 North American Championships. Look at all the fun spinnakers coming down wind to the mark with the bay bridge in view behind the fleet. Got right up […]

The threatening cloud points directly at Woodwind under jib and main.

Stacey’s First Sail, Dramatic Sky

Sunday, the southwest wind  blew between 15 to 20 knots, producing ideal sailing conditions.  We tacked out of the harbor and then eased our course and toward the Chesapeake Bay Bridge.  Stacey had never sailed before, but she enjoyed the experience so much that she asked to take the helm a second time.  Later in […]

Another beautiful sunset over Annapolis

History Monday and More……

What a great day on the water we had today. We had lots of fun families join us and we put them right to work. And they did a great job. After helping with the sails they came back to the wheel and helped me steer the boat as well. Thank you guys for doing […]

Welcome to the Woodwind Adventure.

Anyone Can Sail When It’s Sunny…….

But it takes a special type of person to come sailing when it’s raining. And that is exactly what I kept telling everyone all day as the rain continued to fall. But the winds were great and the sailing fantastic and all had a good time. The rains didn’t come until the 2nd sail of […]

At the helm of the Schooner Woodwind

Light Winds and History….

The day started off with a good amount wind and the 1st trip was a 3 hour charter and we sailed all the way down to the Thomas Point Lighthouse. It is always a treat to have the right wind direction and speed to make it down here and back, it was nice to have […]

Let's go sailing..rain or shine we have a good time

Rainy Day Tuesday……

The 100% chance of rain didn’t scare these guys off. They came prepared with their own ponchos. Mom’s birthday was going on no matter what the weather gods said and we went sailing. Mom and Dad had been out with us 10years prior to celebrate another birthday with us and decided to return and bring […]

Om plays a popular tune that might have been played as the ship "Peggy Stewart" burned to the waterline and then sank.

History, Violin, and Taking the Helm

Tom Gay has a perspective of Annapolis that is unusual.  He shares that perspective with our guests as we sail towards the Bay Bridge, explaining how Governor Preston Lane ran for re-election on the promise that the bridge would only cost “pennies a day”.  Everyone new what that meant: TAXES.  And they did not want […]

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