Captain Jennifer

About Captain Jennifer

Sailing has been a vital part of Jen's life since she was 5. Racing and cruising with her family filled her summers until she started teaching kids to sail. Her sophomore year in college, she sailed the Caribbean on a 125-ft schooner for credit in science, literature, and history. She now was addicted to schooner sailing. 3 years later, her family built the Woodwind. At 26, she became a captain.
Author Archive | Captain Jennifer
The Roadside Show Band playing on the Schooner Woodwind II

July 5, 2012

Foot Stompin’ Music

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What a hot day!!  The breezes were playing peek-a-boo with us. We had a delightful sail on our 11:00 sail with a cool breeze from the Bay. On the 2nd and 3rd cruise, the breeze was less consistent, but we found a way to keep cool with the 5th sail aboard. The D-Sail (diesel). By …

Moon rising above anchored fleet for Annapolis fireworks

July 4, 2012

Independence Day

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We started the sail with virtually no wind, so I decided to motor to Thomas Point Lighthouse. As we get close, the wind picked up and were able to sail back to Annapolis. We anchored with great visibility of the fireworks and of the city skyline.  All I kept thinking of was how lucky I …

Sailing into the sunset on Woodwind

July 1, 2012

A Hot Breezy Day

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It was a scorcher… on land. Out on the water we had a nice breeze for 3 of the 4 sails. The first sail was the battle of the land breeze with the sea breeze. We had good breeze, until we sailed in the convergence zone where there was none. This is always fascinating to …

Scaffolding work being done on the Chesapeake Bay Bridge

June 28, 2012

Men at Work

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We had a busy day with private charters. We had a company do a shmooze cruise with clients that they wanted to say thanks for all the business that they give them. I like the word shmooze cruise. They chartered the boat for 4 1/2 hours, and we got to Thomas Point Light, under the …

Wednesday Night Racing on the Schooner Woodwind

June 27, 2012

Windy, Windy Day

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What a terrific day we had on the water today!! The  first sail we had a girl scout cruise along with some other public guests. They were treated to some fantastic sailing. We started with all 4 sails, and had to lower the fisherman before we tacked as we made it under the Bay Bridge. …

Hiking out on the Woodwind with J-World Sailing Instructors

June 26, 2012

Sailing School takes over Woodwind

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Tonight, we sailed with one of my favorite groups of the season… J-Word Sailing School. All season, we sail around each other telling our guests about their sailing school and what maneuver they are teaching their students at that moment. It may be a man overboard drill, how to hove-to, or just how to sail …

Sailing with the Roaming Gnome

June 23, 2012

There’s no place like gnome

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A beautiful Saturday filled with wind seemed like a fairy tale. But that is what we had for the 11:00 sail! We sailed straight across the Chesapeake Bay. Cool breezes with low humidity was a wonderful way to start the day! The low humidity was with us all day. The breezes slowed down as the …

June 22, 2012

Cleaning up the Bay

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It was a strange day on the water. All sails except the first sail had virtually no breeze for a part of the cruise. And then all within the same cruise, the wind picked up and we were going 7.5 knots and the boat is healed over. Most of this was due to small clouds …

Crane Vessel transiting the Chesapeake Bay

June 20, 2012

Holy Cranes

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The heat is on!!  Wow, what a hot day yesterday… but we had a nice breeze on the boat. Our first cruise of the day was a Girl Scout Troop from VA. They were juniors learning our Sailing & Navigation program. After the cruise they were going to do the Geocaching Adventure Trail that we …

June 19, 2012

Cow Nose Rays & More

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A very light air day we had today. We were able to sail on all of our sails even though we didn’t venture very far into the Chesapeake Bay.  But the flat water did help for viewing of the wildlife on the Chesapeake. We saw our first baby osprey head above the Red #4 Day …

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